TOP Hotels with Swimming Pool in Lakeville, CT for 2026

Q: 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 : Features a sauna, an outdoor pool and spa services. Prospect Berkshires : Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. The Abner Hotel : Offers a sauna, a seasonal outdoor pool and daily. The Litchfield Inn : Features full, an indoor pool and complimentary high-speed (wired) Internet access.

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Our top choices for Lakeville hotels with a pool

A rectangular swimming pool with a metal ladder, surrounded by a black metal fence.

1. Interlaken Inn & Resort

Lakeville

Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.

₹27,396 total

includes taxes & fees

27 Nov - 28 Nov

An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.

2. Blackberry River Inn

Norfolk

Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.

₹19,293 total

includes taxes & fees

29 Oct - 30 Oct

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.

₹15,234 total

includes taxes & fees

2 Nov - 3 Nov

A poolside area with lounge chairs and umbrellas, a pool, and a person relaxing.

4. Troutbeck

Amenia

₹62,140 total

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.

₹9,545 total

includes taxes & fees

12 Nov - 13 Nov

A backyard with a swimming pool, surrounded by lush greenery and a wooden deck.

6. Cornwall Inn and Lodge

Cornwall Bridge

Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.

₹23,103 total

includes taxes & fees

2 Nov - 3 Nov

A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

7. Little Cat Lodge

Copake Falls

Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.

₹16,174 total

includes taxes & fees

12 Nov - 13 Nov

A poolside area with lounge chairs and a pool.

8. Prospect Berkshires

Egremont

Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.

₹31,830 total

includes taxes & fees

3 Nov - 4 Nov

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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

10/10 Excellent

"Spacious, clean and comfortable room. No"

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"We were very pleased with our experience here. Room was super clean and included a mini fridge and microwave. The mini fridge was much needed for storing milk as we were traveling with an 8 month old. We forgot the sheet for our pack and play and the staff was helpful in providing us with one. The black out curtains were very effective and helped get baby ready for his nap. Breakfast was solid. We had lots and bags and baby things resulting in my husband making multiple trips between lobby and room. One thing that would have made our stay better is help with our luggage upon arrival. In any case, we look forward to staying here again!"

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: Features a sauna, an outdoor pool and spa services. Prospect Berkshires: Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. The Abner Hotel: Offers a sauna, a seasonal outdoor pool and daily. The Litchfield Inn: Features full, an indoor pool and complimentary high-speed (wired) Internet access.

What is there to see and do in Lakeville?

Make a point to visit attractions such as Lake Taghkanic State Park and Mount Frissell. During your stay, visit sights such as Lime Rock Park, Holley-Williams House Museum and Yoakum Preserve.

When is the best time to book a hotel with a pool in Lakeville?

Taking the local weather in Lakeville into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Lakeville are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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