60 days in New England & New York City Itinerary

60 days in New England & New York City Itinerary

Created using Inspirock United States trip itinerary planner
Make it your trip
Fly
1
Boston
— 7 nights
Drive
2
Newport
— 6 nights
Drive
3
Falmouth
— 3 nights
Drive
4
Provincetown
— 2 nights
Drive
5
Jefferson
— 2 nights
Drive
6
Waitsfield
— 3 nights
Drive
7
Killington
— 3 nights
Drive
8
Hartford
— 7 nights
Drive
9
New York City
— 26 nights
Fly

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Boston — 7 nights

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.
Explore the numerous day-trip ideas around Boston: The Old North Bridge (in Concord) and New Hampshire Brews Cruise (in Portsmouth). There's much more to do: admire the masterpieces at Museum of Fine Arts, admire the natural beauty at Boston Public Garden, look for gifts at Brookline Booksmith, and contemplate in the serene atmosphere at Trinity Church.

For other places to visit, ratings, reviews, and more tourist information, read our Boston holiday builder.

Jeddah, Saudi Arabia to Boston is an approximately 18.5-hour flight. Due to the time zone difference, you'll gain 8 hours traveling from Jeddah to Boston. Traveling from Jeddah in March, expect Boston to be much colder, temps between 7°C and -1°C. Finish up your sightseeing early on the 29th (Tue) so you can go by car to Newport.
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Museums · Historic Sites · Parks · Shopping
Side Trips

Newport — 6 nights

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Explore Newport's surroundings by going to Providence (The Rhode Island Brew Bus, Room Escape Games, &more), Lizzie Borden House (in Fall River) and Colt State Park (in Bristol). Spend the 1st (Fri) exploring nature at Sachuest Point National Wildlife Refuge. There's still lots to do: see the interesting displays at Newport Car Museum, visit a coastal fixture at Beavertail Lighthouse and Park, cast your line with Fish'n Tales Adventures, and relax and rejuvenate at Quality Massage Now.

To find more things to do, reviews, photos, and other tourist information, read Newport attractions planner.

You can drive from Boston to Newport in 2 hours. Other options are to take a bus; or do a combination of train and bus. In March, daytime highs in Newport are 7°C, while nighttime lows are -1°C. Wrap up your sightseeing on the 4th (Mon) early enough to drive to Falmouth.
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Nature · Parks · Museums · Wildlife
Side Trips

Falmouth — 3 nights

Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. Change things up with these side-trips from Falmouth: Plymouth Rock (in Plymouth), Edgartown (Yoga On The Vine & Old Whaling Church) and Chatham Marconi Maritime Center (in North Chatham). The adventure continues: see the interesting displays at Heritage Museums & Gardens, enjoy the sea views from Nobska Point Lighthouse, engage your brain at Sandwich Glass Museum, and admire the natural beauty at Highfield Hall & Gardens.

To find maps, traveler tips, photos, and other tourist information, you can read our Falmouth day trip planning website.

Drive from Newport to Falmouth in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In April, daytime highs in Falmouth are 14°C, while nighttime lows are 2°C. Finish your sightseeing early on the 7th (Thu) to allow enough time to drive to Provincetown.
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Historic Sites · Museums · Childrens Museums · Spas
Side Trips

Provincetown — 2 nights

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.
Kick off your visit on the 8th (Fri): tour the pleasant surroundings at Herring Cove Beach, appreciate the history behind Pilgrim Monument & Provincetown Museum, and then stroll through Race Point Beach. Get ready for a full day of sightseeing on the 9th (Sat): stroll through Cape Cod National Seashore.

To see traveler tips, other places to visit, reviews, and other tourist information, read our Provincetown day trip tool.

Getting from Falmouth to Provincetown by car takes about 2 hours. Other options: take a bus. April in Provincetown sees daily highs of 12°C and lows of 4°C at night. Finish your sightseeing early on the 9th (Sat) so you can drive to Jefferson.
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Outdoors · Parks · Beaches · Nature
Side Trip

Jefferson — 2 nights

Jefferson is a town in Coos County, New Hampshire, United States. Kick off your visit on the 10th (Sun): glide through natural beauty at Great Glen Trails Outdoor Center and then head outdoors with Muddy Paw Sled Dog Kennel. On the 11th (Mon), you'll have a packed day of sightseeing: snap pictures at Riverwalk Covered Bridge and then make a trip to Franconia-Sugar Hill-Easton.

To see where to stay, maps, photos, and more tourist information, refer to the Jefferson day trip app.

Traveling by car from Provincetown to Jefferson takes 5 hours. Alternatively, you can drive. Traveling from Provincetown in April, you can expect nighttime temperatures to be little chillier in Jefferson, with lows of -2°C. Finish your sightseeing early on the 11th (Mon) so you can drive to Waitsfield.
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Outdoors · Tours · Adventure · Wildlife
Side Trips

Waitsfield — 3 nights

Waitsfield is a town in Washington County, Vermont, United States. Explore the numerous day-trip ideas around Waitsfield: Off-Road Tours (in Lincoln), Bragg Farm Sugar House & Gift Shop (in Montpelier) and Stowe Mountain Resort Cross-Country Touring Center (in Stowe). The adventure continues: admire the verdant scenery at Mad River Glen and ski along the peaceful trails at Rikert Nordic Center.

To find where to stay, maps, traveler tips, and tourist information, read our Waitsfield trip planner.

Getting from Jefferson to Waitsfield by car takes about 2.5 hours. Expect a daytime high around 12°C in April, and nighttime lows around -1°C. Wrap up your sightseeing on the 14th (Thu) to allow time to drive to Killington.
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Outdoors · Winter Sports · Parks · Tours
Side Trips

Killington — 3 nights

Killington is a town in Rutland County, Vermont, United States. Explore the numerous day-trip ideas around Killington: Eastman Cross Country Ski Center (in Grantham), Suicide Six (in South Pomfret) and Middlebury College Snow Bowl (in Hancock). There's much more to do: make a splash at Upper Valley Aquatic Center, play a few rounds at Green Mountain National Golf Course, get in on the family fun at Killington - Pico Adventure Center, and hit the slopes at Killington Resort.

For reviews, maps, photos, and other tourist information, go to the Killington online day trip planner.

Drive from Waitsfield to Killington in 1.5 hours. In April, daily temperatures in Killington can reach 13°C, while at night they dip to 0°C. Finish your sightseeing early on the 17th (Sun) to allow enough time to drive to Hartford.
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Outdoors · Winter Sports · Parks · Theme Parks
Side Trips

Hartford — 7 nights

Hartford is the capital of the U.S. state of Connecticut. Explore the numerous day-trip ideas around Hartford: Smith College Botanic Garden (in Northampton), Stanley park (in Westfield) and Maple Corner Farm Cross Country Ski Area (in Granville). There's much more to do: explore the world behind art at New Britain Museum of American Art, test your team's savvy at popular escape rooms, learn about all things military at Springfield Armory National Historic Site, and glide through natural beauty at Winding Trails.

To see maps, where to stay, and more tourist information, read our Hartford vacation builder.

Getting from Killington to Hartford by car takes about 3 hours. Other options: drive. Plan for a bit warmer temperatures traveling from Killington in April, with highs in Hartford at 17°C and lows at 4°C. Wrap up your sightseeing on the 24th (Sun) to allow time to drive to New York City.
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Museums · Parks · Outdoors · Winter Sports
Side Trips

New York City — 26 nights

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Explore New York City's surroundings by going to Philadelphia (Academy of Natural Sciences of Drexel University, Rodin Museum, &more) and Bronx Zoo (in Bronx). The adventure continues: go for a walk through Central Park, admire the masterpieces at The Metropolitan Museum of Art, take a stroll through Times Square, and get great views at Top of the Rock.

To see more things to do, other places to visit, traveler tips, and more tourist information, use the New York City trip builder site.

Traveling by car from Hartford to New York City takes 2.5 hours. Alternatively, you can take a bus; or take a train. Plan for somewhat warmer nights when traveling from Hartford in April since evenings lows in New York City dip to 8°C. Wrap up your sightseeing on the 20th (Fri) to allow time to fly back home.
more
Museums · Parks · Historic Sites · Shopping
Side Trips