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

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Check availability on Middlebury Hotels with Pool

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

Our top choices for Middlebury hotels with a pool

1. Brandon Inn

Brandon Inn
Brandon
  • Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
Rp1.994.179
Rp2.193.597 total
includes taxes & fees
10 Sept - 11 Sept
Brandon Inn

2. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
  • Soak in Vermont's magic with eight bubbling hot tubs amid natural splendour at Emrose.
Rp2.856.384
Rp3.227.714 total
includes taxes & fees
13 Sept - 14 Sept
Emrose Luxury Cabins

3. Bridges Resort

Bridges Resort
Warren
  • Year-round aquatic enjoyment: indoor pool, seasonal outdoor pool, and hot tub near tennis courts.
Rp3.225.422
Rp7.007.696 total
includes taxes & fees
12 Sept - 13 Sept
Bridges Resort

4. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
  • Lakeside resort oasis offers pool lounging with mountain vistas, after thrilling ski adventures.
Rp4.870.840
Rp5.309.215 total
includes taxes & fees
14 Sept - 15 Sept
The Mountain Top Inn & 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

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
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 accommodation options 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 high-speed (wired) Internet access.
What is there to see and do in Middlebury?
Make a point to visit attractions such as 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 the local weather in Middlebury into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Middlebury are January, March, February and December, with each month seeing an average of 26 cm of snowfall.

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