38 days in Vermont Itinerary

38 days in Vermont Itinerary

Created using Inspirock Vermont Trip Planner

This plan was created by another user.  Make it your plan

Route & dates

38 days in Vermont Itinerary

Start: New York City
Fly:  4​h
1
Burlington
— 6 nights
Drive:  1​h 30​min
2
Brandon
— 7 nights
Drive:  1​h
3
Ludlow
— 4 nights
Drive:  1​h
4
Manchester
— 6 nights
Drive:  1​h 15​min
5
Brattleboro
— 3 nights
Drive:  1​h 15​min
6
Hartford
— 4 nights
Drive:  1​h 15​min
7
Stowe
— 5 nights
Drive:  1​h 15​min
8
Grand Isle
— 2 nights
+2
Drive + Fly + Drive:  12​h 30​min
End: New York City

6
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Escape the urban bustle at Burlington Bike Path and North Beach Park. Your inner history buff will appreciate Shelburne Farms and Auer Family Boathouse. You'll find plenty of places to visit near Burlington: Lake Champlain Maritime Museum (in Vergennes), Rokeby (in Ferrisburgh) and Birds of Vermont Museum (in Huntington). There's lots more to do: examine the collection at Shelburne Museum, indulge in some personalized pampering at Spa at the Essex, sample the tasty concoctions at Switchback Brewing, and tour the pleasant surroundings at Alburg Dunes State Park.

To find reviews, maps, ratings, and tourist information, use the Burlington trip planner.

New York City to Burlington is an approximately 4-hour flight. You can also do a combination of bus and flight; or drive. In September, Burlington is a bit cooler than New York City - with highs of 75°F and lows of 53°F. Cap off your sightseeing on the 29th (Tue) early enough to go by car to Brandon.

Things to do in Burlington

Parks Museums Outdoors

Side Trips

Shelburne, Saint Albans Museum, Lake Champlain Maritime Museum, Magic Hat Brewing Company, Lake Champlain
Highlights from your plan
Burlington Bike Path ©
Burlington Bike Path
Shelburne Museum ©
Shelburne Museum
Shelburne Farms ©
Shelburne Farms

7
nights
Brandon

Brandon ©
Brandon is a town in Rutland County, Vermont, United States. Fort Ticonderoga and New England Maple Museum will appeal to museum buffs. Crown Point State Historic Site and Stephen A Douglas Birthplace will appeal to history buffs. You'll find plenty of places to visit near Brandon: Wilson Castle (in Proctor), Rutland (A Signature Day Spa, Norman Rockwell Museum, & more) and Robert Frost Wayside Trail (in Ripton). The adventure continues: indulge your thirst for a good beer at Otter Creek Brewing, see the interesting displays at Brandon Music, do a tasting at Otter Valley Winery, and get engrossed in the history at Henry Sheldon Museum of Vermont History.

For reviews, maps, traveler tips, and more tourist information, you can read our Brandon holiday site .

Traveling by car from Burlington to Brandon takes 1.5 hours. In September, plan for daily highs up to 73°F, and evening lows to 51°F. Wrap up your sightseeing by early afternoon on the 6th (Tue) to allow time for travel to Ludlow.

Things to do in Brandon

Parks Museums Trails

Side Trips

Middlebury, Rutland, Proctor, Mount Independence State Historic Site, Fort Ticonderoga
Highlights from your plan
Deer Leap Trail ©
Deer Leap Trail
Fort Ticonderoga ©
Fort Ticonderoga
Crown Point State Historic Site ©
Crown Point State Historic Site

4
nights
Ludlow

Ludlow ©
Step out of the city life by going to Buttermilk Falls and Lowell Lake State Park. President Calvin Coolidge State Historic Site and Calvin Coolidge Homestead will appeal to history buffs. Step out of Ludlow with an excursion to The Fort at No. 4 Open Air Museum in Charlestown--about 36 minutes away.

For ratings, reviews, maps, and more tourist information, you can read our Ludlow holiday planner.

You can drive from Brandon to Ludlow in an hour. Expect a daytime high around 61°F in October, and nighttime lows around 39°F. Finish up your sightseeing early on the 10th (Sat) so you can go by car to Manchester.

Things to do in Ludlow

Parks Shopping Nature

Side Trips

Plymouth, Chester, Lowell Lake State Park, Vermont Country Store, The Fort at No. 4 Open Air Museum
Highlights from your plan
Lowell Lake State Park ©
Lowell Lake State Park
Calvin Coolidge Homestead ©
Calvin Coolidge Homestead

6
nights
Manchester

Manchester ©
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Get some historical perspective at Park–McCullough Historic House and Robert Frost Stone House Museum. Museum-lovers will appreciate Southern Vermont Arts Center and Bennington Museum. Change things up with these side-trips from Manchester: Bennington (Bennington Battle Monument, The Bennington Center for the Arts, & more). There's still lots to do: admire the sheer force of Lye Brook Falls, see Land Rover, stop by Northshire Bookstore, and see the interesting displays at The American Museum of Fly Fishing.

Plan a Manchester trip in moments using our itinerary builder.

Traveling by car from Ludlow to Manchester takes an hour. Expect a daytime high around 62°F in October, and nighttime lows around 41°F. Cap off your sightseeing on the 16th (Fri) early enough to go by car to Brattleboro.

Things to do in Manchester

Nature Parks Museums

Side Trips

Bennington, Arlington, Emerald Lake State Park, Merck Forest & Farmland Center, Robert Frost Stone House Museum
Highlights from your plan
Equinox Mountain ©
Equinox Mountain
Bennington Museum ©
Bennington Museum
Southern Vermont Arts Center ©
Southern Vermont Arts Center

3
nights
Brattleboro

Brattleboro ©
Brattleboro, originally Brattleborough, is a town in Windham County, Vermont, United States. Get in touch with nature at Madame Sherri Forest and Molly Stark State Park. You'll explore and learn at Brattleboro Museum and Art Center and The Art of Humor Gallery. Explore the numerous day-trip ideas around Brattleboro: Southern Vermont Natural History Museum (in Dover) and Honora Winery & Vineyard (in Jacksonville). The adventure continues: hunt for treasures at Brattleboro Farmers' Market and browse for treasures at Twice Upon a Time.

To see other places to visit, where to stay, photos, and tourist information, refer to the Brattleboro trip itinerary site .

Traveling by car from Manchester to Brattleboro takes 1.5 hours. Expect a daytime high around 62°F in October, and nighttime lows around 40°F. Finish your sightseeing early on the 19th (Mon) to allow enough time to travel to Hartford.

Things to do in Brattleboro

Parks Nature Museums

Side Trips

The Art of Humor Gallery, Southern Vermont Natural History Museum, Madame Sherri Forest, Honora Winery & Vineyard, Molly Stark State Park
Highlights from your plan
Madame Sherri Forest ©
Madame Sherri Forest
Molly Stark State Park ©
Molly Stark State Park

4
nights
Hartford

Hartford ©
Hartford is a New England town in Windsor County in the state of Vermont, in the United States. Billings Farm & Museum and Enfield Shaker Museum will appeal to museum buffs. Step out of the city life by going to Vermont Institute of Natural Science (VINS) Nature Center and Ottaquechee River. Go for a jaunt from Hartford to Fairlee to see Lake Morey about 44 minutes away. There's much more to do: pick up some new knowledge with King Arthur Flour, examine the collection at American Precision Museum, get a taste of the local shopping with AVA Gallery and Art Center, and admire the masterpieces at Hood Museum of Art.

For other places to visit, maps, and more tourist information, use the Hartford trip itinerary maker website .

Traveling by car from Brattleboro to Hartford takes 1.5 hours. In October, plan for daily highs up to 62°F, and evening lows to 40°F. Wrap up your sightseeing on the 23rd (Fri) early enough to travel to Stowe.

Things to do in Hartford

Museums Parks Nature

Side Trips

Woodstock, AVA Gallery and Art Center, Hood Museum of Art, Enfield Shaker Museum, American Precision Museum
Highlights from your plan
Billings Farm & Museum ©
Billings Farm & Museum
Enfield Shaker Museum ©
Enfield Shaker Museum

5
nights
Stowe

Stowe ©
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.
West Branch Gallery & Sculpture Park and Ziemke Glass Blowing Studio will appeal to museum buffs. Visiting Stowe Mountain Resort and The Swimming Hole will get you outdoors. Get out of town with these interesting Stowe side-trips: Waitsfield (Mad River & Mad River Glass Gallery), Old Stone House Museum (in Orleans) and Montpelier (Vermont Historical Society Museum & Vermont State House). And it doesn't end there: indulge your thirst for a good beer at Rock Art Brewery, look for gifts at Laughing Moon Chocolates, browse the collection at Stowe Free Library, and see the interesting displays at Vermont Ski & Snowboard Museum.

To see traveler tips, photos, more things to do, and other tourist information, read our Stowe attractions planner .

Traveling by car from Hartford to Stowe takes 1.5 hours. In October, plan for daily highs up to 60°F, and evening lows to 39°F. Finish your sightseeing early on the 28th (Wed) so you can drive to Grand Isle.

Things to do in Stowe

Museums Outdoors Parks

Side Trips

Waitsfield, Montpelier, Rock Art Brewery, Old Stone House Museum, Ziemke Glass Blowing Studio
Highlights from your plan
West Branch Gallery & Sculpture Park ©
Stowe Mountain Resort ©
Stowe Mountain Resort
Old Stone House Museum ©
Old Stone House Museum

2
nights
Grand Isle

Grand Isle ©
Grand Isle is a town on Grand Isle in Grand Isle County, Vermont, United States. Start off your visit on the 29th (Thu): admire the majestic nature at Grand Isle State Park, then take in the exciting artwork at Grand Isle Art Works, and then steep yourself in history at Hyde Log Cabin.

To find reviews, more things to do, maps, and other tourist information, go to the Grand Isle trip planner.

You can drive from Stowe to Grand Isle in 1.5 hours. In October in Grand Isle, expect temperatures between 60°F during the day and 41°F at night. On the 30th (Fri), you're off tohome.

Things to do in Grand Isle

Nature Parks Historic Sites
Highlights from your plan
Grand Isle State Park ©
Grand Isle State Park
Grand Isle Art Works ©
Grand Isle Art Works
Hyde Log Cabin ©
Hyde Log Cabin

Similar Plans

4 days in Vermont BY A USER FROM UNITED STATES October, kids, culture, outdoors, relaxing, historic sites, museums, shopping, water activities, hidden gems PREFERENCES: October, kids, culture, outdoors, relaxing, historic sites, museums, shopping, water activities ATTRACTION STYLE: Hidden gems PACE: Medium 6 days in Vermont BY A USER FROM CANADA June, culture, historic sites, museums, shopping, hidden gems PREFERENCES: June, culture, historic sites, museums, shopping ATTRACTION STYLE: Hidden gems PACE: Medium 6 days in Vermont BY A USER FROM CANADA August, shopping, fast-paced, hidden gems PREFERENCES: August, shopping ATTRACTION STYLE: Hidden gems PACE: Fast-paced 4 days in Vermont BY A USER FROM CANADA July, kids, outdoors, beaches, shopping, popular sights PREFERENCES: July, kids, outdoors, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Vermont BY A USER FROM UNITED STATES August, shopping, slow & easy, popular sights PREFERENCES: August, shopping ATTRACTION STYLE: Popular sights PACE: Slow & easy 9 days in Vermont BY A USER FROM UNITED STATES September, culture, historic sites, museums, popular & hidden gems PREFERENCES: September, culture, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Vermont BY A USER FROM INDIA October, culture, relaxing, historic sites, shopping, popular & hidden gems PREFERENCES: October, culture, relaxing, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 3 days in Vermont BY A USER FROM CANADA August, teens, kids, popular sights PREFERENCES: August, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Vermont BY A USER FROM UNITED STATES April, culture, outdoors, beaches, historic sites, museums, water activities, popular sights PREFERENCES: April, culture, outdoors, beaches, historic sites, museums, water activities ATTRACTION STYLE: Popular sights PACE: Medium 4 days in Vermont BY A USER FROM UNITED KINGDOM May, relaxing, slow & easy, hidden gems PREFERENCES: May, relaxing ATTRACTION STYLE: Hidden gems PACE: Slow & easy 4 days in Vermont BY A USER FROM UNITED STATES October, culture, outdoors, fast-paced, popular sights PREFERENCES: October, culture, outdoors ATTRACTION STYLE: Popular sights PACE: Fast-paced 2 days in Vermont BY A USER FROM UNITED STATES August, culture, relaxing, historic sites, shopping, popular sights PREFERENCES: August, culture, relaxing, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium
View more plans