60 days in New England, Lake Placid & Keene Valley Itinerary

60 days in New England, Lake Placid & Keene Valley Itinerary

Created using Inspirock United States trip planner

Make it your trip
1
Boston
— 1 night
Drive
2
Concord
— 1 night
Drive
3
Salem
— 1 night
Drive
4
Hampton Falls
— 1 night
Drive
5
Exeter
— 1 night
Drive
6
Portsmouth
— 1 night
Drive
7
Kennebunkport
— 1 night
Drive
8
Gorham
— 1 night
Drive
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Portland
— 1 day
Drive
10
Camden
— 1 night
Drive
11
Bar Harbor, Mount Desert Island
— 1 night
Drive
12
Bangor
— 1 night
Drive
13
Millinocket
— 1 night
Drive
14
Greenville
— 2 nights
Drive
15
Dixville
— 2 nights
Drive
16
North Conway
— 1 night
Drive
17
Rumney
— 1 day
Drive
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Sugar Hill
— 3 nights
Drive
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Stowe
— 1 night
Drive
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Burlington
— 1 day
Drive
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Lake Placid
— 2 nights
Drive
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Keene Valley
— 4 nights
Drive
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Woodstock
— 2 nights
Drive
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Stockbridge
— 1 night
Drive
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Washington
— 2 nights
Drive
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Mystic
— 6 nights
+3
Drive to New London, Ferry to Orient Point, Drive to Montauk, Ferry to New Shoreham
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New Shoreham
— 2 nights
Ferry
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Newport
Drive
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Bristol
— 1 night
Drive
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Providence
— 2 nights
+2
Drive to Woods Hole, Ferry to Martha's Vineyard, Drive to Edgartown
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Edgartown, Martha's Vineyard
— 2 nights
Drive
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Oak Bluffs, Martha's Vineyard
— 3 nights
Ferry
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Falmouth
— 1 night
Drive
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Sandwich
— 3 nights
Drive
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Provincetown
— 3 nights
Drive
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Plymouth
— 1 night
Drive
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Cambridge
— 3 nights
Taxi

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Boston

— 1 night

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
You've added Old State House, Bunker Hill Monument, Old North Church & Historic Site, and other attractions to your itinerary. Start off your visit on the 18th (Fri): steep yourself in history at The Paul Revere House, appreciate the history behind Bunker Hill Monument, contemplate the long history of Old North Church & Historic Site, get engrossed in the history at Boston Tea Party Ships & Museum, then see where the action happens at Fenway Park, and finally get to know the fascinating history of Freedom Trail.

To see reviews, more things to do, where to stay, and other tourist information, read Boston trip itinerary planning app.

The Route module shows you travel options from your home to Boston. In October in Boston, expect temperatures between 64°F during the day and 50°F at night. On the 19th (Sat), you'll have the morning to explore before heading off to Concord.

Things to do in Boston

Historic Sites · Tours · Outdoors · Museums

Concord

— 1 night
Concord is a town in Middlesex County, Massachusetts, in the United States. Start off your visit on the 19th (Sat): steep yourself in history at Louisa May Alcott's Orchard House and then take an in-depth tour of The Robbins House.

To find maps, traveler tips, more things to do, and other tourist information, use the Concord vacation maker.

Getting from Boston to Concord by car takes about an hour. Other options: take a train; or take a bus. Traveling from Boston in October, plan for slightly colder nights in Concord, with lows around 42°F. You'll have a few hours on the 20th (Sun) to wrap things up before traveling to Salem.

Things to do in Concord

Historic Sites · Museums

Salem

— 1 night

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Kick off your visit on the 20th (Sun): explore the galleries of The House of the Seven Gables, get engrossed in the history at Salem Witch Museum, and then walk around Salem Common.

To see ratings, more things to do, where to stay, and tourist information, refer to the Salem tour itinerary maker.

You can drive from Concord to Salem in an hour. Other options are to take a train; or do a combination of train and bus. Expect a daytime high around 64°F in October, and nighttime lows around 45°F. Finish your sightseeing early on the 21st (Mon) to allow enough time to travel to Hampton Falls.

Things to do in Salem

Museums · Historic Sites · Parks

Hampton Falls

— 1 night
Hampton Falls is a New England town in Rockingham County, New Hampshire, United States. Kick off your visit on the 21st (Mon): immerse yourself in nature at Halibut Point State Park, walk around Waterfront Park, and then sample the tasty concoctions at Smuttynose Brewing Company. On your second day here, look for gifts at Huckleberry's Candies, immerse yourself in nature at Maudslay State Park, then explore the wealth of natural beauty at Parker River National Wildlife Refuge, and finally trek along Salisbury Rail Trail.

For photos, traveler tips, maps, and more tourist information, read Hampton Falls journey planner.

You can drive from Salem to Hampton Falls in an hour. In October in Hampton Falls, expect temperatures between 62°F during the day and 44°F at night. Finish up your sightseeing early on the 22nd (Tue) so you can travel to Exeter.

Things to do in Hampton Falls

Parks · Nature · Wildlife · Breweries & Distilleries

Side Trips

Exeter

— 1 night
Exeter is a town in Rockingham County, New Hampshire, United States. Start off your visit on the 23rd (Wed): get some fabulous bargains at Lindt Chocolate Shop, stroll around Swasey Parkway, then learn about winemaking at Zorvino Vineyards, and finally gain insight at Phillips Exeter Academy.

To find more things to do, traveler tips, and other tourist information, use the Exeter trip planner.

Exeter is very close to Hampton Falls. In October, plan for daily highs up to 62°F, and evening lows to 44°F. Finish up your sightseeing early on the 23rd (Wed) so you can go by car to Portsmouth.

Things to do in Exeter

Wildlife · Parks · Wineries · Shopping

Side Trips

Portsmouth

— 1 night
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. To find maps, more things to do, where to stay, and more tourist information, go to the Portsmouth trip itinerary planner.

Portsmouth is just a short distance from Exeter. Expect a daytime high around 62°F in October, and nighttime lows around 44°F. You will leave for Kennebunkport on the 24th (Thu).

Things to do in Portsmouth

Parks · Outdoors · Tours · Museums

Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. Kick off your visit on the 24th (Thu): stroll through Ogunquit Beach, then stop by Harbor Candy Shop, then appreciate the extensive heritage of Marginal Way Walkway, and finally pause for some serene contemplation at St. Ann's Episcopal Church. Keep things going the next day: cruise along Ocean Ave and then explore and take pictures at Walker's Point.

To see where to stay, traveler tips, reviews, and tourist information, read our Kennebunkport trip planning tool.

Drive from Portsmouth to Kennebunkport in an hour. Alternatively, you can do a combination of bus and train. Traveling from Portsmouth in October, you can expect nighttime temperatures to be slightly colder in Kennebunkport, with lows of 38°F. Wrap up your sightseeing on the 25th (Fri) early enough to drive to Gorham.

Things to do in Kennebunkport

Outdoors · Scenic Drive · Parks · Beaches

Side Trip

Gorham

— 1 night
Gorham is a town in Coos County, New Hampshire, United States. On the 25th (Fri), stop by Candy Shores.

For ratings, traveler tips, and other tourist information, use the Gorham route planning website.

Traveling by car from Kennebunkport to Gorham takes 3 hours. Alternatively, you can take a bus; or do a combination of bus and train. When traveling from Kennebunkport in October, plan for much colder days in Gorham, with highs around 39°F, while nights are little chillier with lows around 29°F. Finish your sightseeing early on the 26th (Sat) so you can drive to Portland.

Things to do in Gorham

Shopping

Side Trip

Highlights from your trip

Portland

— 1 day

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Start off your visit on the 26th (Sat): sample the tasty concoctions at Allagash Brewing Company, then wander the streets of Old Port, and then admire the masterpieces at Portland Museum of Art.

To find ratings, where to stay, other places to visit, and tourist information, refer to the Portland travel route planner.

You can drive from Gorham to Portland in 2.5 hours. Another option is to take a bus. When traveling from Gorham in October, plan for much hotter days and a bit warmer nights in Portland: temperatures range from 62°F by day to 43°F at night. Finish your sightseeing early on the 26th (Sat) to allow enough time to drive to Camden.

Things to do in Portland

Neighborhoods · Museums · Breweries & Distilleries

Camden

— 1 night
On the 27th (Sun), pause for some photo ops at Andre the Seal Statue and then take in the awesome beauty at Mount Battie.

To see photos, reviews, maps, and more tourist information, refer to the Camden trip itinerary builder tool.

You can drive from Portland to Camden in 2 hours. Another option is to take a bus. Expect a daytime high around 58°F in October, and nighttime lows around 42°F. Finish up your sightseeing early on the 27th (Sun) so you can go by car to Bar Harbor.

Things to do in Camden

Nature · Parks

Side Trip

Bar Harbor, Mount Desert Island

— 1 night
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Start off your visit on the 27th (Sun): go for a walk through Compass Harbor Trail and then look for gifts at The Christmas Vacation Shop.

To find ratings, reviews, traveler tips, and more tourist information, read our Bar Harbor trip planner.

Traveling by car from Camden to Bar Harbor takes 2 hours. Alternatively, you can take a bus. In October in Bar Harbor, expect temperatures between 59°F during the day and 42°F at night. Wrap up your sightseeing by early afternoon on the 28th (Mon) to allow enough time to drive to Bangor.

Things to do in Bar Harbor

Wildlife · Parks · Shopping

Bangor

— 1 night
Bangor is a city along the Penobscot River in the U.S. state of Maine. On the 29th (Tue), stroll the grounds of Mount Hope Garden Cemetery, see the interesting displays at Cole Land Transportation Museum, pause for some photo ops at Paul Bunyan Statue, then explore the landscape on two wheels at Penobscot River Walkway, and finally admire the landmark architecture of Stephen King's House.

To find ratings, other places to visit, photos, and more tourist information, read Bangor tour site.

Getting from Bar Harbor to Bangor by car takes about 1.5 hours. Other options: take a shuttle; or take a bus. In October, daily temperatures in Bangor can reach 61°F, while at night they dip to 40°F. Finish your sightseeing early on the 29th (Tue) so you can drive to Millinocket.

Things to do in Bangor

Museums · Parks · Trails · Historic Sites

Millinocket

— 1 night
Millinocket is a town in Penobscot County, Maine, United States.The population was 4,506 at the 2010 census. You've now added Baxter State Park to your itinerary. On the 29th (Tue), admire the majestic nature at Baxter State Park.

To see reviews, ratings, traveler tips, and tourist information, you can read our Millinocket itinerary maker.

Getting from Bangor to Millinocket by car takes about 1.5 hours. October in Millinocket sees daily highs of 59°F and lows of 39°F at night. On the 30th (Wed), you're off to Greenville.

Things to do in Millinocket

Nature · Parks
Highlights from your trip

Greenville

— 2 nights
Greenville is a town in Piscataquis County, Maine, United States. Lily Bay State Park has been added to your itinerary. Here are some ideas for day two: explore the activities along Moosehead Lake, then admire the majestic nature at Lily Bay State Park, and then stop by Moosehead Lake Indian Store at Kamp Kamp.

To see maps, reviews, traveler tips, and more tourist information, read our Greenville tour site.

You can drive from Millinocket to Greenville in 2 hours. In October, daily temperatures in Greenville can reach 55°F, while at night they dip to 40°F. Finish your sightseeing early on the 1st (Fri) so you can travel to Dixville.

Things to do in Greenville

Nature · Parks · Museums · Shopping

Side Trip

Dixville

— 2 nights
Dixville is a township in Coos County, New Hampshire, United States. Your day by day itinerary now includes Dixville Notch State Park. Kick off your visit on the 2nd (Sat): contemplate the waterfront views at Connecticut Lakes Region and then immerse yourself in nature at Dixville Notch State Park.

To see ratings, maps, and more tourist information, read Dixville route maker website.

Getting from Greenville to Dixville by car takes about 4 hours. Expect a daytime high around 43°F in November, and nighttime lows around 23°F. Finish your sightseeing early on the 3rd (Sun) to allow enough time to travel to North Conway.

Things to do in Dixville

Nature · Parks

Side Trip

North Conway

— 1 night
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Kick off your visit on the 3rd (Sun): stop by Naked Bohemian, then see the sky in a new way at Mount Washington Observatory Weather Discovery Center, then cruise along Kancamagus Highway, and finally admire the sheer force of Diana's Baths.

To find more things to do, reviews, ratings, and tourist information, read our North Conway sightseeing planner.

You can drive from Dixville to North Conway in 2.5 hours. Traveling from Dixville in November, things will get somewhat warmer in North Conway: highs are around 50°F and lows about 32°F. Finish up your sightseeing early on the 4th (Mon) so you can go by car to Rumney.

Things to do in North Conway

Scenic Drive · Outdoors · Nature · Parks

Rumney

— 1 day
Rumney is a town in Grafton County, New Hampshire, United States. Start off your visit on the 4th (Mon): explore the activities along Newfound Lake, explore the fascinating underground world of Polar Caves Park, then identify plant and animal life at Squam Lakes Natural Science Center, and finally take in the views from Blair Bridge.

For photos, ratings, other places to visit, and other tourist information, read our Rumney vacation planning website.

Drive from North Conway to Rumney in 1.5 hours. Plan for slightly colder temperatures traveling from North Conway in November, with highs in Rumney at 45°F and lows at 27°F. Wrap up your sightseeing on the 4th (Mon) to allow time to travel to Sugar Hill.

Things to do in Rumney

Parks · Nature · Wildlife

Side Trips

Sugar Hill

— 3 nights
Sugar Hill is a town in Grafton County, New Hampshire, United States. On the 5th (Tue), look for gifts at Harman's Cheese & Country Store, take an in-depth tour of Sugar Hill Historical Museum, then walk around Kilburn Crags, and finally hike along Ski Hearth Farm. Here are some ideas for day two: experience rural life at Windy Ridge Orchard & Christmass Tree Farm and then take in the awesome beauty at Mount Moosilauke.

To see where to stay, more things to do, photos, and tourist information, use the Sugar Hill trip itinerary builder site.

You can drive from Rumney to Sugar Hill in an hour. In November, plan for daily highs up to 44°F, and evening lows to 25°F. Finish your sightseeing early on the 7th (Thu) so you can drive to Stowe.

Things to do in Sugar Hill

Parks · Nature · Trails · Outdoors

Side Trips

Stowe

— 1 night

The Ski Capital of the East

Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Start off your visit on the 7th (Thu): tour the pleasant surroundings at Stowe Recreation Path, then take your sightseeing to a higher altitude at Mount Mansfield State Forest, and then take an unorthodox tour of Gold Brook Covered Bridge (Emily's Covered Bridge).

To see ratings, where to stay, other places to visit, and other tourist information, you can read our Stowe trip planner.

Traveling by car from Sugar Hill to Stowe takes 2 hours. November in Stowe sees daily highs of 44°F and lows of 26°F at night. Wrap up your sightseeing on the 8th (Fri) to allow time to drive to Burlington.

Things to do in Stowe

Parks · Nature · Trails · Outdoors

Burlington

— 1 day
Burlington is the most populous city in the U.S. state of Vermont and the seat of Chittenden County. Start off your visit on the 8th (Fri): see the interesting displays at Shelburne Museum, steep yourself in history at Ethan Allen Homestead, then hike along Burlington Bike Path, and finally stroll around Waterfront Park.

To see other places to visit, reviews, photos, and tourist information, refer to the Burlington sightseeing planning app.

Getting from Stowe to Burlington by car takes about an hour. Other options: take a bus. In November, plan for daily highs up to 47°F, and evening lows to 31°F. Cap off your sightseeing on the 8th (Fri) early enough to go by car to Lake Placid.

Things to do in Burlington

Parks · Trails · Outdoors · Museums

Side Trip

Lake Placid

— 2 nights
Lake Placid is a village in the Adirondack Mountains in Essex County, New York, United States. Kick off your visit on the 9th (Sat): tour or see a game at Lake Placid Olympic Museum, explore the activities along Mirror Lake, then stop by Saratoga Olive Oil Company, and finally enjoy some diversion at Bobsled and Luge Complex. On the next day, fly down the slopes at Whiteface Mountain, then steep yourself in history at John Brown Farm State Historic Site, and then take some stellar pictures from Olympic Ski Jump Complex.

To see maps, more things to do, photos, and more tourist information, go to the Lake Placid day trip planner.

Drive from Burlington to Lake Placid in 2 hours. Alternatively, you can take a bus. Plan for little chillier temperatures traveling from Burlington in November, with highs in Lake Placid at 42°F and lows at 22°F. Finish up your sightseeing early on the 10th (Sun) so you can travel to Keene Valley.

Things to do in Lake Placid

Nature · Parks · Fun & Games · Winter Sports

Side Trip

Keene Valley

— 4 nights
Keene is a town in central Essex County, New York, United States. Adirondack Mountains has been added to your itinerary. Explore Keene Valley's surroundings by going to Fort Ticonderoga (in Ticonderoga), Lake Champlain Maritime Museum (in Vergennes) and Ausable Chasm (in Keeseville). Next up on the itinerary: contemplate the long history of Crown Point State Historic Site, Head underground at Natural Stone Bridge and Caves, stop by Dartbrook Rustic Goods, and kick back and relax at D.A.R. State Park.

For more things to do, photos, traveler tips, and tourist information, read our Keene Valley trip tool.

Keene Valley is very close to Lake Placid. In November, daily temperatures in Keene Valley can reach 42°F, while at night they dip to 22°F. Finish your sightseeing early on the 14th (Thu) so you can travel to Woodstock.

Things to do in Keene Valley

Nature · Parks · Historic Sites · Museums

Side Trips

Woodstock

— 2 nights
Woodstock is the shire town of Windsor County, Vermont, United States. On the next day, experience rural life at Billings Farm & Museum, relax in the rural setting at Sugarbush Farm, and then stop by Vermont Country Store.

To find where to stay, maps, and more tourist information, read Woodstock online sightseeing planner.

You can drive from Keene Valley to Woodstock in 2.5 hours. Plan for somewhat warmer nights when traveling from Keene Valley in November since evenings lows in Woodstock dip to 28°F. Wrap up your sightseeing on the 16th (Sat) to allow time to drive to Stockbridge.

Things to do in Woodstock

Historic Sites · Nature · Parks · Museums

Side Trip

Stockbridge

— 1 night
Stockbridge is a town in Berkshire County in western Massachusetts, United States. Start off your visit on the 17th (Sun): explore the world behind art at Norman Rockwell Museum, admire the natural beauty at Naumkeag, and then take in the spiritual surroundings of National Shrine of the Divine Mercy.

To find where to stay, ratings, traveler tips, and tourist information, go to the Stockbridge sightseeing planner.

Getting from Woodstock to Stockbridge by car takes about 3 hours. Other options: do a combination of taxi, train, and bus; or take a bus. November in Stockbridge sees daily highs of 47°F and lows of 28°F at night. Finish your sightseeing early on the 17th (Sun) to allow enough time to drive to Washington.

Things to do in Stockbridge

Parks · Museums · Historic Sites

Washington

— 2 nights
Washington is a rural town in Litchfield County, Connecticut, in the New England region of the United States. Start off your visit on the 18th (Mon): take in nature's colorful creations at Hollister House Garden, experience rural life at Averill Farm, identify plant and animal life at Steep Rock Preserve, then look for gifts at HIckory Stick Bookshop, and finally examine the collection at Gunn Historical Museum.

To find photos, reviews, maps, and more tourist information, you can read our Washington travel planner.

Traveling by car from Stockbridge to Washington takes 1.5 hours. Expect a daytime high around 50°F in November, and nighttime lows around 33°F. Finish up your sightseeing early on the 19th (Tue) so you can travel to Mystic.

Things to do in Washington

Parks · Wildlife · Museums · Shopping

Mystic

— 6 nights
A historical leading seaport, Mystic has maintained a strong respect for the past.
Explore the numerous day-trip ideas around Mystic: Gillette Castle State Park (in East Haddam), Willimantic Textile & History Museum (in Willimantic) and Gotta's Farm and Cider Mill (in Portland). The adventure continues: look and learn at Mystic Seaport Museum, steep yourself in history at Hyland House Museum, step aboard Charles W. Morgan, and tour the pleasant surroundings at Vernon Rails-to-Trails.

To find maps, where to stay, photos, and more tourist information, read our Mystic journey planner.

Getting from Washington to Mystic by car takes about 2 hours. In November, plan for daily highs up to 54°F, and evening lows to 37°F. Wrap up your sightseeing on the 25th (Mon) early enough to travel to New Shoreham.

Things to do in Mystic

Parks · Museums · Outdoors · Nature

Side Trips

New Shoreham

— 2 nights
New Shoreham is a town in Washington County, Rhode Island, United States. Start off your visit on the 26th (Tue): relax in the rural setting at 1661 Farm and Gardens, enjoy the sea views from South East Lighthouse, then trek along Mohegan Bluffs, then stop by Block Island Trading Company, and finally relax in the rural setting at Abrams Animal Farm.

For ratings, more things to do, photos, and other tourist information, refer to the New Shoreham trip planner.

You can do a combination of car and ferry from Mystic to New Shoreham in 6.5 hours. Alternatively, you can do a combination of train, bus, and ferry. In November, daily temperatures in New Shoreham can reach 52°F, while at night they dip to 41°F. Wrap up your sightseeing by early afternoon on the 27th (Wed) to allow enough time to ride a ferry to Newport.

Things to do in New Shoreham

Parks · Beaches · Trails · Outdoors

Side Trip

Newport

City by the Sea

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
To find maps, ratings, reviews, and tourist information, read Newport online attractions planner.

Traveling by ferry from New Shoreham to Newport takes 2 hours. Alternatively, you can do a combination of ferry and taxi. In November, plan for daily highs up to 53°F, and evening lows to 38°F. You will leave for Bristol on the 27th (Wed).

Things to do in Newport

Parks · Outdoors · Historic Sites · Museums

Bristol

— 1 night
Bristol is a town in the historic county seat of Bristol County, Rhode Island, United States. To find more things to do, other places to visit, traveler tips, and more tourist information, go to the Bristol vacation planning app.

Traveling by car from Newport to Bristol takes an hour. In November, plan for daily highs up to 54°F, and evening lows to 35°F. Cap off your sightseeing on the 28th (Thu) early enough to go by car to Providence.

Things to do in Bristol

Parks · Nature · Historic Sites · Wildlife

Side Trip

Providence

— 2 nights

The Renaissance City

Providence has undergone a major upgrade in recent years, transforming from a rough-around-the-edges industrial city into an epicenter of culture.
On the 29th (Fri), you'll have a packed day of sightseeing: learn about wildlife with up-close encounters at Roger Williams Park Zoo, add some entertainment to your itinerary with WaterFire, and then explore the world behind art at RISD Museum.

For where to stay, other places to visit, reviews, and tourist information, read Providence day trip planner.

You can drive from Bristol to Providence in an hour. In November, daily temperatures in Providence can reach 54°F, while at night they dip to 35°F. Wrap up your sightseeing on the 30th (Sat) to allow time to travel to Edgartown.

Things to do in Providence

Nightlife · Zoos & Aquariums · Parks · Historic Sites

Edgartown, Martha's Vineyard

— 2 nights
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. On the next day, enjoy the sand and surf at Katama Beach/ South Beach, stroll through Aquinnah Cliffs, then take in the architecture and atmosphere at St. Elizabeth Catholic Church, then visit a coastal fixture at Edgartown Lighthouse, and finally admire the natural beauty at Mytoi.

To find reviews, where to stay, ratings, and tourist information, refer to the Edgartown travel planner.

Traveling by combination of car and ferry from Providence to Edgartown takes 3.5 hours. Alternatively, you can do a combination of train, taxi, ferry, and bus; or do a combination of bus and ferry. In November, daytime highs in Edgartown are 53°F, while nighttime lows are 37°F. Wrap up your sightseeing by early afternoon on the 2nd (Mon) to allow enough time to drive to Oak Bluffs.

Things to do in Edgartown

Parks · Nature · Historic Sites · Beaches

Side Trip

Oak Bluffs, Martha's Vineyard

— 3 nights
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Start off your visit on the 2nd (Mon): admire the striking features of Trinity Park Tabernacle. Get ready for a full day of sightseeing on the 3rd (Tue): take in the exciting artwork at Granary Gallery, experience rural life at Island Alpaca Company of Martha's Vineyard, then don't miss a visit to Circuit Avenue, then don't miss a visit to Flying Horses Carousel, and finally walk around Ocean Park.

For ratings, more things to do, other places to visit, and tourist information, read our Oak Bluffs trip planner.

Oak Bluffs is just a stone's throw from Edgartown. December in Oak Bluffs sees daily highs of 46°F and lows of 30°F at night. Wrap up your sightseeing on the 5th (Thu) early enough to ride a ferry to Falmouth.

Things to do in Oak Bluffs

Historic Sites · Parks · Neighborhoods · Museums

Side Trips

Falmouth

— 1 night
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Kick off your visit on the 5th (Thu): enjoy the sand and surf at Old Silver Beach, then explore the landscape on two wheels at Shining Sea Bikeway, and then enjoy the sea views from Nobska Point Lighthouse.

To see photos, other places to visit, more things to do, and more tourist information, use the Falmouth online journey builder.

You can ride a ferry from Oak Bluffs to Falmouth in an hour. Alternatively, you can do a combination of ferry and taxi. In December, daily temperatures in Falmouth can reach 46°F, while at night they dip to 30°F. Wrap up your sightseeing on the 6th (Fri) early enough to drive to Sandwich.

Things to do in Falmouth

Parks · Outdoors · Beaches · Trails

Sandwich

— 3 nights
Sandwich is a town in Barnstable County, Massachusetts, United States. Get out of town with these interesting Sandwich side-trips: Chatham Lighthouse Beach (in Chatham) and Captain Bangs Hallet House Museum (in Yarmouth Port). There's lots more to do: get engrossed in the history at Sandwich Glass Museum, take in the spiritual surroundings of Quaker Friends Meetinghouse, appreciate the history behind John F. Kennedy Memorial, and contemplate the long history of Hoxie House.

To find more things to do, where to stay, ratings, and more tourist information, read Sandwich road trip planning tool.

Sandwich is very close to Falmouth. In December, daily temperatures in Sandwich can reach 46°F, while at night they dip to 30°F. Finish up your sightseeing early on the 9th (Mon) so you can go by car to Provincetown.

Things to do in Sandwich

Parks · Museums · Beaches · Outdoors

Side Trips

Provincetown

— 3 nights

Birthplace of American Liberty

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Provincetown is known for wildlife, beaches, and nightlife. Your plan includes some of its best attractions: appreciate the history behind Pilgrim Monument & Provincetown Museum, enjoy the sand and surf at Race Point Beach, see the interesting displays at Provincetown Art Association and Museum, and ponder the world of politics at Provincetown Town Hall.

To find where to stay, traveler tips, ratings, and tourist information, read Provincetown travel planner.

You can drive from Sandwich to Provincetown in 1.5 hours. Another option is to take a bus. In December, plan for daily highs up to 44°F, and evening lows to 34°F. Finish your sightseeing early on the 12th (Thu) to allow enough time to drive to Plymouth.

Things to do in Provincetown

Outdoors · Parks · Beaches · Museums

Plymouth

— 1 night

America's Hometown

Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
Kick off your visit on the 13th (Fri): appreciate the history behind Plymouth Rock, contemplate the long history of Mayflower II, then take an in-depth tour of Plimoth Patuxet, then get engrossed in the history at The Jenney, and finally steep yourself in history at National Monument to the Forefathers.

To see other places to visit and other tourist information, read Plymouth day trip planner.

Traveling by car from Provincetown to Plymouth takes 1.5 hours. Alternatively, you can take a bus. Traveling from Provincetown in December, you can expect nighttime temperatures to be slightly colder in Plymouth, with lows of 29°F. Wrap up your sightseeing on the 13th (Fri) to allow time to drive to Cambridge.

Things to do in Plymouth

Museums · Historic Sites · Nature · Parks

Cambridge

— 3 nights

Distinguished for Classical Learning and New Institutions

Best known as the location of two internationally renowned universities, Cambridge sits just across the Charles River from Boston.
You've now added Harvard University to your itinerary. On the 14th (Sat), make a trip to Harvard Square, then look for gifts at Harvard Book Store, then get a new perspective on nature at The Harvard Museum of Natural History, and finally take in the architecture and design of Harvard University. Get ready for a full day of sightseeing on the next day: pause for some photo ops at John Harvard Statue, then stroll the grounds of Mount Auburn Cemetery, and then cruise along Charles River.

To find other places to visit, ratings, maps, and more tourist information, refer to the Cambridge trip planner.

You can drive from Plymouth to Cambridge in an hour. Alternatively, you can do a combination of train and subway; or do a combination of bus and subway. In December, daytime highs in Cambridge are 43°F, while nighttime lows are 31°F. On the 16th (Mon), wrap the sightseeing up by early afternoon so you can drive back home.

Things to do in Cambridge

Historic Sites · Nature · Scenic Drive · Parks

White Mountains travel guide

4.6
Scenic Drive · Geologic Formations · Theme Parks
The vast White Mountains cover not only a quarter of New Hampshire, but also a good portion of western Maine. A popular holiday destination for hiking and camping throughout the year, this mountain range includes some of the most rugged terrain in New England. Most of the area is public land, with a number of state parks and a sprawling national forest. The range includes 48 peaks over 1,200 m (4,000 ft) tall, popularly known as the "four-thousand footers." Mount Washington stands out among these, at 1,917 m (6,288 ft), as the highest peak in the northeastern section of the United States. To explore the mountains while on vacation, you can park at the national forest's trailheads, but be sure to purchase a parking permit at any of the area's visitor centers first.

Block Island travel guide

4.3
Geologic Formations · Lighthouses · Beaches
Block Island is located off the coast of the U.S. state of Rhode Island, named after Dutch explorer Adriaen Block. It is located in the Atlantic Ocean about 14mi east of Montauk Point, Long Island, New York, and 13mi south from mainland Rhode Island, from which it is separated by Block Island Sound.The United States Census Bureau defines Block Island as census tract 415 of Washington County, Rhode Island. As of the 2010 Census, the island's population is 1,051 living on a land area of 9.734sqmi. The island is part of the Outer Lands region, a coastal archipelago.The Nature Conservancy added Block Island to its list of "The Last Great Places", which consists of 12 sites in the western hemisphere. About 40 percent of the island is set aside for conservation. Presidents Bill Clinton, Dwight D. Eisenhower, Franklin Delano Roosevelt, and Ulysses S. Grant have visited Block Island. Other famous visitors include Amelia Earhart and Charles Lindbergh, who each visited the island in 1929.

Source

Cape Cod travel guide

4.4
Beaches · Dolphin & Whale Watching · Specialty Museums
Located on the southern shore of Massachusetts, Cape Cod contains some 15 towns and two islands. The arm-shaped peninsula is a popular holiday destination throughout the year because of its historical attractions, art galleries, award-winning restaurants, and a scenic coastline dotted by sandy beaches. Start your sightseeing in Provincetown, located at the very tip of the cape and famous for being the site of the first Pilgrims' landing in 1620. From there you can hit up all of the Cape's other small towns, renowned for their comfortable bed and breakfasts and distinctive cuisine of fresh fish and oyster dishes. This maritime community features more than a dozen lighthouses. Part of experiencing the Cape means a trip to its two islands--which showcase several lighthouses and numerous restaurants.