Find Hotels with a Pool in Lakeville, 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 Lakeville Hotels with a Pool

Our top choices for Lakeville hotels with a pool

Seasonal outdoor pool

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (297 reviews)
  • cleanliness
    Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
"This is a lovely setting and the grounds and pool are well-maintained. We stayed in a dog-friendly room and it was very convenient. The staff here are really great - very friendly and accommodating. The location puts you near the Berkshires."
United States
Judith
The price is AED 856
AED 985 total
includes taxes & fees
24 May - 25 May
Interlaken Inn & Resort
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 pool was very clean."
United States
Alessandro
The price is AED 422
AED 472 total
includes taxes & fees
25 May - 26 May
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (561 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
"we loved using the pool at the beautiful Red Lion"
United States
Lisa
The price is AED 349
AED 390 total
includes taxes & fees
11 Jun - 12 Jun
The Little Lion
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.
"We look forward to returning and using the pool."
United States
Evelyn
The price is AED 559
AED 626 total
includes taxes & fees
25 May - 26 May
Little Cat Lodge
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (181 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
"Pool was perfect."
United States
Diane
The price is AED 560
AED 645 total
includes taxes & fees
24 May - 25 May
Blackberry River Inn
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, (780 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
United States
Jennifer
The price is AED 621
AED 694 total
includes taxes & fees
27 May - 28 May
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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, (161 reviews)
  • cleanliness
    Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
"Enjoyed relaxing g at the pool and in my room."
United States
Susan
The price is AED 777
AED 894 total
includes taxes & fees
26 May - 27 May
Cornwall Inn and Lodge
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, (26 reviews)
  • cleanliness
    Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is AED 1,229
AED 1,496 total
includes taxes & fees
25 May - 26 May
Prospect Berkshires
Library

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (995 reviews)
"Wonderful Stay. The Garden Suite was Stunning. The Fireplace gave a warm glow and the soaking tub with bath salts was Divine after a long day. I enjoyed reading and relaxing in the Wicker Nest Chair in my complimentary bath robe…EVERYTHING was Perfect and the Staff were AMAZING!!! Thank you. "
United States
Scarlett
The price is AED 998
AED 1,148 total
includes taxes & fees
31 May - 1 Jun
The Litchfield Inn
Breakfast, lunch, dinner served; American cuisine

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
  • cleanliness
    Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.
"We were in room 206 with a great back door onto a patio overlooking the pool."
United States
Anthony
The price is AED 1,212
AED 1,463 total
includes taxes & fees
25 May - 26 May
The Old Inn On The Green
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 Lakeville

Breakfast included
4 stars

Top Lakeville Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

4/10 Poor
"Desperately needs a refresh, and a rip off at the price. Spend a few extra bucks and stay at the nicer place down the street."
James 2-night trip
Posted 10 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Lakeville?
Interlaken Inn & Resort: Features a full-service spa, a seasonal outdoor pool, and 3 outdoor tennis courts. Summer Lake Cottage, private beach, Berkshire Hills, small village: Offers a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Quality Inn Great Barrington: Features buffet, an indoor pool, and complimentary wired internet access. The Little Lion: Features a sauna, an outdoor pool, and spa services. Monument Mountain Motel: Offers a sauna, a seasonal outdoor pool, and daily.
What is there to see and do in Lakeville?
Make a point to visit attractions like Lake Taghkanic State Park and Mount Frissell. During your stay, check out sights such as Holley-Williams House Museum, Lime Rock Park, and Yoakum Preserve.
When is the best time to book a hotel with a pool in Lakeville?
Taking into account the local weather in Lakeville 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 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Lakeville are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.