38 days in Vermont Itinerary

38 days in Vermont Itinerary

Created using Inspirock Vermont Trip Planner

Plan created by another user. Make it yours
1
Burlington
— 6 nights
2
Brandon
— 7 nights
3
Ludlow
— 4 nights
4
Manchester
— 6 nights
5
Brattleboro
— 3 nights
6
Hartford
— 4 nights
7
Stowe
— 5 nights
8
Grand Isle
— 2 nights

6
nights
Burlington

Burlington ©
Burlington is the most populous city in the U.S. Take a break from the city and head to Burlington Bike Path and Birds of Vermont Museum. Get some historical perspective at Shelburne Farms and Saint Albans Museum. Venture out of the city with trips to Lake Champlain Maritime Museum (in Vergennes), Rokeby (in Ferrisburgh) and Old Red Mill (in Jericho). The adventure continues: see the interesting displays at Shelburne Museum, tour the pleasant surroundings at North Beach Park, kick back and relax at Alburg Dunes State Park, and sample the tasty concoctions at Switchback Brewing.

For more things to do, photos, traveler tips, and other tourist information, go to the Burlington trip site.

New York City to Burlington is an approximately 4.5-hour flight. You can also drive; or take a bus. Expect slightly colder temperatures when traveling from New York City in September; daily highs in Burlington reach 75°F and lows reach 53°F. Finish your sightseeing early on the 29th (Tue) so you can drive to Brandon.

Things to do in Burlington

Parks · Museums · Outdoors

Side Trips

Shelburne, Alburg Dunes State Park, Lake Champlain Maritime Museum, Rokeby, Saint Albans Museum
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 Brandon Music 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: Rutland (A Signature Day Spa, Norman Rockwell Museum, &more), Middlebury (Middlebury College & Otter Creek Brewing) and Wilson Castle (in Proctor). Next up on the itinerary: see the interesting displays at Vermont Marble Museum, get engrossed in the history at Henry Sheldon Museum of Vermont History, do a tasting at Otter Valley Winery, and hike along Mount Independence State Historic Site.

To see photos, maps, ratings, and more tourist information, you can read our Brandon trip itinerary planner.

You can drive from Burlington to Brandon in 1.5 hours. In September in Brandon, expect temperatures between 73°F during the day and 51°F at night. Wrap up your sightseeing by early afternoon on the 6th (Tue) to allow enough time to travel to Ludlow.

Things to do in Brandon

Parks · Museums · Outdoors

Side Trips

Rutland, Middlebury, Proctor, Robert Frost Wayside Trail, Mount Independence State Historic Site
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 (Seasonal) in Charlestown--about 36 minutes away.

To find where to stay, traveler tips, maps, and other tourist information, use the Ludlow trip maker.

Drive from Brandon to Ludlow in an hour. In October, plan for daily highs up to 61°F, and evening lows to 39°F. Wrap up your sightseeing on the 10th (Sat) to allow time to drive to Manchester.

Things to do in Ludlow

Parks · Shopping · Museums

Side Trips

Chester, Plymouth, Vermont Country Store, The Fort at No. 4 Open Air-Museum (Seasonal), Lowell Lake State Park
Highlights from your plan
Buttermilk Falls ©
Buttermilk Falls
Lowell Lake State Park ©
Lowell Lake State Park

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 The American Museum of Fly Fishing and Southern Vermont Arts Center. Change things up with these side-trips from Manchester: Bennington (Bennington Battle Monument, The Bennington Center for the Arts, &more). Next up on the itinerary: admire the sheer force of Lye Brook Falls, look for gifts at Manchester Hot Glass, explore the world behind art at Norman Rockwell Exhibition, and explore the activities along Battenkill River.

Plan trip to Manchester with our itinerary maker to find out where to go and what to do.

Traveling by car from Ludlow to Manchester takes an hour. In October, plan for daily highs up to 62°F, and evening lows to 41°F. Finish your sightseeing early on the 16th (Fri) to allow enough time to drive to Brattleboro.

Things to do in Manchester

Parks · Nature · 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 Molly Stark State Park and Southern Vermont Natural History Museum. You'll explore and learn at Brattleboro Museum and Art Center and The Art of Humor Gallery. Take a break from Brattleboro with a short trip to Honora Winery & Vineyard in Jacksonville, about 32 minutes away. Next up on the itinerary: hunt for treasures at Brattleboro Farmers' Market, pick up a one of a kind souvenir at Twice Upon a Time, and take a peaceful walk through Madame Sherri Forest.

To find other places to visit, reviews, photos, and other tourist information, you can read our Brattleboro trip itinerary planning tool.

Getting from Manchester to Brattleboro by car takes about 1.5 hours. In October, daytime highs in Brattleboro are 62°F, while nighttime lows are 40°F. Wrap up your sightseeing on the 19th (Mon) to allow time to travel to Hartford.

Things to do in Brattleboro

Parks · Nature · Museums

Side Trips

Molly Stark State Park, The Art of Humor Gallery, Madame Sherri Forest, Southern Vermont Natural History Museum, Honora Winery & Vineyard
Highlights from your plan
Southern Vermont Natural History Museum ©
Southern Vermont Natural History Museum
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 Main Street Museum will appeal to museum buffs. Step out of the city life by going to Vermont Institute of Natural Science and Lake Morey. The adventure continues: get engrossed in the history at Enfield Shaker Museum, explore the world behind art at Hood Museum of Art, explore the activities along Ottaquechee River, and view the masterpieces at AVA Gallery and Art Center.

To find other places to visit, photos, reviews, and more tourist information, use the Hartford road trip planning tool.

You can drive from Brattleboro to Hartford in 1.5 hours. In October, daily temperatures in Hartford can reach 62°F, while at night they dip to 40°F. Cap off your sightseeing on the 23rd (Fri) early enough to travel to Stowe.

Things to do in Hartford

Museums · Parks · Nature

Side Trips

Woodstock, King Arthur Baking Company, American Precision Museum, Enfield Shaker Museum, Hood Museum of Art
Highlights from your plan
Billings Farm & Museum ©
Billings Farm & Museum
Enfield Shaker Museum ©
Enfield Shaker Museum
Hood Museum of Art ©
Hood Museum of Art

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.
Remarkable Things at Stowe Craft and Vermont Historical Society Museum 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: Vermont State House (in Montpelier), Waitsfield (Mad River & Mad River Glass Gallery) and Old Stone House Museum (in Orleans). There's still lots to do: sample the tasty concoctions at Rock Art Brewery, view the masterpieces at Ziemke Glass Blowing Studio, browse the collection at Stowe Free Library, and examine the collection at Vermont Ski & Snowboard Museum.

For traveler tips, photos, more things to do, and more tourist information, read our Stowe travel planning site.

Traveling by car from Hartford to Stowe takes 1.5 hours. In October, daytime highs in Stowe are 60°F, while nighttime lows are 39°F. Wrap up your sightseeing on the 28th (Wed) early enough to travel to Grand Isle.

Things to do in Stowe

Museums · Parks · Outdoors

Side Trips

Montpelier, Waitsfield, Old Stone House Museum, Ziemke Glass Blowing Studio, Rock Art Brewery
Highlights from your plan
West Branch Gallery & Sculpture Park ©
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 other places to visit, traveler tips, photos, and other tourist information, go to the Grand Isle trip planner.

You can travel 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 to home.

Things to do in Grand Isle

Parks · Nature · 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

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