8 days in Vermont Itinerary

8 days in Vermont Itinerary

Created using Inspirock Vermont trip planner
Make it your trip
Drive
1
Brattleboro
— 1 night
Drive
2
Wilmington
Drive
3
Bennington
— 3 nights
Drive
4
Manchester
— 2 nights
Drive
5
Dorset
— 1 day
Drive
6
Weston
Drive
7
Ludlow
— 1 night
Drive
8
Grafton
Drive

S M T W T F S
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Brattleboro — 1 night

Brattleboro, originally Brattleborough, is a town in Windham County, Vermont, United States. Your day by day itinerary now includes Retreat Farm as well as Robb Family Farm. On the 5th (Mon), experience rural life at Robb Family Farm and then relax in the rural setting at Retreat Farm.

To find where to stay, photos, more things to do, and other tourist information, you can read our Brattleboro travel route planner.

Albany to Brattleboro is an approximately 2-hour car ride. Traveling from Albany in July, Brattleboro is little chillier at night with lows of 59°F. On the 6th (Tue), you'll have the morning to explore before heading off to Wilmington.
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Parks · Nature
Side Trip
Find places to stay Jul 5 — 6:

Wilmington

Wilmington is a town in Windham County, Vermont, United States. To find maps, reviews, traveler tips, and tourist information, refer to the Wilmington online vacation planner.

Traveling by car from Brattleboro to Wilmington takes an hour. Alternatively, you can drive. In July, daily temperatures in Wilmington can reach 80°F, while at night they dip to 59°F. On the 6th (Tue), you'll travel to Bennington.
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Outdoors · Parks · Tours · Nature
Find places to stay Jul 6 — 7:

Bennington — 3 nights

Bennington is a town in Bennington County, Vermont, in the United States. Your day by day itinerary now includes Sugar Shack as well as Bennington Battlefield State Historic Site. There's still lots to do: pause for some photo ops at Bennington Battle Monument.

For other places to visit, traveler tips, reviews, and tourist information, read Bennington travel route builder app.

Bennington is very close to Wilmington. In July in Bennington, expect temperatures between 81°F during the day and 58°F at night. Wrap up your sightseeing by early afternoon on the 9th (Fri) to allow enough time to drive to Manchester.
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Shopping · Historic Sites · Parks · Nature
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Find places to stay Jul 6 — 9:

Manchester — 2 nights

Manchester is a town in, and one of two shire towns (county seats) of, Bennington County, Vermont, United States. Your day by day itinerary now includes Stratton Mountain, Hildene, The Lincoln Family Home and The American Museum of Fly Fishing. Kick off your visit on the 9th (Fri): identify plant and animal life at Equinox Preservation Trust, then examine the collection at The American Museum of Fly Fishing, and then take an in-depth tour of Hildene, The Lincoln Family Home. Here are some ideas for day two: stop by Northshire Bookstore, take your sightseeing to a higher altitude at Bromley Mountain, and then fly down the slopes at Stratton Mountain.

For maps, other places to visit, ratings, and more tourist information, use the Manchester road trip planner.

Drive from Bennington to Manchester in an hour. Alternatively, you can take a bus. In July, plan for daily highs up to 81°F, and evening lows to 58°F. Wrap up your sightseeing on the 11th (Sun) to allow time to drive to Dorset.
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Parks · Museums · Outdoors · Winter Sports
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Find places to stay Jul 9 — 11:

Dorset — 1 day

Dorset is a town in Bennington County, Vermont, United States. On the 11th (Sun), admire the majestic nature at Emerald Lake State Park and then take in the awesome beauty at Equinox Mountain.

To find more things to do, where to stay, reviews, and other tourist information, you can read our Dorset day trip planning site.

Dorset is just a stone's throw from Manchester. July in Dorset sees daily highs of 79°F and lows of 59°F at night. Wrap up your sightseeing by early afternoon on the 11th (Sun) to allow enough time to drive to Weston.
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Find places to stay Jul 11 — 12:

Weston

Weston is a town in Windsor County, Vermont, United States. You've now added Vermont Country Store to your itinerary. Start off your visit on the 11th (Sun): look for gifts at Vermont Country Store.

To see other places to visit, photos, maps, and tourist information, go to the Weston trip builder website.

Drive from Dorset to Weston in an hour. Alternatively, you can drive. In July in Weston, expect temperatures between 82°F during the day and 58°F at night. Cap off your sightseeing on the 11th (Sun) early enough to go by car to Ludlow.
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Shopping
Find places to stay Jul 11 — 12:
Highlights from your trip

Ludlow — 1 night

You've now added Okemo Mountain Resort to your itinerary.

To see more things to do, traveler tips, and tourist information, go to the Ludlow vacation website.

Ludlow is just a stone's throw from Weston. In July in Ludlow, expect temperatures between 82°F during the day and 58°F at night. On the 12th (Mon), wrap the sightseeing up by early afternoon so you can drive to Grafton.
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Parks · Outdoors · Winter Sports
Find places to stay Jul 11 — 12:
Highlights from your trip

Grafton

Grafton is a town in Windham County, Vermont, United States. On the 12th (Mon), immerse yourself in nature at Jamaica State Park.

To see other places to visit, maps, and more tourist information, you can read our Grafton road trip planning tool.

Grafton is just a short distance from Ludlow. In July, daytime highs in Grafton are 82°F, while nighttime lows are 58°F. Finish your sightseeing early on the 12th (Mon) to allow enough time to drive back home.
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Parks · Nature
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Find places to stay Jul 12 — 13:
Highlights from your trip

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.
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