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Nov 13 - Nov 15
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Nov 20 - Nov 22
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Dec 4 - Dec 6
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Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Middlebury

A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.

1. Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1,003 reviews)
"Very nice historic Inn."
United States
Bret
The price is CA $172
CA $189 total
includes taxes & fees
Dec 9 - Dec 10
Middlebury Inn
A large, multi-story hotel with a covered entrance and multiple windows.

2. Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (621 reviews)
"A bit far from the center of town but very clean and well maintained."
United States
Richard
The price is CA $189
CA $208 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard Middlebury
A large, multi-story house with a sign for 'Swift House Inn' indicating it is a lodging establishment.

3. Swift House Inn

Swift House Inn
3.0 star property
Middlebury
9.6 out of 10, Exceptional, (375 reviews)
"Fantastic place, wish we had been able to stay longer!!"
United States
Susan
The price is CA $291
CA $320 total
includes taxes & fees
Nov 9 - Nov 10
Swift House Inn
A small, two-story building with a red roof and a yellow front.

4. Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (414 reviews)
"The room was absolutely adorable and cozy, and looked recently renovated. It was great!"
United States
David
The price is CA $138
CA $152 total
includes taxes & fees
Nov 9 - Nov 10
Middlebury Sweets Motel
A purple door with a wreath, a mailbox, and a window above it.

5. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is CA $192
CA $483 total
includes taxes & fees
Nov 9 - Nov 10
Purple Door Cottage in the heart of Middlebury!
A multi-story building with a blue facade, large windows, and a ground-floor storefront.

6. Bristol Suites

Bristol Suites
2.5 star property
Bristol
9.6 out of 10, Exceptional, (205 reviews)
"Charming hotel and great location."
United States
Hayden
The price is CA $247
CA $269 total
includes taxes & fees
Nov 9 - Nov 10
Bristol Suites
A two-story house with a front porch, a small attached garage, and a well-maintained lawn.

7. Charming one bedroom just minutes to Middlebury!

Charming one bedroom just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Lovely unit, clean, well equipped, quiet location"
United States
Jane
The price is CA $116
CA $308 total
includes taxes & fees
Nov 9 - Nov 10
Charming one bedroom just minutes to Middlebury!
Front of property

8. Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (736 reviews)
"Very unique and well maintained/restored historic property. It's a cool place."
United States
Amy
The price is CA $158
CA $174 total
includes taxes & fees
Nov 17 - Nov 18
Brandon Inn
A white building with green shutters and a sign that reads "Storeham Inn."

9. Shoreham Inn

Shoreham Inn
3.0 star property
Shoreham
9.8 out of 10, Exceptional, (189 reviews)
"Very nice owner and staff. Bar/dining area cozy. Generous breakfast potions."
United States
Ted
The price is CA $281
CA $306 total
includes taxes & fees
Nov 9 - Nov 10
Shoreham Inn
A covered parking area with a car inside, a picnic table, and a building with a sloped roof.

10. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is CA $165
CA $408 total
includes taxes & fees
Nov 9 - Nov 10
Gracious two bedroom just minutes to Middlebury!
A two-story wooden house with a covered porch and a large window with a decorative wheel.

11. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (97 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is CA $188
CA $280 total
includes taxes & fees
Nov 22 - Nov 23
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A quaint house with a white fence, surrounded by lush greenery and a well-maintained lawn.

12. Strong House Inn

Strong House Inn
3.0 star property
Vergennes
9.4 out of 10, Exceptional, (93 reviews)
"Owners are very friendly and helpful with local suggestions, breakfast was amazing!"
United States
Anne
The price is CA $326
CA $358 total
includes taxes & fees
Nov 21 - Nov 22
Strong House Inn
A log cabin-style building with a porch, multiple windows, and a small seating area.

13. Super 8 by Wyndham Ticonderoga

Super 8 by Wyndham Ticonderoga
2.5 star property
Ticonderoga
8.0 out of 10, Very good, (1,000 reviews)
"Clean room and helpful staff. Good bargain for the price, and I highly recommend this hotel."
United States
Mark
The price is CA $83
CA $94 total
includes taxes & fees
Nov 16 - Nov 17
Super 8 by Wyndham Ticonderoga
A covered porch with two chairs and a table, overlooking a grassy yard and a white house with a number '14' on the side.

14. Circle Court Motel

Circle Court Motel
2.5 star property
Ticonderoga
8.6 out of 10, Excellent, (474 reviews)
"Room was very clean and comfortable."
United States
Judith
The price is CA $123
CA $139 total
includes taxes & fees
Dec 1 - Dec 2
Circle Court Motel
A snow-covered house with a lit entrance and a small outdoor light feature.

15. Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is CA $126
CA $307 total
includes taxes & fees
Nov 9 - Nov 10
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A red house with a deck, surrounded by a well-maintained garden and two flags.

16. White Horse Lodge

White Horse Lodge
3.0 star property
Waitsfield
9.4 out of 10, Exceptional, (1,008 reviews)
"Great little inn. We enjoyed the common room area and free coffee."
United States
Xinghan
The price is CA $221
CA $249 total
includes taxes & fees
Nov 9 - Nov 10
White Horse Lodge
A two-story house with a porch, surrounded by trees.

17. Inn at Neshobe River

Inn at Neshobe River
3.0 star property
Brandon
9.8 out of 10, Exceptional, (28 reviews)
"Cozy inn with great innkeepers and outstanding breakfast. Loved our room and our conversations with the innkeepers."
United States
John
The price is CA $247
CA $272 total
includes taxes & fees
Nov 10 - Nov 11
Inn at Neshobe River
A large, modern house with a prominent wooden structure and stone foundation.

18. Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites
2.5 star property
Ticonderoga
8.4 out of 10, Very good, (814 reviews)
"If you're going to Ticonderoga, this is a nice, clean place with all the basics. The staff was nice and we were pleased with our stay."
United States
Kent
The price is CA $267
CA $302 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Plus Ticonderoga Inn & Suites
A red barn in a forested area with mountains in the background.

19. Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Ripton
9.8 out of 10, Exceptional, (7 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
The price is CA $324
CA $394 total
includes taxes & fees
Nov 28 - Nov 29
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
A log cabin with a gravel driveway leading to it, surrounded by dense forest.

20. Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is CA $365
CA $476 total
includes taxes & fees
Nov 9 - Nov 10
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

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 downtown where local artisans sell crafts at the farmers' market.

See all hotels in Middlebury
A river with a waterfall, a stone bridge, and buildings in the background.
Photo by David Alpert
Open Photo by David Alpert

Top reviews in Middlebury

A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.
Middlebury Inn

Middlebury Inn

Middlebury Inn
Middlebury

10/10 Excellent

Always a good experience
Canada
Russell
Reviewed September 17, 2026
Middlebury Inn

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