Top Chalets in Middlebury in 2026

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Learn more about Middlebury

Nestled between the Green Mountains and Lake Champlain, this college town offers Vermont's best fall foliage and maple syrup tasting. Hike the Trail Around Middlebury for valley views, then explore the historic city centre where local artisans sell crafts at the farmers' market.

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A river with a waterfall, a stone bridge, and buildings in the background.

Top reviews in Middlebury

Swift House Inn

Middlebury

10/10 Excellent

Anonymous traveller

A small, two-story building with a red roof and a yellow front.

Middlebury Sweets Motel

Middlebury

10/10 Excellent

Cristina

A white building with green shutters and a sign that reads "Storeham Inn."

Shoreham Inn

Shoreham

10/10 Excellent

Alistair

A two-story house with a porch, a guest entrance sign, and two flags.

Mad River Inn

Waitsfield

10/10 Excellent

Emma

A large, two-story house with a driveway leading to a garage, surrounded by a well-maintained lawn and autumn-colored trees.

The Lilac Inn

Brandon

10/10 Excellent

Rosina

A red house with a deck, surrounded by a well-maintained garden and two flags.

White Horse Lodge

Waitsfield

10/10 Excellent

From the second the booking was made we could not have been happier. A PDF with details of everything you would need to know. I have a disability so was sent easy access instructions for the lodge. The room was fabilous. Clean, really well appointed with a great bathroom. Really comfy bed great pillows. This is not a huge room BUT has more than enough for a GREAT STAY Also as much coffee and tea as you could eish to drink! Want breakfast? Taje the advice of the Lodge and travel 7minutes to...

Catherine