A multi-tiered waterfall surrounded by autumn foliage.

Hotels with Swimming Pool in Lakeville, Connecticut

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Check availability on Lakeville Hotels with Swimming Pool

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Lakeville hotels with a pool

A rectangular swimming pool with a metal ladder, surrounded by a black metal fence.
A modern hotel room with a bed, sofa, leather chair, and a small table.
A wooden deck with a swing chair and a bench overlooking a lake.
A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.

1. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
  • Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
P12,481
P14,353 total
includes taxes & fees
Oct 26 - Oct 27
Interlaken Inn & Resort
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.
A hotel room with two beds, a desk, a television, and a dresser.

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

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.
P10,066
P11,243 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.
A grand hallway with a chandelier, a staircase, and a table with flowers.
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.
A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

3. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
P9,387
P10,795 total
includes taxes & fees
Oct 11 - Oct 12
Blackberry River Inn
An indoor swimming pool with clear lane markings, a poolside area with lounge chairs, and large windows allowing natural light.
A modern bathroom with a large mirror, a sink, and a shower.
A modern hotel lobby with seating areas, tables, and a reception desk.
A hotel room with two beds, a desk, a TV, and a window with curtains.

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

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.
P6,328
P7,069 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A poolside area with lounge chairs and umbrellas, a pool, and a person relaxing.
A room with a hanging rattan chair, a wooden sofa, a small round table, and a ceiling fan. Large windows provide views of greenery outside.
A wooden deck with a railing, a cushioned chair, and a small table with a bottle and glass.
A stone building with a wooden staircase and a garden with white flowers.

5. Troutbeck

Troutbeck
Amenia
P34,884
P41,968 total
includes taxes & fees
Oct 25 - Oct 26
Troutbeck
A backyard with a swimming pool, surrounded by lush greenery and a wooden deck.
A covered patio with a wooden table and chairs, a sofa, and a ceiling fan.
A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.
A hotel room with a large bed, two bedside lamps, a chair, a small table, and a rug.

6. Cornwall Inn and Lodge

Cornwall Inn and Lodge
Cornwall Bridge
  • Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
P13,258
P15,247 total
includes taxes & fees
Nov 1 - Nov 2
Cornwall Inn and Lodge
A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.
A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.
A wooden fire pit surrounded by six Adirondack chairs in a forested area.

7. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
P10,658
P11,937 total
includes taxes & fees
Nov 1 - Nov 2
Little Cat Lodge
A swimming pool with clear water, surrounded by a fence and trees.
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.
A white building with a covered patio area, a brick chimney, and a garden with various plants and flowers.

8. The Litchfield Inn

The Litchfield Inn
Litchfield
P21,586
P24,824 total
includes taxes & fees
Nov 1 - Nov 2
The Litchfield Inn
A poolside area with lounge chairs and a pool.
A wooden cabin with a staircase leading to a deck, surrounded by trees and a gravel path.
A wooden deck with a dog silhouette against a backdrop of autumn foliage.
A wooden cabin with a bed, a chair, and a table by a large window overlooking a lake.

9. Prospect Berkshires

Prospect Berkshires
Egremont
  • Berkshire mountain retreat features outdoor pool, sauna, and complimentary bicycles.
P23,402
P28,240 total
includes taxes & fees
Nov 1 - Nov 2
Prospect Berkshires
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.
A white two-story house with a front door, windows, and a chimney.

10. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
  • Dive into summer luxury at this historic inn's outdoor pool surrounded by garden serenity and natural wonders.
P18,170
P21,926 total
includes taxes & fees
Nov 1 - Nov 2
The Old Inn On The Green
View all properties

Choose what matters most at hotels with a pool in Lakeville

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Lakeville Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"I typically do not reserve in motel with parking in front of each space due to security, I was mistaken at this facility. Pleasant neighborhood and the building was situated well off the main street."
Peter 1-night trip
Posted 3 days ago
Quality Inn Great Barrington
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Just stayed one night to break up our trip. Everything was so clean and staff was great!"
Mark 1-night trip
Posted 5 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

8/10 Good
"More than anything, everything was clean. Everything was in working order, and the host was pleasant and seen tidying up around the property. There were many accommodations right around me. I had the best fish and chips ever at the big Y across the street."
Ray 1-night trip
Posted 3 weeks ago
Americas Best Value Inn Torrington CT

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 wired internet access.
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 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 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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