9 days in New England Itinerary

9 days in New England Itinerary

Created using Inspirock United States route builder
Make it your trip
Fly
1
Boston
— 2 nights
Drive
2
New Preston
— 1 night
Drive
3
Stowe
— 1 night
Drive
4
Lincoln
— 2 nights
Drive
5
North Conway
— 1 night
Drive
6
Plymouth
— 1 day
Drive
7
Boston
— 1 night
Fly

S M T W T F S
3
4
5
6
7
8
9
10
11
12
13
14
15
16

Boston — 2 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.
Start off your visit on the 8th (Fri): admire the natural beauty at Boston Public Garden, buy something for everyone on your list at Faneuil Hall Marketplace, then wander the streets of North End, and finally appreciate the extensive heritage of Freedom Trail. On the 9th (Sat), you'll have a packed day of sightseeing: learn insider's secrets on Salem Food Tours and then take a tour by water with Boat Tours & Water Sports.

To see more things to do, photos, traveler tips, and other tourist information, go to the Boston online attractions planner.

Columbus to Boston is an approximately 5-hour flight. You can also fly; or drive; or take a bus. In October, plan for daily highs up to 64°F, and evening lows to 50°F. Wrap up your sightseeing on the 10th (Sun) to allow time to travel to New Preston.
more
Tours · Wildlife · Outdoors · Historic Sites
Side Trips

New Preston — 1 night

New Preston is a rural village in the northwestern corner of the town of Washington in Litchfield County, Connecticut, United States. Start off your visit on the 10th (Sun): explore the activities along Lake Waramaug State Park, learn about winemaking at Millbrook Vineyards & Winery, then explore the fascinating underground world of Stone Church, and finally admire the sheer force of Kent Falls State Park. Here are some ideas for day two: trek along Macricostas Preserve and then take a stroll through Hopkins Vineyard.

To find other places to visit, more things to do, photos, and tourist information, read our New Preston trip planning tool.

You can drive from Boston to New Preston in 3 hours. Traveling from Boston in October, plan for slightly colder nights in New Preston, with lows around 45°F. Finish your sightseeing early on the 11th (Mon) to allow enough time to travel to Stowe.
more
Parks · Nature · Wineries · Trails
Side Trips

Stowe — 1 night

Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Kick off your visit on the 12th (Tue): stop by Stowe Mercantile.

For reviews, maps, where to stay, and more tourist information, you can read our Stowe trip builder tool.

Traveling by car from New Preston to Stowe takes 4.5 hours. Alternatively, you can do a combination of car and flight. Traveling from New Preston in October, expect a bit cooler with lows of 39°F in Stowe. On the 12th (Tue), you'll have the morning to explore before heading off to Lincoln.
more
Shopping
Highlights from your trip

Lincoln — 2 nights

Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Kick off your visit on the 12th (Tue): examine the collection at New England Ski Museum, enjoy the sand and surf at Echo Lake Beach, and then get outside with Outdoor Activities. On your second day here, hit the slopes at Loon Mountain Resort and then get great views at Sugar Hill Scenic Vista.

To see ratings, maps, photos, and more tourist information, you can read our Lincoln road trip planning site.

You can drive from Stowe to Lincoln in 2 hours. Other options are to take a bus; or take a bus. In October, daytime highs in Lincoln are 60°F, while nighttime lows are 38°F. Cap off your sightseeing on the 14th (Thu) early enough to go by car to North Conway.
more
Parks · Outdoors · Tours · Winter Sports
Side Trips

North Conway — 1 night

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.
Kick off your visit on the 14th (Thu): pause for some serene contemplation at The Little White Church.

For where to stay, ratings, more things to do, and tourist information, go to the North Conway trip itinerary planning site.

Getting from Lincoln to North Conway by car takes about 1.5 hours. Traveling from Lincoln in October, expect somewhat warmer with lows of 45°F in North Conway. Finish your sightseeing early on the 15th (Fri) so you can fly to Plymouth.
more
Historic Sites
Side Trip
Highlights from your trip

Plymouth — 1 day

Rightly calling itself "America's Hometown," Plymouth holds a prominent place in the nation's history and culture as the site of the first Puritan colony.
Start off your visit on the 15th (Fri): take an in-depth tour of Sandwich Glass Museum, learn about winemaking at Plymouth Bay Winery, steep yourself in history at Plymouth Rock, then contemplate the long history of Mayflower II, and finally admire the majestic nature at National Monument to the Forefathers.

For photos, maps, ratings, and more tourist information, read Plymouth trip planner.

Getting from North Conway to Plymouth by flight takes about 3 hours. Other options: drive; or take a bus. In October, daily temperatures in Plymouth can reach 65°F, while at night they dip to 46°F. Finish up your sightseeing early on the 15th (Fri) so you can go by car to Boston.
more
Museums · Historic Sites · Childrens Museums · Wineries
Side Trip

Boston — 1 night

Start off your visit on the 16th (Sat): steep yourself in history at Granary Burying Ground, then visit Beacon Hill, then take a stroll through Newbury Street, and finally sample the tasty concoctions at Samuel Adams Brewery.

Make your Boston itinerary with Inspirock to find out what to see and where to go.

Getting from Plymouth to Boston by car takes about an hour. Other options: take a train; or take a bus. Finish your sightseeing early on the 16th (Sat) to allow enough time to fly back home.
more
Neighborhoods · Shopping · Breweries & Distilleries · Historic Sites

White Mountains travel guide

4.6
Scenic Drive · Theme Parks · Geologic Formations
The vast White Mountains cover not only a quarter of New Hampshire, but also a good portion of western Maine. A popular holiday destination for hiking and camping throughout the year, this mountain range includes some of the most rugged terrain in New England. Most of the area is public land, with a number of state parks and a sprawling national forest. The range includes 48 peaks over 1,200 m (4,000 ft) tall, popularly known as the "four-thousand footers." Mount Washington stands out among these, at 1,917 m (6,288 ft), as the highest peak in the northeastern section of the United States. To explore the mountains while on vacation, you can park at the national forest's trailheads, but be sure to purchase a parking permit at any of the area's visitor centers first.
more