30 days in New York City & New England Itinerary

30 days in New York City & New England Itinerary

Created using Inspirock United States trip itinerary planner

Plan created by another user. Make it yours
1
New York City
— Few hours
2
Bar Harbor, Mount Desert Island
— 1 night
3
Rockland
— 2 nights
4
New Shoreham, Block Island
— 1 night
5
West Tisbury, Martha's Vineyard
— 2 nights
6
Nantucket
— 2 nights
7
Williamstown
— 2 nights
8
Concord
— 3 nights
9
Stockbridge
— 2 nights
10
Franconia
— 2 nights
11
North Conway
— 3 nights
12
Montpelier
— 3 nights

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few
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New York City

New York City

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
To find maps, reviews, ratings, and tourist information, you can read our New York City trip itinerary maker app.

Melbourne, Australia to New York City is an approximately 27-hour flight. Due to the time zone difference, you'll gain 15 hours traveling from Melbourne to New York City. Traveling from Melbourne in October, plan for somewhat warmer nights in New York City, with lows around 16°C. You will leave for Bar Harbor on the 9th (Tue).

Things to do in New York City

Nightlife · Parks · Tours · Outdoors

1
night
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. On the 10th (Wed), take your sightseeing to a higher altitude at Cadillac Mountain, then view the masterpieces at Chapter Two Art Gallery, then view the masterpieces at Whopaints Gallery, and finally look for gifts at Fiore Artisan Olive Oils and Vinegars. On the next day, stop by Blue Hill Books, stop by The Blue Hill Wine Shop, and then stop by The Christmas Vacation Shop.

For traveler tips, reviews, maps, and other tourist information, use the Bar Harbor trip itinerary planning app.

Traveling by car from New York City to Bar Harbor takes 9 hours. Alternatively, you can fly; or drive; or take a bus. Prepare for a bit cooler weather when traveling from New York City in October: high temperatures in Bar Harbor hover around 17°C and lows are around 6°C. Cap off your sightseeing on the 11th (Thu) early enough to go by car to Rockland.

Things to do in Bar Harbor

Shopping · Parks · Nature · Museums

Side Trips

Highlights from your plan
Chapter Two Art Gallery ©
Chapter Two Art Gallery
Cadillac Mountain ©
Cadillac Mountain
Blue Hill Books ©
Blue Hill Books

2
nights
Rockland

Rockland ©
Rockland is a city in Knox County, Maine, in the United States. On the 12th (Fri), explore the world behind art at Farnsworth Art Museum, browse the fresh offerings at Beth's Farm Market, look for gifts at Owl and Turtle Bookshop, then stop by Uncle Willy's Candy Shoppe, and finally stroll through Ducktrap River Park. Here are some ideas for day two: look for gifts at The Smiling Cow, do a tasting at Cellardoor Winery, then attend a concert at Savage Oakes Vineyard and Winery, then look for gifts at Maine State Prison Store, and finally stop by Fiore Artisan Olive Oils and Vinegars.

To see ratings, where to stay, traveler tips, and more tourist information, use the Rockland route maker site.

You can drive from Bar Harbor to Rockland in 2.5 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 17°C, and evening lows to 6°C. Wrap up your sightseeing on the 13th (Sat) to allow time to travel to New Shoreham.

Things to do in Rockland

Shopping · Wineries · Nightlife · Historic Sites

Side Trips

Highlights from your plan
Farnsworth Art Museum ©
Farnsworth Art Museum
Cellardoor Winery ©
Cellardoor Winery
Maine State Prison Store ©
Maine State Prison Store

1
night
New Shoreham, Block Island

New Shoreham ©
New Shoreham is a town in Washington County, Rhode Island, United States. Start off your visit on the 14th (Sun): get active on the water at Block Island Fishworks, then visit a coastal fixture at South East Lighthouse, and then take in the dramatic natural features at Mohegan Bluffs. Keep things going the next day: look for gifts at Block Island Trading Company, take a leisurely stroll along Mansion Beach, then take in the exciting artwork at Jessie Edwards Studio, then make a trip to Ocean View Pavilion, and finally relax and rejuvenate at Clayhead Salon & Spa.

To see ratings and other tourist information, read New Shoreham travel route planning site.

You can do a combination of flight and ferry from Rockland to New Shoreham in 8.5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus, train, and ferry. Traveling from Rockland in October, plan for somewhat warmer nights in New Shoreham, with lows around 13°C. Wrap up your sightseeing on the 15th (Mon) early enough to travel to West Tisbury.

Things to do in New Shoreham

Outdoors · Beaches · Parks · Trails
Highlights from your plan
Mohegan Bluffs ©
Mohegan Bluffs
South East Lighthouse ©
South East Lighthouse
Block Island Fishworks ©
Block Island Fishworks

2
nights
West Tisbury, Martha's Vineyard

West Tisbury ©
West Tisbury is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 16th (Tue): play a few rounds at Farm Neck Golf Club and then enjoy the sand and surf at Menemsha Public Beach. On the next day, view the masterpieces at Field Gallery, then look for gifts at Ben and Bill's Chocolate Emporium, then visit a coastal fixture at Edgartown Lighthouse, and finally enjoy the sand and surf at Katama Beach/ South Beach.

To find where to stay, other places to visit, traveler tips, and other tourist information, read West Tisbury trip planning website.

Traveling by journey from New Shoreham to West Tisbury takes 4.5 hours. Expect slightly colder evenings in West Tisbury when traveling from New Shoreham in October, with lows around 9°C. Finish your sightseeing early on the 17th (Wed) to allow enough time to travel to Nantucket.

Things to do in West Tisbury

Outdoors · Parks · Beaches · Golf

Side Trips

Highlights from your plan
Menemsha Public Beach ©
Menemsha Public Beach
Katama Beach/ South Beach ©
Katama Beach/ South Beach
Edgartown Lighthouse ©
Edgartown Lighthouse

2
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Start off your visit on the 18th (Thu): play a few rounds at Miacomet Golf Club, steep yourself in history at Greater Light, then see the interesting displays at Nantucket Lightship Basket Museum, and finally stop by Aunt Leah's Fudge. On the 19th (Fri), you'll have a packed day of sightseeing: appreciate the extensive heritage of Altar Rock, make a trip to Nantucket Founders Burial Ground, then stop by Murray's Toggery Shop, and finally enjoy the sand and surf at Nobadeer.

For photos, maps, where to stay, and other tourist information, go to the Nantucket tour planner.

Traveling by journey from West Tisbury to Nantucket takes 3 hours. Expect a daytime high around 20°C in October, and nighttime lows around 12°C. Finish your sightseeing early on the 19th (Fri) to allow enough time to travel to Williamstown.

Things to do in Nantucket

Outdoors · Historic Sites · Golf · Parks
Highlights from your plan
Miacomet Golf Club ©
Miacomet Golf Club
Nobadeer ©
Nobadeer
Greater Light ©
Greater Light

2
nights
Williamstown

Williamstown ©
Williamstown is a town in Berkshire County, in the northwest corner of Massachusetts, United States. Kick off your visit on the 20th (Sat): take your sightseeing to a higher altitude at Equinox Mountain, take in the exciting artwork at DaVallia Gallery & Boutique, and then stop by The Vermont Country Store. Here are some ideas for day two: explore the world behind art at Williams College Museum of Art, hike along Ashuwillticook Rail Trail, and then take your sightseeing to a higher altitude at Mount Greylock.

To find other places to visit, where to stay, reviews, and tourist information, go to the Williamstown trip site.

Use the Route module to find suitable travel options from Nantucket to Williamstown. Traveling from Nantucket in October, plan for a bit cooler nights in Williamstown, with lows around 5°C. Wrap up your sightseeing by early afternoon on the 22nd (Mon) to allow enough time to travel to Concord.

Things to do in Williamstown

Parks · Nature · Shopping · Outdoors

Side Trips

Highlights from your plan
Equinox Mountain ©
Equinox Mountain
Williams College Museum of Art ©
Williams College Museum of Art
Mount Greylock ©
Mount Greylock

3
nights
Concord

Concord ©
Concord is a town in Middlesex County, Massachusetts, in the United States. Here are some ideas for day two: trek along Nashua River Rail Trail, then take in the spiritual surroundings of Saint Joseph's Abbey, and then contemplate the long history of Crescent Park Looff Carousel.

For traveler tips, ratings, photos, and more tourist information, read Concord itinerary builder app.

Traveling by car from Williamstown to Concord takes 2.5 hours. Expect a daytime high around 20°C in October, and nighttime lows around 6°C. Wrap up your sightseeing by early afternoon on the 25th (Thu) to allow time for the car ride to Stockbridge.

Things to do in Concord

Historic Sites · Museums · Parks · Childrens Museums

Side Trips

Highlights from your plan
Saint Joseph's Abbey ©
Saint Joseph's Abbey
Pickity Place ©
Pickity Place
Crescent Park Looff Carousel ©
Crescent Park Looff Carousel

2
nights
Stockbridge

Stockbridge ©
Stockbridge is a town in Berkshire County in western Massachusetts, United States. Start off your visit on the 25th (Thu): do a tasting at Furnace Brook Winery at Hilltop Orchards. Get ready for a full day of sightseeing on the next day: take in the awesome beauty at Monument Mountain, take in the exciting artwork at Schantz Galleries Contemporary Glass, and then contemplate in the serene atmosphere at National Shrine of the Divine Mercy.

To find reviews, maps, where to stay, and other tourist information, go to the Stockbridge day trip planner.

Drive from Concord to Stockbridge in 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In October, daily temperatures in Stockbridge can reach 18°C, while at night they dip to 5°C. Finish your sightseeing early on the 27th (Sat) to allow enough time to drive to Franconia.

Things to do in Stockbridge

Museums · Parks · Historic Sites · Nature

Side Trips

Highlights from your plan
National Shrine of the Divine Mercy ©
National Shrine of the Divine Mercy
Old Rhinebeck Aerodrome ©
Old Rhinebeck Aerodrome
Martin Van Buren National Historic Site ©
Martin Van Buren National Historic Site

2
nights
Franconia

Franconia ©
Franconia is a town in Grafton County, New Hampshire, United States. Kick off your visit on the 28th (Sun): look for gifts at Harman's Cheese & Country Store, shop like a local with The Gallery at WREN, then get a new perspective on nature at Fairbanks Museum and Planetarium, and finally admire all the interesting features of Franconia Notch. Get ready for a full day of sightseeing on the next day: take a memorable drive along The Frost Place, then explore the world behind art at St. Johnsbury Athenaeum, and then enjoy the sand and surf at Echo Lake Beach.

To find traveler tips, reviews, maps, and other tourist information, go to the Franconia trip website.

Drive from Stockbridge to Franconia in 4.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. October in Franconia sees daily highs of 18°C and lows of 2°C at night. Finish up your sightseeing early on the 29th (Mon) so you can go by car to North Conway.

Things to do in Franconia

Outdoors · Parks · Scenic Drive · Museums

Side Trips

Highlights from your plan
Fairbanks Museum and Planetarium ©
Fairbanks Museum and Planetarium
The Frost Place ©
The Frost Place
Echo Lake Beach ©
Echo Lake Beach

3
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.
On the 30th (Tue), take your sightseeing to a higher altitude at Wildcat Mountain. Here are some ideas for day two: do a tasting at Maine Mead Works, visit a coastal fixture at Spring Point Ledge Lighthouse, then contemplate the long history of Wadsworth-Longfellow House, and finally look for gifts at Len Libby Chocolates.

To see traveler tips, reviews, maps, and other tourist information, you can read our North Conway travel route app.

Drive from Franconia to North Conway in an hour. Alternatively, you can take a bus. Traveling from Franconia in October, you can expect nighttime temperatures to be a bit warmer in North Conway, with lows of 8°C. Wrap up your sightseeing by early afternoon on the 1st (Thu) to allow time for travel to Montpelier.

Things to do in North Conway

Parks · Nature · Winter Sports · Outdoors

Side Trips

Highlights from your plan
Spring Point Ledge Lighthouse ©
Spring Point Ledge Lighthouse
Wildcat Mountain ©
Wildcat Mountain
Echo Lake State Park ©
Echo Lake State Park

3
nights
Montpelier

Montpelier ©
Montpelier is the capital city of the U.S. On the 1st (Thu), do a tasting at Fresh Tracks Farm Vineyard & Winery. Get ready for a full day of sightseeing on the 2nd (Fri): take your sightseeing to a higher altitude at Mount Tom and then examine the collection at Vermont Marble Museum.

To find photos, ratings, reviews, and more tourist information, read our Montpelier attractions planner.

Getting from North Conway to Montpelier by car takes about 2.5 hours. Traveling from North Conway in November, expect Montpelier to be a bit cooler, temps between 7°C and -3°C. You will leave for home on the 4th (Sun).

Things to do in Montpelier

Parks · Wineries · Outdoors · Beaches

Side Trips

Highlights from your plan
Mount Tom ©
Mount Tom
Ziemke Glass Blowing Studio ©
Ziemke Glass Blowing Studio
Vermont Marble Museum ©
Vermont Marble Museum

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