Find Hotels with a Pool in Middlebury, VT

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Hotels with a Pool

Our top choices for Middlebury hotels with a pool

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (101 reviews)
"Room was comfy and clean. The view from the window was gorgeous. The whole resort was so quaint, warm and beautiful. "
United States
Ping
$260 nightly
The price is $283
Jan 25 - Jan 26
Total with taxes and fees
The Mountain Top Inn & Resort

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.8 out of 10, Exceptional, (15 reviews)
"We had a wonderful time and the place was great. We found everything we needed easily and loved the charm of the place. Perfect spot for a ski vacation just a few min from sugarbush and mad river."
United States
John B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (578 reviews)
"Clean room and staff was wonderful upon check in "
United States
Kaitlyn
$115 nightly
The price is $127
Jan 22 - Jan 23
Total with taxes and fees
Brandon Inn

Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
Moretown
10.0 out of 10, Exceptional, (15 reviews)
"Very nice property with lots of amenities, convenient location, and excellent communication with host. "
United States
CAROLYN M.
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
9.2 out of 10, Wonderful, (18 reviews)
"Great place"
United States
Jonathan M.
$263 nightly
The price is $295
Jan 25 - Jan 26
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Bridges Resort

Bridges Resort
3.5 star property
Warren
8.2 out of 10, Very Good, (16 reviews)
"The stay at Bridges Resort was great. It was a very nice place to unwind and relax. "
United States
Timeka
$263 nightly
The price is $287
Jan 29 - Jan 30
Total with taxes and fees
Bridges Resort

Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (15 reviews)
"We travel to the area every year for the VT Gran Fondo and love staying at bridges. The amenities are wonderful for families."
United States
LILIA R.
$344 nightly
The price is $385
Feb 3 - Feb 4
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing

Ski-in/ski-out condo with mountain view, seasonal pool

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
8.4 out of 10, Very Good, (30 reviews)
"Easy to get in and parking."
United States
Richard H.
$316 nightly
The price is $354
Feb 2 - Feb 3
Total with taxes and fees
Ski-in/ski-out condo with mountain view, seasonal pool

Alpine escape with 3 pools, hot tub, tennis & gym - fireplace, balcony & W/D

Alpine escape with 3 pools, hot tub, tennis & gym - fireplace, balcony & W/D
Warren
8.8 out of 10, Excellent, (37 reviews)
"We enjoyed our stay in Warren tremendously. The property has a lot to do (pools, tennis courts, gym, etc), and was a lot of fun for the whole family."
United States
Daniel G.
$412 nightly
The price is $462
Jan 21 - Jan 22
Total with taxes and fees
Alpine escape with 3 pools, hot tub, tennis & gym - fireplace, balcony & W/D

Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
Warren
8.4 out of 10, Very Good, (74 reviews)
"Perfect summer getaways! The condo was comfortable and in a great location. The pools and rec center were also so much fun. Looking forward to coming back next year."
United States
Christine P.
$241 nightly
The price is $270
Jan 29 - Jan 30
Total with taxes and fees
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
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.

Top Middlebury Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Middlebury?
Middlebury Inn: Offers a private beach, a seasonal outdoor pool, and a sauna. Courtyard Middlebury: Offers a private beach, a seasonal outdoor pool, and daily. Middlebury Sweets Motel: Features a snack bar/deli, a seasonal outdoor pool, and daily. Swift House Inn: Features daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in Middlebury?
Explore places like Sugarbush Ski Resort while you're in the area. Surround yourself with nature at Green Mountain National Forest and Cornwall Swamp Wildlife Management Area. The restaurants and historic landmarks are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Middlebury?
Taking into account the local weather in Middlebury can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Middlebury are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.

Explore a world of travel with Expedia