17 days in New England Itinerary

Created using Inspirock New England holiday planner
Make it your trip
Fly
1
Sandwich
— 1 night
Drive
2
Boston
— 5 nights
Drive
3
Ogunquit
— 1 night
Drive
4
North Conway
— 2 nights
Drive
5
Bar Harbor, Mount Desert Island
— 3 nights
Fly
6
Newport
— 4 nights
Fly

S M T W T F S
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26

Sandwich — 1 night

Start off your visit on the 10th (Thu): relax in the rural setting at Stone Bridge Farm, explore the landscape on two wheels at Shining Sea Bikeway, and then visit a coastal fixture at Nobska Point Lighthouse. Here are some ideas for day two: take an in-depth tour of Plimoth Patuxet Museums, then take an in-depth tour of Sandwich Glass Museum, and then make a trip to Old King's Hwy.

To see more things to do, where to stay, ratings, and other tourist information, refer to the Sandwich trip planner.

Tampa to Sandwich is an approximately 4.5-hour flight. You can also drive; or take a bus. Plan for colder temperatures traveling from Tampa in October, with highs in Sandwich at 64°F and lows at 46°F. Wrap up your sightseeing on the 11th (Fri) to allow time to drive to Boston.
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Museums · Trails · Parks · Outdoors
Side Trips

Boston — 5 nights

Beantown

Explore Boston's surroundings by going to Salem (The House of the Seven Gables, Salem Witch Museum, &more). And it doesn't end there: take in nature's colorful creations at Boston Public Garden, browse the exhibits of Isabella Stewart Gardner Museum, step aboard Boston Tea Party Ships & Museum, and explore the world behind art at Museum of Fine Arts.

For traveler tips, other places to visit, and more tourist information, you can read our Boston road trip planning site.

Drive from Sandwich to Boston in 1.5 hours. Alternatively, you can take a bus. In October, daytime highs in Boston are 64°F, while nighttime lows are 50°F. Cap off your sightseeing on the 16th (Wed) early enough to go by car to Ogunquit.
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Museums · Historic Sites · Parks · Shopping
Side Trips

Ogunquit — 1 night

On the 17th (Thu), head outdoors with Fisherman's Walk, then visit a coastal fixture at Nubble Lighthouse, then take in the dramatic natural features at Perkins Cove, and finally appreciate the extensive heritage of Marginal Way Walkway.

To find maps, ratings, photos, and tourist information, use the Ogunquit trip itinerary builder.

You can drive from Boston to Ogunquit in 1.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. Expect a bit cooler evenings in Ogunquit when traveling from Boston in October, with lows around 38°F. Wrap up your sightseeing on the 17th (Thu) to allow time to drive to North Conway.
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Historic Sites · Nature · Parks · Outdoors
Side Trip

North Conway — 2 nights

On the 18th (Fri), delve into the lush surroundings at White Mountain National Forest and then admire all the interesting features of Kancamagus Highway. On your second day here, identify plant and animal life at Bretton Woods Canopy Tour, admire the sheer force of Glen Ellis Falls, and then take in the dramatic scenery at Diana's Baths.

For traveler tips, other places to visit, maps, and other tourist information, use the North Conway road trip planner.

Traveling by car from Ogunquit to North Conway takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Ogunquit in October, you can expect nighttime temperatures to be a bit warmer in North Conway, with lows of 45°F. Cap off your sightseeing on the 19th (Sat) early enough to go by car to Bar Harbor.
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Nature · Parks · Outdoors · Scenic Drive
Side Trips

Bar Harbor, Mount Desert Island — 3 nights

Bar Harbor is known for wildlife, adventure, and trails. Your trip includes some of its best attractions: take your sightseeing to a higher altitude at Cadillac Mountain, stroll through Precipice Trail, hike along Cadillac Mountain North Ridge Trail, and take a tour by water with Boat Tours & Water Sports.

To find reviews, maps, other places to visit, and other tourist information, read our Bar Harbor trip maker.

Getting from North Conway to Bar Harbor by car takes about 4.5 hours. Other options: do a combination of car and bus; or do a combination of bus and flight. In October in Bar Harbor, expect temperatures between 59°F during the day and 42°F at night. Finish up your sightseeing early on the 22nd (Tue) so you can catch the flight to Newport.
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Outdoors · Parks · Trails · Tours
Side Trip

Newport — 4 nights

City by the Sea

Change things up with these side-trips from Newport: Provincetown (Race Point Beach, Pilgrim Monument & Provincetown Museum, &more) and Mystic Seaport Museum (in Mystic). Spend the 25th (Fri) exploring nature at Cape Cod National Seashore. The adventure continues: examine the collection at The Breakers, appreciate the extensive heritage of Cliff Walk, get a new perspective on things with Boat Tours & Water Sports, and take in the architecture and atmosphere at St. Mary's Catholic Church.

To find where to stay and tourist information, read Newport trip planner.

Traveling by flight from Bar Harbor to Newport takes 3 hours. Alternatively, you can drive; or take a bus. Expect somewhat warmer evenings in Newport when traveling from Bar Harbor in October, with lows around 50°F. Wrap up your sightseeing on the 26th (Sat) early enough to fly back home.
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Outdoors · Parks · Beaches · Museums
Side Trips