Photo by Ann Sair

Hotels with Swimming Pool in Middlebury, Indiana

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Hotels with Swimming Pool

Top Middlebury Hotels with Swimming Pool

Indoor pool
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 star property
Middlebury
  • Indoor pool
  • Hot tub
8.4 out of 10, Very Good, (1001)
Swimming enthusiasts revel in the clean, warm indoor pool while tired muscles find relief in the soothing hot tub. Beyond water amenities, guests appreciate the 24-hour fitness center, complimentary breakfast buffet, and exceptionally quiet, well-maintained rooms.
The price is P6,324
P7,083 total
includes taxes & fees
Dec 2 - Dec 3
Hampton Inn & Suites Middlebury
Indoor pool
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 star property
Middlebury
  • Indoor pool
9.8 out of 10, Exceptional, (1003)
Swimmers enjoy the pristine indoor pool area complete with a spacious hot tub, creating a peaceful escape regardless of weather. Beyond aquatic pleasures, this hotel delights with continental breakfast, on-site dining, and bicycle rentals for countryside exploration.
Essenhaus Inn & Conference Center
Indoor pool, sun loungers
Blue Gate Garden Inn

Blue Gate Garden Inn

2.5 star property
Shipshewana
  • Indoor pool
  • Pool loungers
  • Hot tub
9.6 out of 10, Exceptional, (1411)
Swimmers delight in the pristine indoor pool area, complete with comfortable sun loungers for post-swim relaxation. Beyond the water, families enjoy the arcade room, playground, and nightly gatherings around the cozy outdoor fire pit.
Blue Gate Garden Inn
Indoor pool
Van Buren Hotel

Van Buren Hotel

2.5 star property
Shipshewana
  • Indoor pool
9.2 out of 10, Wonderful, (1300)
Splash into the immaculately maintained indoor pool, a highlight for guests seeking relaxation after visiting the Blue Gate Theater or Shipshewana Flea Market. Travelers appreciate the spotlessly clean rooms with hydromassage showers and convenient fitness center.
Van Buren Hotel
Indoor pool
Best Western Plus Howe Inn

Best Western Plus Howe Inn

2.5 star property
Howe
  • Indoor pool
9.0 out of 10, Wonderful, (933)
Refreshing dips await in the pristine indoor swimming pool, complemented by hydromassage shower suites and pillowtop bedding. Guests praise the serene atmosphere, hearty breakfast options, and exceptionally attentive staff at this rural haven.
The price is P5,860
P6,739 total
includes taxes & fees
Dec 7 - Dec 8
Best Western Plus Howe Inn
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
La Quinta Inn & Suites by Wyndham Elkhart

La Quinta Inn & Suites by Wyndham Elkhart

3.0 star property
Elkhart
  • Indoor pool
  • Pool loungers
7.6 out of 10, Good, (1000)
Splashing satisfaction awaits in the pristine indoor pool, complete with inviting sun loungers and convenient 6:00 AM to 10:00 PM access hours. Guests praise the friendly staff, comfortable beds, and peaceful atmosphere at this well-maintained hotel near excellent dining options.
The price is P4,207
P4,712 total
includes taxes & fees
Nov 28 - Nov 29
La Quinta Inn & Suites by Wyndham Elkhart
Indoor pool
Holiday Inn Express Howe by IHG

Holiday Inn Express Howe by IHG

2.5 star property
Howe
  • Indoor pool
9.0 out of 10, Wonderful, (587)
Swimming enthusiasts appreciate the immaculate indoor pool that complements the 24-hour fitness center, creating a complete wellness experience. After energizing workouts, guests savor the highly praised hot breakfast buffet with delicious variety.
The price is P5,952
P6,844 total
includes taxes & fees
Dec 12 - Dec 13
Holiday Inn Express Howe by IHG
Indoor pool, sun loungers
Brook Pointe Inn

Brook Pointe Inn

2.0 star property
Syracuse
  • Indoor pool
  • Pool loungers
  • Full-service spa
8.4 out of 10, Very Good, (403)
Pool loungers border the tranquil indoor pool, creating a peaceful retreat after exploring Lake Wawasee. Visitors can enjoy fitness classes, relax with a massage at Aqua Massage spa, or gather around the outdoor firepit.
Brook Pointe Inn
Indoor pool
Hampton Inn Sturgis-Lagrange Area

Hampton Inn Sturgis-Lagrange Area

2.5 star property
Sturgis
  • Indoor pool
8.4 out of 10, Very Good, (375)
Swimming enthusiasts relish the indoor pool sanctuary regardless of weather, complemented by a modern fitness center for complete wellness. Plush beds and quiet surroundings create the perfect retreat after enjoying the extensive breakfast buffet with numerous hot options.
The price is P6,081
P6,446 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn Sturgis-Lagrange Area
Seasonal outdoor pool
Amish Inn

Amish Inn

2.0 star property
Nappanee
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
8.6 out of 10, Excellent, (397)
Sparkling waters await in the seasonal outdoor pool, open May through September for refreshing dips after exploring nearby Amish Acres. Clean, sound-insulated rooms provide peaceful retreats complete with refrigerators and microwaves.
The price is P5,250
P5,881 total
includes taxes & fees
Dec 2 - Dec 3
Amish 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.
View all properties

Top Middlebury Hotel Reviews

Blue Gate Garden Inn

Blue Gate Garden Inn

10/10 Excellent
"Cook to order omelets. Great selection of hot breakfast items. They offer a cold selection of fresh fruits and yogurts."
Susan 1-night trip
Posted 1 day ago
Blue Gate Garden Inn

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. The Wellington Cottage: Provides buffet, an indoor pool, and free self parking. Van Buren Hotel: Offers a snack bar/deli, an indoor pool, and daily. Travelodge by Wyndham Elkhart: Features 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, 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.