30 days in New England Itinerary

30 days in New England Itinerary

Created using Inspirock New England vacation builder
Make it your trip
Fly
1
Hartford
— 4 nights
Drive
2
Newport
— 4 nights
Fly
3
Bar Harbor, Mount Desert Island
— 4 nights
Drive
4
Ogunquit
— 3 nights
Drive
5
Boston
— 6 nights
Fly
6
Provincetown
— 4 nights
Drive
7
Sandwich
— 4 nights
Fly

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Hartford — 4 nights

Hartford is the capital of the U.S. state of Connecticut. You'll find plenty of places to visit near Hartford: Boothe Memorial Park and Museum (in Stratford), Chester Railway Station (in Chester) and Westfield (Stanley park & Grandmother's Garden). The adventure continues: explore the world behind art at Yale University Art Gallery, get engrossed in the history at The Mark Twain House & Museum, do a tasting at Sunset Meadow Vineyards, and stroll around Northwest Park.

For where to stay, more things to do, maps, and other tourist information, use the Hartford holiday site.

San Francisco to Hartford is an approximately 7-hour flight. You can also drive; or do a combination of subway, train, and bus. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. Expect a daytime high around 72°F in May, and nighttime lows around 51°F. Wrap up your sightseeing on the 29th (Sun) to allow time to drive to Newport.
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Museums · Parks · Historic Sites · Shopping
Side Trips

Newport — 4 nights

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Explore the numerous day-trip ideas around Newport: Foxwoods Resort Casino (in Mashantucket) and RISD Museum (in Providence). There's lots more to do: examine the collection at The Breakers, get outside with Outdoor Activities, tour in style with a train tour, and admire the landmark architecture of Marble House.

Take the guesswork out of planning a Newport vacation by using our trip itinerary maker.

Getting from Hartford to Newport by car takes about 2 hours. Other options: take a bus; or do a combination of train and bus. When traveling from Hartford in May, plan for a bit cooler days and about the same nights in Newport: temperatures range from 65°F by day to 49°F at night. Finish your sightseeing early on the 2nd (Thu) to allow enough time to fly to Bar Harbor.
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Tours · Historic Sites · Outdoors · Museums
Side Trips

Bar Harbor, Mount Desert Island — 4 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Get out of town with these interesting Bar Harbor side-trips: Cellardoor Winery (in Lincolnville) and Mount Battie (in Camden). There's lots more to do: take your sightseeing to a higher altitude at Cadillac Mountain, admire all the interesting features of Park Loop Road, see the interesting displays at Maine Granite Industry Museum, and stop by The Christmas Vacation Shop.

To see ratings, where to stay, photos, and tourist information, go to the Bar Harbor road trip planning website.

You can fly from Newport to Bar Harbor in 3 hours. Alternatively, you can drive; or take a bus. Traveling from Newport in June, things will get slightly colder in Bar Harbor: highs are around 68°F and lows about 52°F. Finish up your sightseeing early on the 6th (Mon) so you can go by car to Ogunquit.
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Parks · Outdoors · Trails · Nature
Side Trips

Ogunquit — 3 nights

Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
You'll find plenty of places to visit near Ogunquit: Portland Head Light (in Cape Elizabeth) and Beer Tastings & Tours (in Portland). Next up on the itinerary: get to know the fascinating history of Marginal Way Walkway, explore the striking landscape at Perkins Cove, enjoy the sand and surf at Ogunquit Beach, and get engrossed in the history at Portsmouth Historical Society's Discover Portsmouth Welcome Center.

To find traveler tips, other places to visit, maps, and more tourist information, go to the Ogunquit day trip planning site.

Drive from Bar Harbor to Ogunquit in 4 hours. Alternatively, you can drive; or do a combination of flight, train, and bus; or take a bus. Traveling from Bar Harbor in June, expect nights in Ogunquit to be about the same, around 52°F, while days are somewhat warmer, around 75°F. Cap off your sightseeing on the 9th (Thu) early enough to go by car to Boston.
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Historic Sites · Parks · Tours · Outdoors
Side Trips

Boston — 6 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.
Step out of Boston with an excursion to Dolphin & Whale Watching in Gloucester--about 50 minutes away. There's still lots to do: explore the world behind art at Museum of Fine Arts, take an in-depth tour of Boston Tea Party Ships & Museum, wander the streets of North End, and appreciate the extensive heritage of Freedom Trail.

For traveler tips, more things to do, other places to visit, and tourist information, you can read our Boston online holiday planner.

Drive from Ogunquit to Boston in 1.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Ogunquit in June, you can expect nighttime temperatures to be somewhat warmer in Boston, with lows of 60°F. Finish your sightseeing early on the 15th (Wed) so you can fly to Provincetown.
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Museums · Historic Sites · Parks · Outdoors
Side Trips

Provincetown — 4 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.
Get out of town with these interesting Provincetown side-trips: Eastham (Captain Penniman House & Salt Pond Visitor Center) and Nauset Beach (in Orleans). Spend the 18th (Sat) exploring nature at Cape Cod National Seashore. There's much more to do: appreciate the history behind Pilgrim Monument & Provincetown Museum, get a dose of the wild on Art's Dune Tours, learn about winemaking at Truro Vineyards of Cape Cod, and don't miss a visit to Commercial Street.

To find more things to do, reviews, ratings, and more tourist information, use the Provincetown trip planner.

Getting from Boston to Provincetown by flight takes about 2 hours. Other options: ride a ferry; or drive. In June, plan for daily highs up to 72°F, and evening lows to 56°F. Wrap up your sightseeing on the 19th (Sun) early enough to drive to Sandwich.
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Outdoors · Parks · Beaches · Nature
Side Trips

Sandwich — 4 nights

Sandwich is a town in Barnstable County, Massachusetts, United States. You'll find plenty of places to visit near Sandwich: Falmouth (Falmouth Museums on the Green, Highfield Hall & Gardens, &more). There's lots more to do: take an in-depth tour of Plimoth Patuxet Museums, get up close to creatures of the deep with Hyannis Whale Watcher Cruises, engage your brain at Sandwich Glass Museum, and steep yourself in history at Mayflower II.

To see more things to do and more tourist information, read our Sandwich route planner.

Traveling by car from Provincetown to Sandwich takes 1.5 hours. Alternatively, you can take a bus. In June in Sandwich, expect temperatures between 73°F during the day and 55°F at night. Wrap up your sightseeing on the 23rd (Thu) to allow time to fly back home.
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Museums · Outdoors · Parks · Wildlife
Side Trips