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

Our top choices for Middlebury hotels with a pool

A large, multi-story house with a sign for 'Swift House Inn' indicating it is a lodging establishment.

1. Swift House Inn

Swift House Inn
3.0 star property
Middlebury
9.6 out of 10, Exceptional, (376 reviews)
"Fantastic place, wish we had been able to stay longer!!"
United States
Susan
The price is SAR 773
SAR 851 total
includes taxes & fees
10 Dec - 11 Dec
Swift House Inn
A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.

2. Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1,001 reviews)
"Very nice historic Inn."
United States
Bret
The price is SAR 540
SAR 594 total
includes taxes & fees
10 Dec - 11 Dec
Middlebury Inn
A large, multi-story hotel with a covered entrance and multiple windows.

3. Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (622 reviews)
"A bit far from the center of town but very clean and well maintained."
United States
Richard
The price is SAR 537
SAR 591 total
includes taxes & fees
29 Nov - 30 Nov
Courtyard Middlebury
A grocery store aisle with candy dispensers and bulk bins.

4. Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (414 reviews)
"Cute motel-clean and well-maintained. Only complaint is that the bed was too soft."
United States
Jane
The price is SAR 450
SAR 495 total
includes taxes & fees
15 Nov - 16 Nov
Middlebury Sweets Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Middlebury

Breakfast included
Hot tub

Top Middlebury Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

8/10 Good
"😊……………………………..&&&&&&&&&&&&&&"
Ellen 2-night trip
Posted 4 days ago
Courtyard Middlebury

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.