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Search Hotels with Pool in Middlebury

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Check availability on Middlebury Hotels with Pool

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Middlebury hotels with a pool

Indoor pool
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center
3.5 star property
Middlebury
9.8 out of 10, Exceptional, (1000)
"Everything was great my family & I have been going there for years.The atmosphere is just wonderful highly recommend it."
United States
Elsa
Essenhaus Inn & Conference Center
Indoor pool
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury
2.5 star property
Middlebury
8.4 out of 10, Very good, (1002)
"Clean room, friendly staff,pool area was great. "
United States
Steven T
The price is ฿3,418
฿3,828 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Middlebury
Indoor pool, pool loungers
Blue Gate Garden Inn

Blue Gate Garden Inn

Blue Gate Garden Inn
2.5 star property
Shipshewana
9.6 out of 10, Exceptional, (1418)
"It’s a great place to stay."
United States
Donna
Blue Gate Garden Inn
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
La Quinta Inn & Suites by Wyndham Elkhart

La Quinta Inn & Suites by Wyndham Elkhart

La Quinta Inn & Suites by Wyndham Elkhart
3.0 star property
Elkhart
7.6 out of 10, Good, (1002)
"Everything good, and clean I really recommend this hotel"
United States
Yony
The price is ฿2,115
฿2,369 total
includes taxes & fees
4 Jan - 5 Jan 2026
La Quinta Inn & Suites by Wyndham Elkhart
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Comfort Suites Elkhart North

Comfort Suites Elkhart North

Comfort Suites Elkhart North
2.5 star property
Elkhart
8.6 out of 10, Excellent, (477)
"nice place, comfortable bed, friendly service "
United States
Henry
The price is ฿2,100
฿2,352 total
includes taxes & fees
25 Dec - 26 Dec
Comfort Suites Elkhart North
Indoor pool
Van Buren Hotel

Van Buren Hotel

Van Buren Hotel
4.0 star property
Shipshewana
9.2 out of 10, Wonderful, (1334)
"Amazing stay and welcoming staff. "
United States
Aimee
Van Buren Hotel
Indoor pool, pool loungers
Brook Pointe Inn

Brook Pointe Inn

Brook Pointe Inn
2.0 star property
Syracuse
8.4 out of 10, Very good, (403)
"The room was clean, the breakfast food was great, the pool is awesome, the staff are friendly and great, and the area is safe and beautiful. "
United States
Eric
Brook Pointe Inn
Indoor pool
Hampton Inn Sturgis-Lagrange Area

Hampton Inn Sturgis-Lagrange Area

Hampton Inn Sturgis-Lagrange Area
2.5 star property
Sturgis
8.4 out of 10, Very good, (377)
"Loved our stay"
United States
June
The price is ฿3,290
฿3,488 total
includes taxes & fees
31 Dec - 1 Jan 2026
Hampton Inn Sturgis-Lagrange Area
Indoor pool
Holiday Inn Express Howe by IHG

Holiday Inn Express Howe by IHG

Holiday Inn Express Howe by IHG
2.5 star property
Howe
9.0 out of 10, Wonderful, (596)
"We really enjoyed our stay! The room was very clean, and the staff was very courteous, polite and helpful. "
United States
Leon
The price is ฿3,142
฿3,613 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Howe by IHG
Indoor pool
Best Western Plus Howe Inn

Best Western Plus Howe Inn

Best Western Plus Howe Inn
2.5 star property
Howe
9.0 out of 10, Wonderful, (937)
"Comfortable beds. Bacon at breakfast one morning. Yummy!"
United States
David
The price is ฿3,093
฿3,557 total
includes taxes & fees
26 Dec - 27 Dec
Best Western Plus Howe Inn
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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Top Middlebury Hotel Reviews

Frequently asked questions

What are some hotels with pools in Middlebury?
Hampton Inn & Suites Middlebury: Features a snack bar/deli, an indoor pool and buffet. Essenhaus Inn & Conference Center: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. The Wellington Cottage: Provides buffet, an indoor pool and free self parking. Blue Gate Garden Inn: Features buffet, an indoor pool and free self parking. Van Buren Hotel: Features daily, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Middlebury?
Make a point to visit attractions such as Stone Lake and Deutsch Kase Haus. During your stay, visit sights such as Meadow Valley Golf Club, Middlebury Public Library and Middlebury Community Historical. 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 the local weather in Middlebury into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Middlebury is 1139 mm.