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 Pool

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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, (375 reviews)
"Fantastic place, wish we had been able to stay longer!!"
United States
Susan
The price is 5.309.548 ₫
5.840.503 ₫ total
includes taxes & fees
11 Nov - 12 Nov
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, (1,005 reviews)
"Very nice historic Inn."
United States
Bret
The price is 3.338.755 ₫
3.672.631 ₫ total
includes taxes & fees
1 Dec - 2 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, (620 reviews)
"A bit far from the center of town but very clean and well maintained."
United States
Richard
The price is 3.454.684 ₫
3.800.153 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Courtyard Middlebury
A hotel room with two beds, a TV, and framed pictures on the wall.

4. Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (413 reviews)
"The room was absolutely adorable and cozy, and looked recently renovated. It was great!"
United States
David
The price is 2.805.482 ₫
3.086.030 ₫ total
includes taxes & fees
5 Nov - 6 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

Frequently asked questions

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, 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 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.