A lakeside scene with a wooden dock, a blue canoe, and a rocky shoreline.

Find Hotels with a Pool in Middlebury, VT from CA $168

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Hotels with a Pool

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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 long corridor with tables and chairs, large windows, and a ceiling fan.
A garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.

1. Brandon Inn

Brandon Inn
Brandon
  • Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
CA $153
CA $168 total
includes taxes & fees
Sep 13 - Sep 14
Brandon Inn
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.

2. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
  • Soak in Vermont's magic with eight bubbling hot tubs amid natural splendour at Emrose.
CA $223
CA $252 total
includes taxes & fees
Sep 13 - Sep 14
Emrose Luxury Cabins
An indoor swimming pool with wooden beams, clear windows, and a tiled floor.
A modern living room with two sofas, a coffee table, and a dining area.
A modern bathroom with a white sink, toilet, and shower. There are blue walls and a wooden vanity.
A modern kitchen with a central island, built-in appliances, and a dining area with a view.

3. Bridges Resort

Bridges Resort
Warren
  • Year-round aquatic enjoyment: indoor pool, seasonal outdoor pool, and hot tub near tennis courts.
CA $247
CA $542 total
includes taxes & fees
Sep 13 - Sep 14
Bridges Resort
A hotel with a swimming pool, outdoor seating, and a building with multiple balconies.
A hotel lobby with seating areas, a reception desk, and framed pictures on the walls.
A bedroom with a bed, nightstand, dresser, and a large mirror.
A living room with a fireplace, a bookshelf, and a dining area with chairs.

4. Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking

Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking
Warren
CA $132
CA $307 total
includes taxes & fees
Sep 10 - Sep 11
Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking
A fenced backyard with a swimming pool, a small shed, and a grassy lawn.
A laundry room with two stacked washers and dryers, a wooden counter, and a fluorescent light.
A bedroom with a bed, bedside table, lamp, dresser, mirror, and a window with curtains.
A spacious living room with a large window, a dining area, and a leather sofa.

5. Four Season Condo: seasonal pool, ski, hike & golf

Four Season Condo: seasonal pool, ski, hike & golf
Warren
CA $132
CA $354 total
includes taxes & fees
Sep 10 - Sep 11
Four Season Condo: seasonal pool, ski, hike & golf
A swimming pool with lounge chairs, a wooden deck, and a building with large windows in the background.
A bedroom with a wooden bed, a white door, and a hallway leading to a wooden wall.
A stone fire pit surrounded by Adirondack chairs in a grassy outdoor area with trees and mountains in the background.
A living room with a fireplace, sofas, a coffee table, and a bookshelf.

6. Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Warren
CA $93
CA $488 total
includes taxes & fees
Sep 13 - Sep 14
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
An indoor swimming pool with wooden beams, clear windows, and a tiled floor.
An outdoor seating area with Adirondack chairs and a fire pit, surrounded by a grassy lawn and trees.
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. Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
CA $93
CA $443 total
includes taxes & fees
Sep 13 - Sep 14
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
A pool area with a wooden building, outdoor seating, and umbrellas.
A lodge with a fire pit, outdoor seating, and a covered area with string lights.
A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.
A spacious room with large windows, a stone wall, and a wooden ceiling.

8. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
  • Lakeside resort oasis offers pool lounging with mountain vistas, after thrilling ski adventures.
CA $381
CA $415 total
includes taxes & fees
Sep 10 - Sep 11
The Mountain Top Inn & Resort
A backyard with a swimming pool, a lounge chair, and a small shed.
A spacious room with a large window, a beige sofa, a wooden dining table, and a small coffee table.
A grassy area with a pathway leading to a building with multiple windows and a covered porch.
A backyard with a fire pit, three Adirondack chairs, and a motorcycle parked in the background.

9. Four Season Condo: ski, hike, mountain bike & seasonal pool

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
CA $132
CA $307 total
includes taxes & fees
Sep 10 - Sep 11
Four Season Condo: ski, hike, mountain bike & seasonal 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 multi-story building with a gravel driveway and parked cars.
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, a glass island with bar stools, and a dining table with chairs.

10. Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
CA $71
CA $357 total
includes taxes & fees
Sep 14 - Sep 15
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
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

Basin Harbor

Basin Harbor

10/10 Excellent
"Wonderful property with everything you need just a walk away. So much charm and character throughout the property along with a very attentive and helpful staff. We really enjoyed our stay as a family with a 15 month old and a dog who loves to swim!"
Zachary 3-night trip
Posted 2 hours ago
Basin Harbor
Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"It was a very convenient location. There is a restaurant/bar, which was nice. The woman at the desk was incredibly friendly and helpful. We were very pleased with our stay and would stay there again."
Nancy 2-night trip
Posted 11 days ago
Courtyard Middlebury
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

10/10 Excellent
"Beautiful relaxed setting. Gorgeous views. Perfect combination of activities vs. simply relaxing. My only complaint was that the restaurant menu was somewhat limiting. It would have been nice to have more varied options and more vegetarian options for lunch vs. dinner"
Laura 3-night trip
Posted 2 weeks ago
The Mountain Top Inn & Resort

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: Hotel located near Lake George. Provides daily, an indoor pool, and complimentary wired internet access.
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, Henry Sheldon Museum of Vermont History, and Kevin P. Mahaney '84 Center for the Arts 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.

Explore a world of travel with Expedia