Find Hotels with a Pool in Lakeville, CT

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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

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (271)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is NT$5,641
NT$6,487 total
includes taxes & fees
Dec 25 - Dec 26
Interlaken Inn & Resort
Indoor pool
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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, (707)
"Great hospitality "
United States
regina maria
The price is NT$3,374
NT$3,769 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas, sun loungers
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"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 NT$7,947
NT$9,934 total
includes taxes & fees
Dec 22 - Dec 23
Prospect Berkshires
Indoor pool
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is NT$4,257
NT$4,755 total
includes taxes & fees
Jan 4 - 2026/1/5
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is NT$3,469
NT$3,875 total
includes taxes & fees
Jan 1 - 2026/1/2
The Little Lion
Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is NT$5,183
NT$5,960 total
includes taxes & fees
Jan 5 - 2026/1/6
Blackberry River Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Cornwall Inn and Lodge

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is NT$6,664
NT$7,664 total
includes taxes & fees
Dec 19 - Dec 20
Cornwall Inn and Lodge
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is NT$9,606
NT$11,592 total
includes taxes & fees
Dec 23 - Dec 24
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.
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Top Lakeville Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"The rooms were very clean and well kept. The beds were very comfortable. The breakfast: There was no cereal or variety of breads like bagels. Yogurts were great. I do give them the benefit of the doubt on this because it was an off week, in between holidays. It was very quiet. Staff was wonderful. We will definitely be back. "
Rebecca 2-night trip
Posted 8 days ago
Quality Inn

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. Quality Inn Great Barrington: Provides buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Features a sauna, an outdoor pool, and spa services. The Litchfield Inn: Offers full, an indoor pool, and complimentary wired internet access. Days Inn by Wyndham Torrington: Features cooked-to-order, a seasonal outdoor pool, and free self parking.
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.

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