5 days in Vermont Itinerary

5 days in Vermont Itinerary

Created using Inspirock Vermont route planner

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Plan created by another user. Make it yours
Drive
1
Brattleboro
— 1 night
Drive
2
Quechee
— 1 night
Drive
3
Montpelier
— 1 night
Drive
4
Waitsfield
— 1 night
Drive

S M T W T F S
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1
night
Brattleboro

Brattleboro, originally Brattleborough, is a town in Windham County, Vermont, United States. Kick off your visit on the 17th (Thu): snap pictures at Bridge of Flowers, steep yourself in history at Historic Deerfield, stop by Kringle Candle Company, then take in the views from Creamery Covered Bridge, and finally browse for treasures at Twice Upon a Time. Here are some ideas for day two: sample the fine beverages at Saxtons Distillery, then shop like a local with The Art of Humor Gallery, then take in the views from Thompson Bridge, and finally admire the masterpieces at Brattleboro Museum and Art Center.

For photos, where to stay, other places to visit, and more tourist information, go to the Brattleboro trip itinerary planner.

Boston to Brattleboro is an approximately 2.5-hour car ride. Expect a bit cooler evenings in Brattleboro when traveling from Boston in October, with lows around 40°F. Finish up your sightseeing early on the 18th (Fri) so you can go by car to Quechee.

Things to do in Brattleboro

Museums · Shopping · Parks · Historic Sites

Side Trips

1
night
Quechee

Quechee is a census-designated place and one of five unincorporated villages in the town of Hartford, Windsor County, Vermont, United States. On the 18th (Fri), contemplate the long history of FH Gillingham & Sons General Store.

For photos, traveler tips, and other tourist information, go to the Quechee online itinerary planner.

Getting from Brattleboro to Quechee by car takes about 1.5 hours. October in Quechee sees daily highs of 62°F and lows of 40°F at night. Finish up your sightseeing early on the 19th (Sat) so you can go by car to Montpelier.

Things to do in Quechee

Shopping · Historic Sites

Side Trip

Highlights from your trip

1
night
Montpelier

Montpelier is the capital city of the U.S. Kick off your visit on the 19th (Sat): stop by Cabot Farmers' Store, stroll the grounds of Hope Cemetery, then make a trip to Bragg Farm Sugar House & Gift Shop, then experience rural life at Morse Farm Maple Sugarworks, and finally pause for some photo ops at Ceres. Get ready for a full day of sightseeing on the 20th (Sun): contemplate the long history of Haverhill-Bath Covered Bridge, pause for some serene contemplation at Blessed Sacrament Church, and then hike along Stowe Recreation Path.

Use Inspirock's suggestions to plan your Montpelier trip and find the best activities and attractions for your vacation.

Traveling by car from Quechee to Montpelier takes an hour. In October in Montpelier, expect temperatures between 58°F during the day and 38°F at night. Finish your sightseeing early on the 20th (Sun) to allow enough time to drive to Waitsfield.

Things to do in Montpelier

Historic Sites · Outdoors · Trails · Parks

Side Trips

1
night
Waitsfield

Waitsfield is a town in Washington County, Vermont, United States. Kick off your visit on the 21st (Mon): snap pictures at Northfield Covered Bridges, then take in the exciting artwork at Mad River Glass Gallery, then view the masterpieces at Artisans' Gallery, and finally stop by Waitsfield Farmers Market.

To see maps, where to stay, reviews, and more tourist information, you can read our Waitsfield trip tool.

You can drive from Montpelier to Waitsfield in an hour. In October, daily temperatures in Waitsfield can reach 58°F, while at night they dip to 38°F. Finish up your sightseeing early on the 21st (Mon) so you can travel back home.

Things to do in Waitsfield

Shopping · Museums

Side Trip

Vermont travel guide

4.4
Gift & Specialty Shops · Ski Areas · Hiking Trails
The Green Mountain State
Known for its autumn foliage and maple syrup, Vermont is one of the country's smallest states in terms of both population and geographic area. Despite its small size and mostly rural character, the state boasts many picturesque places to visit, including Lake Champlain, one of the nation's largest freshwater bodies. Split in half by the Green Mountains--a popular holiday destination for hiking and skiing--Vermont features a rolling landscape dotted with farms and quaint towns known for their family-run inns, antique shops, and restaurants. Be sure to explore the state's many wild areas while on vacation, but beware of the so-called "mud season," a period of a few weeks when the state's unpaved roads become undrivable due to spring thaw.