31 days in Vermont Itinerary

31 days in Vermont Itinerary

Created using Inspirock Vermont visit planner
Make it your trip
Fly
1
Manchester
— 5 nights
Drive
2
Brattleboro
— 5 nights
Drive
3
Woodstock
— 5 nights
Drive
4
Middlebury
— 5 nights
Drive
5
Saint Johnsbury
— 3 nights
Drive
6
Stowe
— 7 nights
Fly

S M T W T F S
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6

Manchester — 5 nights

Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. You'll explore the less-touristy side of things at The Old First Church and Lye Brook Falls. Get out of town with these interesting Manchester side-trips: Bennington (The Bennington Center for the Arts, New Catholic Cemetery, &more) and Weston Priory (in Weston). There's much more to do: look for all kinds of wild species at Equinox Preservation Trust, stroll around Dana L. Thompson Memorial Park, shop like a local with Norman Rockwell Exhibition, and relax in the rural setting at North Meadow Farm.

To find maps, photos, and more tourist information, go to the Manchester trip itinerary app.

Seattle to Manchester is an approximately 10-hour flight. You can also fly; or drive; or do a combination of train and bus. Due to the time zone difference, you'll lose 3 hours traveling from Seattle to Manchester. Traveling from Seattle in October, expect a bit cooler with lows of 41°F in Manchester. Finish up your sightseeing early on the 6th (Wed) so you can go by car to Brattleboro.
more
Parks · Historic Sites · Museums · Shopping
Side Trips

Brattleboro — 5 nights

Brattleboro, originally Brattleborough, is a town in Windham County, Vermont, United States. Explore hidden gems such as Creamery Covered Bridge and Green Mountain Orchards. Explore the numerous day-trip ideas around Brattleboro: Wilmington (The Art of Humor Gallery, Serenity Spa, &more) and Molly Stark State Park (in Marlboro). There's still lots to do: relax in the rural setting at Robb Family Farm, look for gifts at Hogback Mountain Gift Shop, take an in-depth tour of Brattleboro Museum & Art Center, and get some fabulous bargains at Basketville.

To see photos, other places to visit, maps, and more tourist information, use the Brattleboro trip itinerary builder site.

You can drive from Manchester to Brattleboro in 1.5 hours. Alternatively, you can drive. In October, daytime highs in Brattleboro are 62°F, while nighttime lows are 40°F. Finish up your sightseeing early on the 11th (Mon) so you can go by car to Woodstock.
more
Parks · Shopping · Museums · Nature
Side Trips

Woodstock — 5 nights

Woodstock is the shire town of Windsor County, Vermont, United States. You'll explore the less-touristy side of things at President Calvin Coolidge State Historic Site and Mount Tom. Get out of town with these interesting Woodstock side-trips: Joseph Smith Birthplace Memorial (in South Royalton) and Pierce's Store (in Shrewsbury). The adventure continues: snap pictures at Taftsville Covered Bridge, engage your brain at Montshire Museum of Science, stroll through Thundering Brook Falls Trail, and view the masterpieces at Simon Pearce Mill.

For other places to visit, more things to do, maps, and other tourist information, go to the Woodstock trip planner.

Drive from Brattleboro to Woodstock in 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 16th (Sat) to allow time to drive to Middlebury.
more
Parks · Nature · Museums · Shopping
Side Trips

Middlebury — 5 nights

Middlebury is the shire town (county seat) of Addison County, Vermont, United States. Discover out-of-the-way places like UVM Morgan Horse Farm and Baird Farm Vermont Maple Syrup. Venture out of the city with trips to Vermont Marble Museum (in Proctor), Shelburne Orchards (in Shelburne) and Warren Falls (in Warren). And it doesn't end there: take in the views from Pulp Mill Covered Bridge, sample the tasty concoctions at Otter Creek Brewing, relax in the rural setting at Dakin Farm, and admire the majestic nature at Mt. Philo State Park.

To see more things to do, ratings, other places to visit, and more tourist information, read Middlebury tour itinerary planning website.

You can drive from Woodstock to Middlebury in 1.5 hours. In October in Middlebury, expect temperatures between 61°F during the day and 42°F at night. Finish your sightseeing early on the 21st (Thu) so you can drive to Saint Johnsbury.
more
Parks · Nature · Trails · Breweries & Distilleries
Side Trips

Saint Johnsbury — 3 nights

St. You'll explore the less-touristy side of things at Dog Mountain Home of Stephen Huneck Gallery and The Dog Chapel. Venture out of the city with trips to Hill Farmstead Brewery (in Greensboro Bend), East Burke (Mount Pisgah & Lake Willoughby) and Lake Memphremagog (in Newport). Next up on the itinerary: get a new perspective on nature at Fairbanks Museum and Planetarium, explore the world behind art at St. Johnsbury Athenaeum, and examine the collection at Bread and Puppet Theater.

Planning Saint Johnsbury trip won't be overwhelming when you use Inspirock's itinerary maker.

Traveling by car from Middlebury to Saint Johnsbury takes 2.5 hours. Alternatively, you can drive. Expect a daytime high around 60°F in October, and nighttime lows around 40°F. Wrap up your sightseeing on the 24th (Sun) to allow time to drive to Stowe.
more
Parks · Nature · Museums · Breweries & Distilleries
Side Trips

Stowe — 7 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.
Eschew the tourist crowds and head to Toll Rd and Bingham Falls. Venture out of the city with trips to Hope Cemetery (in Barre), Boyden Valley Winery & Spirits (in Cambridge) and Montpelier (Camel's Hump, Vermont Historical Society Museum, &more). And it doesn't end there: take in the views from Gold Brook Covered Bridge (Emily's Covered Bridge), walk around Red Rocks Park, sample the tasty concoctions at Zero Gravity Craft Brewery, and stop by Laughing Moon Chocolates.

For more things to do, where to stay, ratings, and tourist information, use the Stowe itinerary planner.

Drive from Saint Johnsbury to Stowe in 1.5 hours. Alternatively, you can drive. In October, daily temperatures in Stowe can reach 60°F, while at night they dip to 39°F. Wrap up your sightseeing on the 31st (Sun) to allow time to fly back home.
more
Parks · Nature · Breweries & Distilleries · Shopping
Side Trips

Vermont travel guide

4.5
Gift & Specialty Shops · Ski Areas · Historic Sites
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.
more