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
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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 garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.
Front of property
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.
AED 465
AED 511 total
includes taxes & fees
1 Nov - 2 Nov
Brandon Inn
An indoor swimming pool with clear blue water, a diving board, and a lifeguard chair.
A Best Western Plus hotel with a covered outdoor area and a stone facade.
A lobby with a leather sofa, a round coffee table, a stone fireplace, and a reception desk.
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.
AED 694
AED 784 total
includes taxes & fees
27 Oct - 28 Oct
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 modern living room with a sofa, two round tables, a fireplace, and a television.
A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.

3. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
  • Soak in Vermont's magic with eight bubbling hot tubs amid natural splendor at Emrose.
AED 661
AED 747 total
includes taxes & fees
27 Oct - 28 Oct
Emrose Luxury Cabins
A red building with a pool and a snow-covered roof.
A view from a window overlooking a snowy town with buildings and a mountain in the background.
A traditional red building with a central rotunda and surrounding red brick structures.
A red brick building with multiple windows and balconies, surrounded by snow.

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.
AED 1,012
AED 1,214 total
includes taxes & fees
2 Nov - 3 Nov
Clay Brook Hotel
An indoor swimming pool with wooden beams, clear windows, and a tiled floor.
A dining area with a wooden table and chairs, a chandelier, and large windows with a view of trees.
A wooden deck with a metal bridge overhead, leading to a lush green forest.
A circular outdoor seating area with wooden chairs and a central fire pit.

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

Renovated Bridges condo with fireplace, balcony and new bathrooms
Warren
AED 579
AED 1,550 total
includes taxes & fees
27 Oct - 28 Oct
Renovated Bridges condo with fireplace, balcony and new bathrooms
A swimming pool with lounge chairs, a wooden deck, and a building with large windows in the background.
A stone fire pit surrounded by Adirondack chairs in a grassy outdoor area with trees and mountains in the background.
A bedroom with a wooden bed, a white door, and a hallway leading to a wooden wall.
A living room with a fireplace, sofas, a coffee table, and a bookshelf.

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

The Bridges condo with forested views, three pools and two saunas
Warren
AED 247
AED 1,301 total
includes taxes & fees
27 Oct - 28 Oct
The Bridges condo with forested views, three pools and two saunas
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.
A bathroom with a shower, toilet, and towel rack.
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
AED 247
AED 1,182 total
includes taxes & fees
27 Oct - 28 Oct
Light-filled Bridges condo overlooking the mountains, by the free shuttle
A rectangular swimming pool with a concrete deck, surrounded by trees and a fence.
A living room with a sofa, a patterned armchair, a small wooden table, and a lamp.
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 fireplace, a television mounted on the wall, and a balcony with outdoor furniture.

8. 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
AED 274
AED 1,116 total
includes taxes & fees
27 Oct - 28 Oct
Out to Lunch trail ski-in/ski-out condo with balcony and heated pool
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 modern kitchen with white cabinets, a stainless steel refrigerator, a glass island with bar stools, and a dining table with chairs.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.
A patio with a red Adirondack chair, a small table, and a black metal fence enclosing a swimming pool.

9. 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
AED 189
AED 951 total
includes taxes & fees
27 Oct - 28 Oct
Mountainside 63 first-floor ski-in/ski-out condo with garden-level patio
An outdoor hot tub with a wooden deck and string lights, surrounded by trees.
A wooden interior with a loft bedroom, a staircase, and a window.
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.
Exterior view of the front of the cabin

10. 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.
AED 322
AED 1,381 total
includes taxes & fees
12 Nov - 13 Nov
Beautiful brand new cabin one minute from Sugarbush Resort
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.