Find Hotels with a Pool in Weatogue, CT

  • 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 Weatogue Hotels with a Pool

This weekend
May 29 - May 31
Next weekend
Jun 5 - Jun 7

Our top choices for Weatogue hotels with a pool

Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (183 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is ￥23,097
￥26,562 total
includes taxes & fees
Jun 4 - Jun 5
Blackberry River Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
The price is ￥15,153
￥16,926 total
includes taxes & fees
Jun 11 - Jun 12
The Little Lion
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
The price is ￥26,277
￥36,468 total
includes taxes & fees
Jun 4 - Jun 5
The Red Lion Inn
Indoor pool

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (766 reviews)
  • cleanliness
    Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
The price is ￥21,693
￥24,231 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (413 reviews)
  • cleanliness
    Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
The price is ￥16,643
￥18,591 total
includes taxes & fees
May 31 - Jun 1
Sunset Inn
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (78 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
The price is ￥24,224
￥27,131 total
includes taxes & fees
Jun 10 - Jun 11
Little Cat Lodge
2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.2 out of 10, Wonderful, (903 reviews)
  • cleanliness
    Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
The price is ￥18,519
￥23,803 total
includes taxes & fees
Jun 1 - Jun 2
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (163 reviews)
  • cleanliness
    Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
The price is ￥33,699
￥38,754 total
includes taxes & fees
May 31 - Jun 1
Cornwall Inn and Lodge
Indoor pool

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (781 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is ￥31,000
￥34,627 total
includes taxes & fees
Jun 9 - Jun 10
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (29 reviews)
  • cleanliness
    Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
The price is ￥57,549
￥69,619 total
includes taxes & fees
Jun 22 - Jun 23
Prospect Berkshires
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

Choose what matters most at hotels with a pool in Weatogue

Breakfast included
4 stars

Top Weatogue Hotel Reviews

The Red Lion Inn

The Red Lion Inn

8/10 Good
"I was confused by the lights. Sometimes I could turn on just those I needed and other times I had to push a wall button and all the lights came on and I couldn't choose just the ones I needed."
Margaret 2-night trip
Posted 15 hours ago
The Red Lion Inn

Frequently asked questions

What are some accommodations with pools in Weatogue?
The Red Lion Inn: Features 3 restaurants, an outdoor pool, and spa services. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires by IHG: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. Quality Inn Great Barrington: Features buffet, an indoor pool, and complimentary wired internet access. The Little Lion: Features a full-service spa, a seasonal outdoor pool, and 3 outdoor tennis courts. Monument Mountain Motel: Offers a sauna, an outdoor pool, and spa services.
What is there to see and do in Weatogue?
Surround yourself with nature at Housatonic River. During your stay, check out sights such as Mount Riga State Park, Mount Frissell, and Campbell Falls State Park.
When is the best time to book a hotel with a pool in Weatogue?
Taking into account the local weather in Weatogue 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 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Weatogue are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.