31 days in Vermont Itinerary

31 days in Vermont Itinerary

Created using Inspirock Vermont route planner

©
Make it your trip
Fly
1
Woodstock
— 6 nights
Drive
2
Manchester
— 7 nights
Drive
3
Middlebury
— 6 nights
Drive
4
Stowe
— 11 nights
Fly

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Woodstock

— 6 nights
Woodstock is the shire town of Windsor County, Vermont, United States. Billings Farm & Museum and Marsh - Billings - Rockefeller National Historical Park will appeal to history buffs. Take a break from the city and head to Quechee Gorge and Thundering Falls Trail. Step out of Woodstock to go to Rutland and see Rutland murals, which is approximately 44 minutes away. The adventure continues: relax in the rural setting at Sugarbush Farm, browse the exhibits of Montshire Museum of Science, stroll through Eshqua Bog Natural Area, and sample the tasty concoctions at Long Trail Brewing Company.

To see maps, ratings, reviews, and other tourist information, use the Woodstock visit planning website.

Spokane to Woodstock is an approximately 11-hour flight. You can also drive; or do a combination of train and bus. You'll lose 3 hours traveling from Spokane to Woodstock due to the time zone difference. September in Woodstock sees daily highs of 75°F and lows of 50°F at night. Finish up your sightseeing early on the 21st (Tue) so you can go by car to Manchester.

Things to do in Woodstock

Parks · Historic Sites · Nature · Wildlife

Side Trips

Find places to stay Sep 15 — 21:

Manchester

— 7 nights
Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Hildene, The Lincoln Family Home and The American Museum of Fly Fishing are good opportunities to explore the local culture. Museum-lovers will get to explore Bennington Museum and The Art of Humor Gallery. Get out of town with these interesting Manchester side-trips: Mount Snow Resort (in Dover), Southern Vermont Natural History Museum (in Marlboro) and Wilmington (Jim McGrath Gallery and Studio & Serenity Spa). Next up on the itinerary: sample the fine beverages at Saxtons Distillery, take in the spiritual surroundings of Weston Priory, stroll the grounds of New Catholic Cemetery, and learn about winemaking at Honora Winery & Vineyard.

To see photos, where to stay, and other tourist information, you can read our Manchester road trip planning tool.

You can drive from Woodstock to Manchester in 1.5 hours. Alternatively, you can take a bus. September in Manchester sees daily highs of 74°F and lows of 48°F at night. Finish your sightseeing early on the 28th (Tue) to allow enough time to drive to Middlebury.

Things to do in Manchester

Parks · Museums · Wildlife · Nature

Side Trips

Find places to stay Sep 21 — 28:

Middlebury

— 6 nights
Middlebury is the shire town (county seat) of Addison County, Vermont, United States. Visit Hubbardton Battlefield and Rokeby for their historical value. Escape the urban bustle at D.A.R. State Park and Texas Falls Recreation Area. Change things up with these side-trips from Middlebury: Lake Champlain Maritime Museum (in Vergennes), Brandon (Otter Valley Winery, Foley Brothers Brewing, &more) and Charlotte (Charlotte Village Winery & Mt. Philo State Park). There's still lots to do: sample the tasty concoctions at Woodchuck Cider House, snap pictures at Halpin Covered Bridge, stroll through Snake Mountain Trail, and see a show at Mahaney Center for the Arts.

For other places to visit, traveler tips, where to stay, and tourist information, use the Middlebury vacation maker tool.

Drive from Manchester to Middlebury in 1.5 hours. Expect a daytime high around 73°F in September, and nighttime lows around 51°F. Wrap up your sightseeing on the 4th (Mon) early enough to drive to Stowe.

Things to do in Middlebury

Parks · Museums · Outdoors · Breweries & Distilleries

Side Trips

Find places to stay Sep 28 — Oct 4:

Stowe

— 11 nights

The Ski Capital of the East

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.
Popular historic sites such as Shelburne Farms and Tea at the Governor's House are in your itinerary. Take a break from the city and head to Stowe Recreation Path and Burlington Bike Path. Get out of town with these interesting Stowe side-trips: Boyden Valley Winery & Spirits (in Cambridge), Burlington (North Beach Park, Mad River Distillers Burlington, &more) and Smugglers' Notch Distillery - Maple Products - Gift Shop - Local Products (in Jeffersonville). There's lots more to do: examine the collection at Shelburne Museum, explore the landscape on two wheels at Shelburne Bay Park, hit the slopes at Stowe Mountain Resort, and take your sightseeing to a higher altitude at Mount Mansfield State Forest.

For more things to do, other places to visit, where to stay, and other tourist information, you can read our Stowe visit planner.

You can drive from Middlebury to Stowe in 1.5 hours. In October in Stowe, expect temperatures between 60°F during the day and 39°F at night. Wrap up your sightseeing on the 15th (Fri) to allow time to fly back home.

Things to do in Stowe

Outdoors · Breweries & Distilleries · Parks · Wildlife

Side Trips

Find places to stay Oct 4 — 15:

Vermont travel guide

4.5
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.