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Find Hotels with a Pool in Middlebury, IN

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Check availability on Middlebury Hotels with a Pool

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, (1001)
"Great staff Great room Clean pool/spa Great food Great service"
United States
Nathan
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, (1000)
"Our room was clean and very nice!"
United States
Jodie
The price is ￥16,669
￥18,669 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Middlebury
Indoor pool, sun loungers
Blue Gate Garden Inn

Blue Gate Garden Inn

Blue Gate Garden Inn
2.5 star property
Shipshewana
9.6 out of 10, Exceptional, (1421)
"This was our third stay and each time has been great."
United States
Cathy
Blue Gate Garden Inn
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
Comfort Suites Elkhart North

Comfort Suites Elkhart North

Comfort Suites Elkhart North
2.5 star property
Elkhart
8.6 out of 10, Excellent, (473)
"nice place, comfortable bed, friendly service "
United States
Henry
The price is ￥10,705
￥11,991 total
includes taxes & fees
Dec 25 - Dec 26
Comfort Suites Elkhart North
Indoor pool
Van Buren Hotel

Van Buren Hotel

Van Buren Hotel
2.5 star property
Shipshewana
9.2 out of 10, Wonderful, (1313)
"Room was clean an the staff was friendly "
United States
Randy
Van Buren Hotel
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 ￥16,046
￥17,009 total
includes taxes & fees
Dec 23 - Dec 24
Hampton Inn Sturgis-Lagrange Area
Indoor pool, sun loungers
Brook Pointe Inn

Brook Pointe Inn

Brook Pointe Inn
2.0 star property
Syracuse
8.4 out of 10, Very Good, (403)
"Great experience "
United States
Adam
Brook Pointe Inn
Seasonal outdoor pool
Baymont by Wyndham Elkhart

Baymont by Wyndham Elkhart

Baymont by Wyndham Elkhart
2.5 star property
Elkhart
7.4 out of 10, Good, (1002)
"Clean room and friendly staff"
United States
Kim
The price is ￥8,875
￥9,940 total
includes taxes & fees
Dec 14 - Dec 15
Baymont by Wyndham Elkhart
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, (594)
"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 ￥15,107
￥17,373 total
includes taxes & fees
Dec 21 - Dec 22
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, (935)
"Our room was clean and nice. The beds were comfortable and we slept well every night (4 night stay). The staff was friendly and helpful. Would stay again. "
United States
Dianne
The price is ￥15,462
￥17,781 total
includes taxes & fees
Dec 23 - Dec 24
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

Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"Everything is super clean and the staff is very friendly. In a great location, walk to the cute downtown."
John 1-night trip
Posted 3 days ago
Van Buren Hotel

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 wired internet access. Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury: Provides buffet, an indoor pool, and free self parking. HOT TUB | Beautiful Backyard Oasis|Newly Renovated: Features buffet, an indoor pool, and free self parking. The Wellington Cottage: Offers daily, an indoor pool, and complimentary wireless internet access.
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, 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 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.