33 days in New England Itinerary

33 days in New England Itinerary

Created using Inspirock New England Trip Planner

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Route & dates

33 days in New England Itinerary

Start: Tulsa
Fly:  8​h 30​min
1
Boston
— 1 day
Drive:  1​h 15​min
2
Portsmouth
— 1 night
Drive:  1​h
3
Portland
— 1 night
Travel:  3​h 30​min
4
Monhegan Island
— 2 nights
+2
Drive + Fly + Drive:  13​h 30​min
5
Camden
— 3 nights
Drive:  1​h 45​min
6
Bar Harbor, Mount Desert Island
— 2 nights
Drive:  15​min
7
Acadia National Park, Mount Desert Island
— 5 nights
Drive:  4​h 45​min
8
North Conway
— 5 nights
Drive:  1​h
9
Franconia
— 2 nights
Drive:  1​h 30​min
10
Stowe
— 2 nights
Drive:  45​min
11
Burlington
— 2 nights
Drive:  3​h 15​min
12
Williamstown
— 2 nights
Drive:  4​h
13
Boston
— 2 nights
Fly:  8​h 30​min
End: Tulsa

1
day
Boston

Boston ©
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.
Start off your visit on the 26th (Mon): stroll the grounds of Granary Burying Ground, then sample the tasty concoctions at Harpoon Brewery & Beer Hall, then take in panoramic vistas at Skywalk Observatory, and finally browse the eclectic array of goods at Quincy Market.

To see more things to do, where to stay, traveler tips, and other tourist information, go to the Boston online vacation planner .

Tulsa to Boston is an approximately 8.5-hour flight. You can also do a combination of car and flight; or drive. Traveling from Tulsa to Boston, you'll lose 1 hour due to the time zone difference. Traveling from Tulsa in September, expect Boston to be little chillier, temps between 75°F and 59°F. Cap off your sightseeing on the 26th (Mon) early enough to go by car to Portsmouth.

Things to do in Boston

Breweries & Distilleries Shopping Historic Sites
Highlights from your plan
Harpoon Brewery & Beer Hall ©
Harpoon Brewery & Beer Hall
Skywalk Observatory ©
Skywalk Observatory
Granary Burying Ground ©
Granary Burying Ground

1
night
Portsmouth

Portsmouth ©
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. You've now added Rachel Carson National Wildlife Refuge to your itinerary. On the 27th (Tue), take an in-depth tour of USS Albacore Museum, then stop by Stonewall Kitchen, then tour the pleasant surroundings at Short Sands Beach, and finally identify plant and animal life at Rachel Carson National Wildlife Refuge.

For reviews, photos, more things to do, and tourist information, go to the Portsmouth holiday planning tool .

You can drive from Boston to Portsmouth in 1.5 hours. Another option is to take a bus. Traveling from Boston in September, you can expect nighttime temperatures to be a bit cooler in Portsmouth, with lows of 54°F. Wrap up your sightseeing on the 27th (Tue) early enough to drive to Portland.

Things to do in Portsmouth

Parks Beaches Wildlife

Side Trips

Rachel Carson National Wildlife Refuge, Stonewall Kitchen, Short Sands Beach
Highlights from your plan
Short Sands Beach ©
Short Sands Beach
USS Albacore Museum ©
USS Albacore Museum

1
night
Portland

Portland ©
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.
On the 28th (Wed), identify plant and animal life at Maine Wildlife Park and then enjoy the sand and surf at Casco Bay. Get ready for a full day of sightseeing on the 29th (Thu): stop by Len Libby Chocolates and then walk around Fort Williams Park.

For maps, where to stay, and tourist information, use the Portland journey planning tool .

You can drive from Portsmouth to Portland in an hour. Alternatively, you can take a train. In September, daytime highs in Portland are 73°F, while nighttime lows are 52°F. Finish your sightseeing early on the 29th (Thu) to allow enough time to travel to Monhegan Island.

Things to do in Portland

Parks Beaches Nature

Side Trips

Maine Wildlife Park, Fort Williams Park, Len Libby Chocolates
Highlights from your plan
Maine Wildlife Park ©
Maine Wildlife Park
Casco Bay ©
Casco Bay
Fort Williams Park ©
Fort Williams Park

2
nights
Monhegan Island

Monhegan Island ©
Kick off your visit on the 30th (Fri): examine the collection at Monhegan Museum and then visit a coastal fixture at Monhegan Light.

To find where to stay, traveler tips, more things to do, and more tourist information, go to the Monhegan Island holiday app .

The Route module can help you plan travel from Portland to Monhegan Island. Expect a daytime high around 69°F in September, and nighttime lows around 51°F. You will leave for Camden on the 1st (Sat).

Things to do in Monhegan Island

Historic Sites Museums
Highlights from your plan
Monhegan Museum ©
Monhegan Museum

3
nights
Camden

Camden ©
Camden is a town in Knox County, Maine, United States. Get in touch with nature at Samoset Resort Golf Course and Pemaquid Beach Park. Explore hidden gems such as Camden Harbor Park and Amphitheatre and High Street Historic District. Step out of Camden with an excursion to Owls Head Lighthouse in Owls Head--about 30 minutes away. There's more to do: learn about winemaking at Breakwater Vineyards.

For ratings and tourist information, go to the Camden road trip planner .

Explore your travel options from Monhegan Island to Camden with the Route module. In October, plan for daily highs up to 58°F, and evening lows to 42°F. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Bar Harbor.

Things to do in Camden

Outdoors Parks Historic Sites

Side Trips

Owls Head, Pemaquid Beach Park, Samoset Resort Golf Course
Highlights from your plan
Samoset Resort Golf Course ©
Samoset Resort Golf Course
Breakwater Vineyards ©
Breakwater Vineyards
Owls Head Lighthouse ©
Owls Head Lighthouse

2
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 5th (Wed), browse the collection at Jesup Memorial Library and then get outside with Osprey. On your second day here, stop by Sherman's Books & Stationery, stop by A LITTLE MAD, and then tee off at Pirate's Cove Miniature Golf.

To find other places to visit, photos, reviews, and tourist information, read Bar Harbor road trip planning website .

Getting from Camden to Bar Harbor by car takes about 2 hours. Other options: take a bus. October in Bar Harbor sees daily highs of 59°F and lows of 42°F at night. Finish up your sightseeing early on the 6th (Thu) so you can go by car to Acadia National Park.

Things to do in Bar Harbor

Outdoors Golf Shopping
Highlights from your plan
Pirate's Cove Miniature Golf ©
Pirate's Cove Miniature Golf
Jesup Memorial Library ©
Jesup Memorial Library
A LITTLE MAD ©
A LITTLE MAD

5
nights
Acadia National Park, Mount Desert Island

Acadia National Park ©
The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
Step out of the city life by going to Flying Mountain Hiking Trail and Echo Lake Beach. You'll discover tucked-away gems like Schoodic Peninsula and Heart of Acadia Loop. Next up on the itinerary: trek along Beech Mountain Trail, see the interesting displays at Wendell Gilley Museum, stop by Quiet Side Cafe & Ice Cream Shop, and take a memorable tour with Acadia Fishing Tours.

To find traveler tips, reviews, ratings, and tourist information, refer to the Acadia National Park online journey builder .

Acadia National Park is just a stone's throw from Bar Harbor. October in Acadia National Park sees daily highs of 59°F and lows of 42°F at night. Wrap up your sightseeing by early afternoon on the 11th (Tue) to allow enough time to drive to North Conway.

Things to do in Acadia National Park

Parks Outdoors Trails

Side Trips

Southwest Harbor, Schoodic Peninsula
Highlights from your plan
Schoodic Peninsula ©
Schoodic Peninsula
Echo Lake Beach ©
Echo Lake Beach
Heart of Acadia Loop ©
Heart of Acadia Loop

5
nights
North Conway

North Conway ©
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.
Step off the beaten path and head to Echo Lake State Park and Sabbaday Falls. Get outdoors at Grafton Notch State Park and Monkey Trunks. Step out of North Conway with an excursion to Sunday River Covered Bridge in Bethel--about 58 minutes away. There's still lots to do: take a peaceful walk through White Mountain National Forest, admire the sheer force of Glen Ellis Falls, stroll through White Mountains, and look for gifts at Bavarian Chocolate Haus.

To find photos, more things to do, reviews, and more tourist information, refer to the North Conway tour builder tool .

You can drive from Acadia National Park to North Conway in 5 hours. Other options are to do a combination of taxi, bus, and car; or do a combination of flight and bus. In October, daytime highs in North Conway are 62°F, while nighttime lows are 45°F. Finish your sightseeing early on the 16th (Sun) to allow enough time to drive to Franconia.

Things to do in North Conway

Parks Nature Outdoors

Side Trips

New Hampshire, Conway, Jackson, Bethel, Monkey Trunks
Highlights from your plan
Sabbaday Falls ©
Sabbaday Falls
White Mountain National Forest ©
White Mountain National Forest
Glen Ellis Falls ©
Glen Ellis Falls

2
nights
Franconia

Franconia ©
Franconia is a town in Grafton County, New Hampshire, United States. Kick off your visit on the 17th (Mon): enjoy the sand and surf at Echo Lake Beach and then immerse yourself in nature at Franconia Notch State Park. Keep things going the next day: make a trip to Riverwalk Covered Bridge and then take your sightseeing to a higher altitude at Cannon Mountain.

To find more things to do, maps, and more tourist information, use the Franconia sightseeing planner.

Traveling by car from North Conway to Franconia takes an hour. Alternatively, you can take a bus. Traveling from North Conway in October, expect a bit cooler with lows of 36°F in Franconia. Wrap up your sightseeing on the 18th (Tue) early enough to drive to Stowe.

Things to do in Franconia

Parks Outdoors Nature

Side Trip

Riverwalk Covered Bridge
Highlights from your plan
Echo Lake Beach ©
Echo Lake Beach
Cannon Mountain ©
Cannon Mountain
Franconia Notch State Park ©
Franconia Notch State Park

2
nights
Stowe

Stowe ©
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 19th (Wed): indulge your thirst for a good beer at Rock Art Brewery, sample the fine beverages at Boyden Valley Winery & Spirits, and then take a memorable drive along Smugglers Notch State Park. Here are some ideas for day two: ponder the world of politics at Vermont State House, then go deep underground at Rock of Ages, and then experience rural life at Morse Farm Maple Sugarworks.

For where to stay, traveler tips, photos, and tourist information, refer to the Stowe trip planning site .

Traveling by car from Franconia to Stowe takes 1.5 hours. Alternatively, you can take a bus. In October, daytime highs in Stowe are 60°F, while nighttime lows are 39°F. Wrap up your sightseeing on the 20th (Thu) early enough to drive to Burlington.

Things to do in Stowe

Breweries & Distilleries Scenic Drive Parks

Side Trips

Montpelier, Rock of Ages, Rock Art Brewery, Boyden Valley Winery & Spirits
Highlights from your plan
Smugglers Notch State Park ©
Smugglers Notch State Park
Boyden Valley Winery & Spirits ©
Boyden Valley Winery & Spirits
Rock Art Brewery ©
Rock Art Brewery

2
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Magic Hat Brewing Company has been added to your itinerary. Kick off your visit on the 21st (Fri): explore the activities along Lake Champlain and then enjoy the sand and surf at North Beach Park. Keep things going the next day: sample the tasty concoctions at Magic Hat Brewing Company.

To find photos, where to stay, maps, and other tourist information, read Burlington trip itinerary app .

Traveling by car from Stowe to Burlington takes an hour. Alternatively, you can take a bus. Expect a daytime high around 62°F in October, and nighttime lows around 44°F. Finish up your sightseeing early on the 22nd (Sat) so you can travel to Williamstown.

Things to do in Burlington

Parks Beaches Outdoors

Side Trips

Magic Hat Brewing Company, Lake Champlain
Highlights from your plan
Lake Champlain ©
Lake Champlain
Magic Hat Brewing Company ©
Magic Hat Brewing Company

2
nights
Williamstown

Williamstown ©
Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. Start off your visit on the 23rd (Sun): do a tasting at Furnace Brook Winery at Hilltop Orchards and then hike along Ashuwillticook Rail Trail. Keep things going the next day: view the masterpieces at The Art of Humor Gallery and then learn about winemaking at Honora Winery & Vineyard.

To find maps, more things to do, reviews, and other tourist information, refer to the Williamstown trip planner .

Drive from Burlington to Williamstown in 3.5 hours. In October, daily temperatures in Williamstown can reach 62°F, while at night they dip to 41°F. Wrap up your sightseeing by early afternoon on the 24th (Mon) to allow enough time to travel to Boston.

Things to do in Williamstown

Parks Outdoors Trails

Side Trips

Ashuwillticook Rail Trail, Furnace Brook Winery at Hilltop Orchards, The Art of Humor Gallery, Honora Winery & Vineyard
Highlights from your plan
Honora Winery & Vineyard ©
Honora Winery & Vineyard
The Art of Humor Gallery ©
The Art of Humor Gallery

2
nights
Boston

Boston ©
Start off your visit on the 25th (Tue): take a stroll through Waterfront and then enjoy the sand and surf at Good Harbor Beach. Get ready for a full day of sightseeing on the next day: browse the eclectic array of goods at Quincy Market and then kick back and relax at Crane Beach.

For ratings, more things to do, where to stay, and other tourist information, go to the Boston attractions planner.

Getting from Williamstown to Boston by car takes about 3 hours. Expect a bit warmer evenings in Boston when traveling from Williamstown in October, with lows around 50°F. Cap off your sightseeing on the 26th (Wed) early enough to travel back home.

Things to do in Boston

Beaches Parks Outdoors

Side Trips

Good Harbor Beach, Crane Beach
Highlights from your plan
Good Harbor Beach ©
Good Harbor Beach
Crane Beach ©
Crane Beach
Waterfront ©
Waterfront

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