Hotels with Swimming Pool in Lakeville, Connecticut

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Check availability on Lakeville Hotels with Swimming Pool

Top Lakeville Hotels with Swimming Pool

Seasonal outdoor pool
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 star property
Lakeville
  • Full-service spa
8.2 out of 10, Very Good, (270)
Seasonal swimming awaits from May through September at this recreational haven featuring three outdoor tennis courts and hiking trails. Massage treatments, bike rentals, and an arcade room complement the active outdoor lifestyle of this countryside retreat.
The price is P11,084
P12,747 total
includes taxes & fees
Dec 15 - Dec 16
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
  • Indoor pool
8.8 out of 10, Excellent, (695)
Splash into the warm, pristine indoor pool after exploring nearby hiking trails or skiing at Butternut. Modern rooms with premium bedding await, while a complimentary breakfast buffet energizes adventures in Great Barrington's vibrant surroundings.
The price is P6,305
P7,043 total
includes taxes & fees
Dec 16 - Dec 17
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

3.0 star property
Egremont
  • Outdoor pool
  • Pool loungers
9.6 out of 10, Exceptional, (14)
Mountain adventures begin at the outdoor pool, complete with sun loungers and umbrellas for post-hike relaxation. Sauna sessions, complimentary bicycles, and nearby hiking trails complement the experience at this scenic Berkshire retreat.
The price is P15,354
P19,130 total
includes taxes & fees
Nov 24 - Nov 25
Prospect Berkshires
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
9.4 out of 10, Exceptional, (64)
Seasonal outdoor swimming provides mountain refreshment after exploring nearby hiking trails or skiing adventures. Relaxation continues in the sauna, while evenings bring gatherings around the firepit under starry skies after a delicious continental breakfast.
Little Cat Lodge
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

3.0 star property
Great Barrington
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Extra beds/cribs
8.6 out of 10, Excellent, (544)
Aquatic adventures beckon with access to a nearby outdoor pool, complementing garden strolls at this cozy Berkshire motel. Nestled close to Norman Rockwell Museum and Ski Butternut, guests praise the helpful staff and comfortable accommodations.
The price is P7,601
P8,491 total
includes taxes & fees
Dec 1 - Dec 2
The Little Lion
Indoor pool
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
  • Indoor pool
9.4 out of 10, Exceptional, (754)
Splashing fun awaits in the pristine indoor swimming pool, complemented by a relaxing hot tub for post-adventure recovery. Families particularly appreciate these well-maintained aquatic amenities alongside the hotel's spotlessly clean rooms and friendly staff.
The price is P8,445
P9,433 total
includes taxes & fees
Nov 23 - Nov 24
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
  • Pool loungers
9.2 out of 10, Wonderful, (153)
Pool enthusiasts discover a tranquil outdoor swimming sanctuary from May through September, complete with sun loungers under shady umbrellas. Surrounded by garden views and within reach of Kent Falls State Park, this clean, comfortable inn delivers homemade breakfast daily.
The price is P12,469
P14,339 total
includes taxes & fees
Dec 18 - Dec 19
Cornwall Inn and Lodge
Seasonal outdoor pool
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Business services
  • Housekeeping
9.4 out of 10, Exceptional, (159)
Dive into summer bliss at the seasonal outdoor pool, open June through September, after enjoying the complimentary cooked-to-order breakfast. Surrounded by quiet countryside, this bed & breakfast offers fireplace warmth, picnic areas, and attentive service from helpful staff.
The price is P9,684
P11,137 total
includes taxes & fees
Dec 15 - Dec 16
Blackberry River Inn
Premium bedding, individually decorated, individually furnished
The Old Inn On The Green

The Old Inn On The Green

4.0 star property
Great Barrington
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, (90)
Refreshing waters beckon from the seasonal outdoor pool, open May through August amid lush garden grounds. After swimming, guests savor fantastic meals at the acclaimed on-site American restaurant, which offers breakfast, lunch, and dinner in an upscale setting.
The price is P17,972
P21,688 total
includes taxes & fees
Dec 18 - Dec 19
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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Early check in."
Colleen 1-night trip
Posted 8 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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: Features buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express Hotel & Suites Great Barrington by IHG: Features cooked-to-order, a seasonal outdoor pool, and free self parking. Monument Mountain Motel: Offers full, an indoor pool, and complimentary wired internet access. Blackberry River Inn: Offers a sauna, an outdoor pool, and spa services.
What is there to see and do in Lakeville?
Make a point to visit attractions like Lake Taghkanic State Park and Great Falls. 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.