A wooden pier extending into a lake, surrounded by lush greenery and a prominent lighthouse on a small island.

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Check availability on Middlebury Hotels with a Pool

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Middlebury hotels with a pool

A large house with a swimming pool, a fenced yard, and a well-lit entrance.
Front of property
A garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.
A paved patio with outdoor furniture, a decorative garden bed, and a white fence.

1. Brandon Inn

Brandon Inn
Brandon
  • Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
₩184,820
₩203,303 total
includes taxes & fees
Oct 22 - Oct 23
Brandon Inn
A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.
A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.
A modern gym with a large window, wooden paneling, and illuminated vertical lights.
A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.

2. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
  • Soak in Vermont's magic with eight bubbling hot tubs amid natural splendor at Emrose.
₩243,718
₩275,402 total
includes taxes & fees
Oct 21 - Oct 22
Emrose Luxury Cabins
A swimming pool with clear water, surrounded by lounge chairs and a fence.
A buffet table with various food items and colorful plates, set up near a lake with a tent in the background.
A lakeside view with docked boats, a sunset, and Adirondack chairs.
A cozy living room with a leather couch, a patterned armchair, a small table with a lamp, and large windows offering a view of trees and a body of water.

3. Basin Harbor

Basin Harbor
Vergennes
  • Lively poolside oasis with private marina and golf course offers sun-soaked aquatic adventures.
₩274,759
₩299,487 total
includes taxes & fees
Oct 1 - Oct 2
Basin Harbor
An indoor swimming pool with clear blue water, a diving board, and a lifeguard chair.
A bar area with wooden bar counters, stools, and tables. There are bottles and glasses on the shelves, and a television mounted on the wall.
A large, modern house with a prominent wooden structure and stone foundation.
A Best Western Plus hotel with a covered outdoor area and a stone facade.

4. Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites
Ticonderoga
  • Dive into year-round aquatic bliss with an indoor pool and relaxing hot tub retreat.
₩338,484
₩382,486 total
includes taxes & fees
Oct 1 - Oct 2
Best Western Plus Ticonderoga Inn & Suites
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Choose what matters most at hotels with a pool in Middlebury

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middlebury Hotel Reviews

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

10/10 Excellent
"Awesome!"
Patricia 4-night trip
Posted 2 days ago
The Mountain Top Inn & Resort
Basin Harbor

Basin Harbor

10/10 Excellent
"If you’ve ever wished you could go to a resort like Kellerman’s in the movie “Dirty Dancing”, this is the place! Accommodations are charming, the staff is friendly and helpful, and the views of the lake are gorgeous. No Patrick Swayze dance lessons but you can’t have everything."
Tracie 1-night trip
Posted 3 days ago
Basin Harbor

Frequently asked questions

What are some accommodations with pools in Middlebury?
Middlebury Inn: Offers 8 hot tubs, a seasonal outdoor pool, and a sauna. Courtyard Middlebury: Provides a snack bar/deli, a seasonal outdoor pool, and daily. Swift House Inn: Features a private beach, a seasonal outdoor pool, and daily. Middlebury Sweets Motel: Offers 3 restaurants, an outdoor pool, and 2 hot tubs. Emrose Luxury Cabins: Resort, 1-minute walk from Green Mountain National Forest. Offers a private beach, a seasonal outdoor pool, and a sauna.
What is there to see and do in Middlebury?
Make a point to visit attractions like Green Mountain National Forest and Vermont Folklife Center. Discover sights such as UVM Morgan Horse Farm, Town Hall Theater, and Henry Sheldon Museum of Vermont History during your stay. The restaurants and historic landmarks are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Middlebury?
Taking into account the local weather in Middlebury can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Middlebury are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.

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