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

Find Hotels with a Pool in Middlebury, VT

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Check availability on Middlebury Hotels with a Pool

Tonight
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
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.
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.
$126 nightly
$138 total
Sep 13 - Sep 14
Total with taxes and fees
Brandon Inn
A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.
A modern living room with a sofa, two round tables, a fireplace, and a television.
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.
$165 nightly
$181 total
Sep 13 - Sep 14
Total with taxes and fees
Emrose Luxury Cabins
An indoor swimming pool with wooden beams, clear windows, and a tiled floor.
A modern bathroom with a white sink, toilet, and shower. There are blue walls and a wooden vanity.
A stone fire pit surrounded by Adirondack chairs in a grassy outdoor area with trees and mountains in the background.
A modern living room with two sofas, a coffee table, and a dining area.

3. Bridges Resort

Bridges Resort
Warren
  • Year-round aquatic enjoyment: indoor pool, seasonal outdoor pool, and hot tub near tennis courts.
$347 nightly
$378 total
Sep 13 - Sep 14
Total with taxes and fees
Bridges Resort
A hotel with a swimming pool, outdoor seating, and a building with multiple balconies.
A living room with a fireplace, a bookshelf, and a dining area with chairs.
A bedroom with a bed, nightstand, dresser, and a large mirror.
A hotel lobby with seating areas, a reception desk, and framed pictures on the walls.

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

Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking
Warren
$198 nightly
$222 total
Sep 9 - Sep 10
Total with taxes and fees
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 well-maintained lawn with a small building, surrounded by trees and a clear sky.
A bedroom with a bed, bedside table, lamp, dresser, mirror, and a window with curtains.

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

Four Season Condo: seasonal pool, ski, hike & golf
Warren
$229 nightly
$257 total
Sep 9 - Sep 10
Total with taxes and fees
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 hallway with a wooden wall, a bench, a door, and a small table with a basket.
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
$314 nightly
$352 total
Sep 12 - Sep 13
Total with taxes and fees
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 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.

7. Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
$286 nightly
$321 total
Sep 12 - Sep 13
Total with taxes and fees
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 room with large windows, a stone wall, and a wooden ceiling.
A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.

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.
$276 nightly
$301 total
Sep 9 - Sep 10
Total with taxes and fees
The Mountain Top Inn & Resort
A backyard with a swimming pool, a lounge chair, and a small shed.
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.
A spacious room with a large window, a beige sofa, a wooden dining table, and a small coffee table.

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

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
$198 nightly
$222 total
Sep 9 - Sep 10
Total with taxes and fees
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 modern kitchen with white cabinets, a stainless steel refrigerator, a glass island with bar stools, and a dining table with chairs.
A multi-story building with a gravel driveway and parked cars.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with stools.

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
$230 nightly
$258 total
Sep 14 - Sep 15
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
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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

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 10 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 13 days ago
The Mountain Top Inn & Resort
Basin Harbor

Basin Harbor

10/10 Excellent
"Stayed here for two weeknights mid-ish August 2026. Service was really great. Very professional and courteous. The rooms were nice enough. Ours was pretty spacious with a balcony with not much of a view (guess that is what you get for only $400/night). Pretty pricey during summer time. That said, the setting and grounds are spectacular. As they stress, a very traditional NE summer resort. We did not eat there at all and didn't partake of much of the entertainment they had to offer, but my daughters loved the ambiance, the historical buildings, the sunsets, and scenery. While we didn't partake of much of the entertainment, we could see it all around us. Regret is not spending enough time here (we treated it more like a hotel than a resort)."
James 2-night trip
Posted 2 weeks 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: 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.

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