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Hotels with Swimming Pool in Lanesborough, Massachusetts

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Check availability on Lanesborough Hotels with Swimming Pool

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Lanesborough hotels with a pool

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
A spacious living room with large windows, a fireplace, and a variety of seating options.
A spacious living room with a fireplace, comfortable seating, and large windows.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
P5,370
P6,677 total
includes taxes & fees
Aug 31 - Sep 1
Vacation Village in the Berkshires
An indoor swimming pool with clear water, surrounded by white lounge chairs and a tiled deck.
A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.
A Holiday Inn & Suites hotel with a modern design, featuring a prominent sign and a well-lit entrance.

2. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
P7,337
P8,196 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.

3. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
P9,742
P10,882 total
includes taxes & fees
Sep 21 - Sep 22
The Yankee Inn
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".
A garden with wooden Adirondack chairs and a stone pathway.

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
P5,833
P7,892 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A motel with a parking lot, a swimming pool, and outdoor seating.
A hotel room with a TV, desk, chair, lamp, and a bathroom with a sink and mirror.

5. Berkshire Inn

Berkshire Inn
Pittsfield
  • Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
P5,549
P6,198 total
includes taxes & fees
Aug 24 - Aug 25
Berkshire Inn
A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A bathroom with a white sink, mirror, and toilet.

6. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
P4,871
P5,441 total
includes taxes & fees
Sep 7 - Sep 8
Howard Johnson by Wyndham Lenox
A spacious hotel lobby with multiple seating areas, large windows, and a television.

7. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
P8,036
P8,977 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites Berkshires-Lenox
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A cozy living room with a stone fireplace, comfortable seating, and a television.

8. The Springs Motel

The Springs Motel
New Ashford
  • Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
P7,700
P8,446 total
includes taxes & fees
Sep 13 - Sep 14
The Springs Motel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

9. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
P7,831
P8,747 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A hotel lobby with a reception desk, seating area with sofas and armchairs, a stone fireplace, and a television mounted on the wall.

10. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
P8,823
P9,856 total
includes taxes & fees
Aug 30 - Aug 31
Jiminy Peak Mountain Resort
View all properties

Choose what matters most at hotels with a pool in Lanesborough

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Lanesborough Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"."
Mark 3-night trip
Posted 14 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 22 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 1 day ago
The Yankee Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"…."
Tiago 3-night trip
Posted 4 days ago
Jiminy Peak Mountain Resort

Frequently asked questions

What are some accommodations with pools in Lanesborough?
Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. The Yankee Inn: Features a seasonal outdoor pool, an indoor pool, and buffet. Berkshire Mountain Lodge: Offers free self parking, an indoor pool, and complimentary wireless internet access. FairBridge Inn Express: Provides buffet, an indoor pool, and complimentary wired internet access. Berkshires Untold: Features 3 restaurants, an outdoor pool, and spa services.
What is there to see and do in Lanesborough?
Spend some time experiencing the great outdoors at Pontoosuc Lake and Mount Greylock State Reservation Visitor Center. Discover sights such as Mount Greylock State Reservation and Cheshire Reservoir during your stay.
When is the best time to book a hotel with a pool in Lanesborough?
Taking into account the local weather in Lanesborough is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Lanesborough are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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