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

Find Hotels with a Pool in Middlebury, VT from CA $189

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Check availability on Middlebury Hotels with a Pool

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Middlebury hotels with a pool

A large house with a swimming pool, a fenced yard, and a well-lit entrance.
A paved patio with outdoor furniture, a decorative garden bed, and a white fence.
Front of property
A long corridor with tables and chairs, large windows, and a ceiling fan.

1. Brandon Inn

Brandon Inn
Brandon
  • Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
CA $171
CA $189 total
includes taxes & fees
Nov 2 - Nov 3
Brandon Inn
An indoor swimming pool with clear blue water, a diving board, and a lifeguard chair.
A lobby with a leather sofa, a round coffee table, a stone fireplace, and a reception desk.
A Best Western Plus hotel with a covered outdoor area and a stone facade.
A large, modern house with a prominent wooden structure and stone foundation.

2. 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.
CA $265
CA $299 total
includes taxes & fees
Oct 26 - Oct 27
Best Western Plus Ticonderoga Inn & Suites
A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.
A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.
A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.
A modern living room with a sofa, two round tables, a fireplace, and a television.

3. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
  • Soak in Vermont's magic with eight bubbling hot tubs amid natural splendour at Emrose.
CA $237
CA $268 total
includes taxes & fees
Nov 24 - Nov 25
Emrose Luxury Cabins
A red building with a pool and a snow-covered roof.
A red brick building with multiple windows and balconies, surrounded by snow.
A restaurant with multiple tables set for dining, large windows, and hanging light fixtures.
A view from a window overlooking a snowy town with buildings and a mountain in the background.

4. Clay Brook Hotel

Clay Brook Hotel
Warren
  • Four-season outdoor adventure at Clay Brook Hotel with both indoor and seasonal outdoor pools for year-round swimming.
CA $378
CA $453 total
includes taxes & fees
Nov 3 - Nov 4
Clay Brook Hotel
An outdoor hot tub with a wooden deck and string lights, surrounded by trees.
Exterior view of the front of the cabin
A compact cabin with a bunk bed, a kitchenette, and a wooden interior.
A wooden interior with a kitchen area, a dining table with chairs, a flat-screen TV mounted on the wall, and a framed picture of skiers.

5. Beautiful brand new cabin one minute from Sugarbush Resort

Beautiful brand new cabin one minute from Sugarbush Resort
Warren
  • Mountain skiing paradise with a blissful heated pool, private hot tub, and fire pit lounge for scenic alpine soaks.
Beautiful brand new cabin one minute from Sugarbush Resort
A rectangular swimming pool with a metal ladder, surrounded by a concrete deck. There are picnic tables and a covered area with a roof.
A patio with a red Adirondack chair, a small table, and a black metal fence enclosing a swimming pool.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.
A multi-story building with a gravel driveway and parked cars.

6. Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio

Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
Warren
CA $72
CA $359 total
includes taxes & fees
Oct 26 - Oct 27
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
An indoor swimming pool with wooden beams, clear windows, and a tiled floor.
A modern kitchen with a stone accent wall, wooden cabinets, a built-in dishwasher, and a large island with a sink.
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.
A snow-covered entrance to a building with a 'No Parking Fire Lane' sign, a wooden staircase, and a number '72-77' on the wall.

7. Light-filled Bridges condo overlooking the mountains, by the free shuttle

Light-filled Bridges condo overlooking the mountains, by the free shuttle
Warren
CA $94
CA $446 total
includes taxes & fees
Oct 26 - Oct 27
Light-filled Bridges condo overlooking the mountains, by the free shuttle
A swimming pool with lounge chairs, a wooden deck, and a building with large windows in the background.
A living room with a fireplace, sofas, a coffee table, and a bookshelf.
A hallway with a wooden wall, a bench, a door, and a small table with a basket.
A bedroom with a wooden bed, a white door, and a hallway leading to a wooden wall.

8. The Bridges condo with forested views, three pools and two saunas

The Bridges condo with forested views, three pools and two saunas
Warren
CA $94
CA $490 total
includes taxes & fees
Oct 26 - Oct 27
The Bridges condo with forested views, three pools and two saunas
A rectangular swimming pool with a concrete deck, surrounded by trees and a fence.
A living room with a fireplace, a television mounted on the wall, and a balcony with outdoor furniture.
A residential property with a sloped lawn, a wooden fence, a small wooden structure, and a house with a porch.
A living room with a sofa, a patterned armchair, a small wooden table, and a lamp.

9. Out to Lunch trail ski-in/ski-out condo with balcony and heated pool

Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
Warren
CA $104
CA $421 total
includes taxes & fees
Oct 26 - Oct 27
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
An indoor swimming pool with wooden beams, clear windows, and a tiled floor.
A living room with two sofas, a coffee table, and a dining area in the background.
A circular outdoor seating area with wooden chairs and a central fire pit.
A dining area with a wooden table and chairs, a chandelier, and large windows with a view of trees.

10. Renovated Bridges condo with fireplace, balcony and new bathrooms

Renovated Bridges condo with fireplace, balcony and new bathrooms
Warren
CA $221
CA $585 total
includes taxes & fees
Oct 26 - Oct 27
Renovated Bridges condo with fireplace, balcony and new bathrooms
View all properties

Choose what matters most at hotels with a pool in Middlebury

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middlebury Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"Highly recommend! Beautiful place, spotless rooms and friendly staff. Thoroughly enjoyed it…"
Bruce 2-night trip
Posted 1 day ago
Courtyard Middlebury
Basin Harbor

Basin Harbor

10/10 Excellent
"I had a nice time at the resort my room was nice and clean stuff was helpful and accommodating food was delicious property has two restaurants in a short distance it’s out of the way of big cities so it’s nice and quiet I went there with a specific intend of photographing fall foliage and I got some pretty shots of sunset over the lake Champlain. I will definitely return to this resort again"
Elizabeth 2-night trip
Posted 7 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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