23 days in New England Itinerary

23 days in New England Itinerary

Created using Inspirock New England trip itinerary maker

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Plan created by another user. Make it yours
Drive
1
Lincoln
— 3 nights
Drive
2
North Conway
— 2 nights
Drive
3
Portland
— 4 nights
Drive
4
Bar Harbor, Mount Desert Island
— 5 nights
Fly
5
Nantucket
— 3 nights
Ferry
6
Oak Bluffs, Martha's Vineyard
— 2 nights
Ferry to Woods Hole, Taxi to Eastham
7
Eastham
— 3 nights
Fly

S M T W T F S
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

3
nights
Lincoln

Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Kids will appreciate attractions like The Basin at Franconia Notch State Park and Riverwalk Covered Bridge. You'll discover tucked-away gems like Lost River Gorge and Boulder Caves and Wallace Horse Cemetery. There's much more to do: admire the majestic nature at Franconia Notch State Park, make a trip to Ice Castles, cool off at Whale's Tale Waterpark, and stop by Chutters.

To see ratings, reviews, traveler tips, and other tourist information, you can read our Lincoln road trip planner.

Newark to Lincoln is an approximately 6-hour car ride. You can also fly; or do a combination of train and bus. Plan for little chillier temperatures traveling from Newark in August, with highs in Lincoln at 78°F and lows at 54°F. Finish up your sightseeing early on the 8th (Thu) so you can go by car to North Conway.

Things to do in Lincoln

Parks · Nature · Theme Parks · Wildlife

Side Trips

2
nights
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.
Start off your visit on the 9th (Fri): look and learn at Mount Washington Observatory Weather Discovery Center, explore the striking landscape at Cathedral Ledge, and then admire the landmark architecture of Castle in the Clouds. Keep things going the next day: admire the sheer force of Glen Ellis Falls and then fly down the slopes at Cranmore Mountain Resort.

To find other places to visit, traveler tips, photos, and tourist information, you can read our North Conway road trip planner.

You can drive from Lincoln to North Conway in 1.5 hours. In August, plan for daily highs up to 75°F, and evening lows to 59°F. Finish your sightseeing early on the 10th (Sat) so you can drive to Portland.

Things to do in North Conway

Parks · Outdoors · Nature · Winter Sports

Side Trips

4
nights
Portland

The Forest City

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.
Eschew the tourist crowds and head to Pemaquid Point Lighthouse and Rockland Breakwater Light. Kids will enjoy Canobie Lake Park and Long Sands Beach. You'll find plenty of places to visit near Portland: Farnsworth Art Museum (in Rockland), Maine Maritime Museum (in Bath) and Wells Beach (in Wells).

For reviews, photos, and more tourist information, you can read our Portland day trip website.

You can drive from North Conway to Portland in 2 hours. Another option is to do a combination of taxi and bus. In August, daytime highs in Portland are 79°F, while nighttime lows are 59°F. Finish your sightseeing early on the 14th (Wed) so you can drive to Bar Harbor.

Things to do in Portland

Beaches · Parks · Historic Sites · Outdoors

Side Trips

5
nights
Bar Harbor, Mount Desert Island

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore hidden gems such as Sand Beach and Ocean Path. Family-friendly places like Champlain Mountain & Beehive Loop Trail and Carriage Roads will thrill your kids. Explore the numerous day-trip ideas around Bar Harbor: Bass Harbor Head Lighthouse (in Bass Harbor) and Schoodic Point (in Winter Harbor). Next up on the itinerary: explore the striking landscape at Schoodic Peninsula, hike along Gorham Mountain Trail, paddle through the water with a kayaking and canoeing tour, and take in the pleasant sights at Compass Harbor Trail.

To see ratings, traveler tips, where to stay, and other tourist information, you can read our Bar Harbor trip planning website.

You can drive from Portland to Bar Harbor in 3.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. In August, plan for daily highs up to 75°F, and evening lows to 57°F. Cap off your sightseeing on the 19th (Mon) early enough to travel to Nantucket.

Things to do in Bar Harbor

Outdoors · Parks · Trails · Nature

Side Trips

3
nights
Nantucket

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. You'll discover tucked-away gems like Madaket Beach and Cisco Beach. Family-friendly places like Jetties Beach and Surfside Beach will thrill your kids. Next up on the itinerary: enjoy the sea views from Brant Point Lighthouse, stop by The Hub, and sample the fine beverages at Cisco Brewers.

For ratings, photos, and tourist information, read our Nantucket trip tool.

Getting from Bar Harbor to Nantucket by flight takes about 6 hours. Other options: do a combination of car and ferry; or do a combination of bus and ferry. Traveling from Bar Harbor in August, plan for a bit warmer nights in Nantucket, with lows around 63°F. Finish your sightseeing early on the 22nd (Thu) to allow enough time to ride a ferry to Oak Bluffs.

Things to do in Nantucket

Beaches · Parks · Outdoors · Historic Sites

2
nights
Oak Bluffs, Martha's Vineyard

Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Start off your visit on the 23rd (Fri): enjoy the sand and surf at Menemsha Public Beach, walk around Ocean Park, and then don't miss a visit to Flying Horses Carousel. Here are some ideas for day two: stop by Alley's General Store, then enjoy the sea views from Gay Head Lighthouse, then experience rural life at Island Alpaca Company of Martha's Vineyard, and finally stop by Martha's Vineyard Camp meeting Association (MVCMA).

To see maps, ratings, and tourist information, go to the Oak Bluffs trip maker.

Traveling by ferry from Nantucket to Oak Bluffs takes 2 hours. August in Oak Bluffs sees daily highs of 79°F and lows of 59°F at night. Cap off your sightseeing on the 24th (Sat) early enough to travel to Eastham.

Things to do in Oak Bluffs

Parks · Beaches · Outdoors · Neighborhoods

Side Trips

3
nights
Eastham

Eastham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Bring the kids along to Herring Cove Beach and Marconi Beach. Explore hidden gems such as Cape Cod National Seashore and Coast Guard Beach. Change things up with a short trip to Provincetown Library in Provincetown (about 38 minutes away). There's more to do: tour the pleasant surroundings at Nauset Beach and look for gifts at Gustare Oils and Vinegars.

To see traveler tips, ratings, where to stay, and tourist information, read Eastham day trip app.

Do a combination of ferry and taxi from Oak Bluffs to Eastham in 3 hours. Alternatively, you can do a combination of ferry and bus. In August, daytime highs in Eastham are 78°F, while nighttime lows are 63°F. Cap off your sightseeing on the 27th (Tue) early enough to travel back home.

Things to do in Eastham

Beaches · Parks · Outdoors · Shopping

Side Trips