A log cabin with red shutters and a small porch.

Find Hotels with a Pool in Middlebury, IN

  • 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 a Pool

Tonight
28 Sep - 29 Sep
Tomorrow
29 Sep - 30 Sep
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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.
A large, white building with a covered entrance and a well-maintained lawn with red and yellow flowers.
A circular fire pit with chairs around it, set on a brick patio.
A multi-level hotel interior with a central staircase, a dining area, and a balcony with a white picket fence.

1. Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center
Middlebury
  • Splash into family fun at this Amish country retreat with a sparkling indoor pool.
SAR 335
SAR 375 total
includes taxes & fees
4 Oct - 5 Oct
Essenhaus Inn & Conference Center
An indoor swimming pool with clear water, a tiled deck, and a view of the outdoors through large windows.
A Hampton Inn & Suites hotel with a brick facade, multiple windows, and a clear blue sky.
A hotel room with a large bed, bedside lamps, a bathtub, and a window with curtains.
A spacious hotel lobby with a central seating area, multiple dining tables, and a large sofa.

2. Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury
Middlebury
  • Take a plunge in the year-round indoor pool at this cozy Vermont hotel for a refreshing mountain escape.
SAR 414
SAR 464 total
includes taxes & fees
17 Oct - 18 Oct
Hampton Inn & Suites Middlebury
An indoor swimming pool area with a pool, chairs, and tables.
A spacious dining area with multiple wooden tables and chairs, a kitchen area with appliances, and large windows providing natural light.
A spacious living area with a wooden staircase, a fireplace, a dining table with chairs, a purple sofa, and a wooden cabinet with glass doors.
A covered patio with brick flooring, green cushioned seating, and a stone planter.

3. Van Buren Hotel

Van Buren Hotel
Shipshewana
  • Splash into an indoor aquatic retreat where relaxation flows, just steps from shopping destinations.
SAR 356
SAR 409 total
includes taxes & fees
18 Oct - 19 Oct
Van Buren Hotel
An indoor swimming pool with clear blue water, surrounded by white lounge chairs and tables.
A spacious living area with a curved sectional sofa, a leather ottoman, and a chandelier.
A waterfall feature with large rocks and a small pond, surrounded by a landscaped area with a white building in the background.
A sunlit room with white Adirondack chairs, a potted plant, and a view of the outdoors.

4. Blue Gate Garden Inn

Blue Gate Garden Inn
Shipshewana
  • Dive into serene poolside bliss with indoor aquatic escapes and soothing hot tub bubbles.
SAR 405
SAR 466 total
includes taxes & fees
4 Oct - 5 Oct
Blue Gate Garden Inn
An indoor swimming pool with a white fence, potted plants, and sunlit seating areas.
A hotel room with two beds, a desk, chairs, a lamp, and a picture on the wall.
A rooster statue, a silo, and a red barn with a white house in the background.
A porch with a gray bench and chair, a hanging fern, and a white column.

5. Farmstead Inn & Conference Center

Farmstead Inn & Conference Center
Shipshewana
  • Dreamy indoor pool retreat in the heart of shopping district with separate kids' splash area.
SAR 511
SAR 588 total
includes taxes & fees
5 Oct - 6 Oct
Farmstead Inn & Conference Center
A pool area with a wooden deck, poolside chairs, and a view of the outside.
A living room with a sofa, a television, a small wooden table, and a patterned rug.
A bathroom with a toilet, sink, mirror, towel rack, and a wooden door.
A spacious living area with a stone fireplace, a flat-screen TV, comfortable seating, and a balcony with wooden railings.

6. Quality Inn & Suites Goshen

Quality Inn & Suites Goshen
Goshen
  • Indoor pool and hot tub create a perfect relaxation retreat in Goshen.
SAR 351
SAR 402 total
includes taxes & fees
19 Oct - 20 Oct
Quality Inn & Suites Goshen
An indoor swimming pool with clear lane dividers, a diving board, and lounge chairs.
Room
A modern living room with a stone wall, a flat-screen TV, a wooden ceiling, a blue and white rug, a beige sofa, and a dining area with a wooden partition.
A reception desk with a wooden ceiling and a large decorative wall piece. There are two receptionists' stations, a sign for 'Marriott Bonvoy', and a refrigerator stocked with beverages.

7. Fairfield Inn & Suites by Marriott Goshen

Fairfield Inn & Suites by Marriott Goshen
Goshen
  • Splash into relaxation at this hotel's indoor pool, open all day with fitness options nearby.
SAR 470
SAR 526 total
includes taxes & fees
4 Oct - 5 Oct
Fairfield Inn & Suites by Marriott Goshen
An indoor swimming pool with a skylight, tiled walls, and a poolside area with chairs.
A gym with cardio equipment, mirrors, and a large window.
A hotel room with a large bed, a desk, a chair, a sofa, and a window with a view.
A modern dining area with red and blue chairs, a coffee station, and large windows offering natural light.

8. Holiday Inn Express Hotel & Suites Goshen by IHG

Holiday Inn Express Hotel & Suites Goshen by IHG
Goshen
  • Splash into comfort at this remodeled hotel with a year-round indoor pool and modern fitness center.
SAR 413
SAR 463 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express Hotel & Suites Goshen by IHG
A swimming pool with a tiled edge, a door labeled "EXIT," and a table with chairs in the background.
A modern hotel lobby with a patterned carpet, a purple sofa, yellow armchairs, and a dining area with a zigzag patterned tablecloth.
A hotel lobby with a purple sofa, a round table, and a bar area.
A gym with cardio machines, weightlifting equipment, and a wall-mounted rack of dumbbells.

9. La Quinta Inn & Suites by Wyndham Elkhart

La Quinta Inn & Suites by Wyndham Elkhart
Elkhart
  • Splash into relaxation at this pet-friendly hotel, featuring a serene indoor pool for year-round aquatic escape.
SAR 271
SAR 303 total
includes taxes & fees
4 Oct - 5 Oct
La Quinta Inn & Suites by Wyndham Elkhart
A swimming pool with lounge chairs and a parking lot in the background.
A modern living room with a fireplace, two sofas, a coffee table, and a large plant.
A hotel room with a bed, a TV, a desk, a lamp, a wooden headboard, a painting, and a bathroom with a bathtub and towels.
A modern building with a covered entrance, a landscaped garden, and a clear sky.

10. Baymont by Wyndham Elkhart

Baymont by Wyndham Elkhart
Elkhart
  • Dive into refreshing luxury at this welcoming hotel with a seasonal outdoor pool, fireplace lounge, and nature trails nearby.
SAR 224
SAR 251 total
includes taxes & fees
11 Oct - 12 Oct
Baymont by Wyndham Elkhart
View all properties

Choose what matters most at hotels with a pool in Middlebury

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middlebury Hotel Reviews

Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

10/10 Excellent
"We had a mix up on our room and the staff was very helpful in finding a room to fit our needs. Everyone was so helpful and nice. Definitely recommend this hotel."
Kim 1-night trip
Posted 5 hours ago
Farmstead Inn & Conference Center
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

8/10 Good
"Very friendly, down-home staff. They are getting ready to remodel so the parking is limited"
Phil 2-night trip
Posted 19 hours ago
Hampton Inn & Suites Middlebury
Baymont by Wyndham Elkhart

Baymont by Wyndham Elkhart

10/10 Excellent
"Clean room and great breakfast for amazing price. Definitely recommend."
Alan 1-night trip
Posted 19 hours ago
Baymont by Wyndham Elkhart
Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"The property and our room was clean and comfortable. Staff were friendly and helpful. Breakfast buffet was good with the options you would expect, eggs, sausage, biscuits & gravy, cereal, fruit, waffles etc. and the breakfast attendant was friendly and helpful with tips for our visit. Our handicap accessible room was spacious and perfect for my husband in his wheel chair. We will be back."
Brenda 2-night trip
Posted 22 hours ago
Van Buren Hotel
Amish Inn

Amish Inn

10/10 Excellent
"Will stay again very nice"
Andrew 1-night trip
Posted 7 days ago
Amish Inn
Sleep Inn Elkhart North

Sleep Inn Elkhart North

8/10 Good
"We enjoyed the large room and bathroom with jetted tub. The hot tub was not operating due to mechanical issues and we were told parts were on order. The hot tub blower motor was broke. Still had hot water. The pool & hot tub were dirty. Nothing was vacuumed in the pool or hot tub."
Jeffrey 3-night trip
Posted 13 days ago
Sleep Inn Elkhart North

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, 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.