A log cabin with red shutters and a small porch.

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Check availability on Middlebury Hotels with a Pool

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Middlebury hotels with a pool

An indoor swimming pool with two striped lounge chairs, a potted plant, and a sign indicating pool capacity.

1. Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center
3.5 star property
Middlebury
9.6 out of 10, Exceptional, (1,006 reviews)
"Wonderful stay!!"
United States
Steve
The price is AED 393
AED 441 total
includes taxes & fees
15 Nov - 16 Nov
Essenhaus Inn & Conference Center
An indoor swimming pool with clear water, a tiled deck, and a view of the outdoors through large windows.

2. Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury
2.5 star property
Middlebury
8.2 out of 10, Very good, (1,000 reviews)
"Very clean hotel, close to Das Dutchman Essenhaus and a really nice quaint town."
Canada
Scott
The price is AED 418
AED 469 total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Middlebury
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

Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

8/10 Good
"…"
Alice 1-night trip
Posted 2 days ago
Farmstead Inn & Conference Center

Frequently asked questions

What are some hotels with pools in Middlebury?
Essenhaus Inn & Conference Center: Features daily, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Middlebury: Offers a snack bar/deli, an indoor pool, and buffet. Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury: Offers buffet, an indoor pool, and free self parking. Van Buren Hotel: Features a children's pool, an indoor pool, and buffet. Farmstead Inn & Conference Center: Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Middlebury?
Make a point to visit attractions like Stone Lake and Deutsch Kase Haus. During your stay, check out sights such as Meadow Valley Golf Club, Brokesha Lake, and Middlebury Public Library. You'll also discover lots of options for restaurants in Middlebury.
When is the best time to book a hotel with a pool in Middlebury?
Taking into account the local weather in Middlebury is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Middlebury is 45 inches.