Photo by Ann Sair

Find Hotels with a Pool in Middlebury, IN

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Hotels with a Pool

This weekend
Next weekend

Top Middlebury Hotels with a Pool

Essenhaus Inn & Conference Center

3.5 star property
Middlebury
9.8 out of 10, Exceptional, (1012)
"We love to stay here. Very clean, excellent staff. "
United States
Bill
Essenhaus Inn & Conference Center

Hampton Inn & Suites Middlebury

2.5 star property
Middlebury
8.4 out of 10, Very Good, (1007)
"Clean, Staff friendly, convenient location, breakfast "
United States
sherry
The price is SAR 432
SAR 484 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn & Suites Middlebury

Blue Gate Garden Inn

2.5 star property
Shipshewana
9.6 out of 10, Exceptional, (1430)
"This was our third stay and each time has been great."
United States
Cathy
Blue Gate Garden Inn

Van Buren Hotel

2.5 star property
Shipshewana
9.2 out of 10, Wonderful, (1316)
"I always like staying at this hotel. "
United States
MARIBEL
Van Buren Hotel

Holiday Inn Express Howe by IHG

2.5 star property
Howe
9.0 out of 10, Wonderful, (591)
"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 SAR 327
SAR 376 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Howe by IHG

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 SAR 387
SAR 410 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn Sturgis-Lagrange Area

Baymont by Wyndham Elkhart

2.5 star property
Elkhart
7.4 out of 10, Good, (1009)
"Clean room and friendly staff"
United States
Kim
The price is SAR 214
SAR 240 total
includes taxes & fees
11 Dec - 12 Dec
Baymont by Wyndham Elkhart

Amish Inn

2.0 star property
Nappanee
8.6 out of 10, Excellent, (404)
"Clean and good service"
United States
Vanessa
The price is SAR 334
SAR 374 total
includes taxes & fees
3 Dec - 4 Dec
Amish Inn

avid Hotels Elkhart North by IHG

2.5 star property
Elkhart
9.2 out of 10, Wonderful, (338)
"Clean rooms, comfortable beds, nice bathrooms."
United States
Jodi
The price is SAR 267
SAR 299 total
includes taxes & fees
3 Dec - 4 Dec
avid Hotels Elkhart North by IHG

Brook Pointe Inn

2.0 star property
Syracuse
8.4 out of 10, Very Good, (403)
"Great experience "
United States
Adam
Brook Pointe 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.

White Friday Sale

Limited-time deals: Save up to 50% on select hotels

Top Middlebury Hotel Reviews

Explore a world of travel with Expedia

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.