A tower with a green glass dome and intricate carvings.

Lanesborough Hotel Guide - Hotels with Pool in Lanesborough, Massachusetts

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Check availability on Lanesborough Hotels with Pool

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Lanesborough hotels with a pool

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.
A spacious living room with a fireplace, comfortable seating, and large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.

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.
€93
includes taxes & fees
31 Aug - 1 Sept
Vacation Village in the Berkshires
A pool area with a glass ceiling, multiple levels, and outdoor seating.
A multi-story hotel with a brick facade and a flat roof.
A lobby with three grey armchairs, a small round table with a plant, and a patterned rug.
A hotel room with two beds, a desk, a chair, and a television.

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.
€114
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A garden with wooden Adirondack chairs and a stone pathway.
A spacious lobby with a fireplace, seating area, and a bar.
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
€110
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

4. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
€147
includes taxes & fees
27 Sept - 28 Sept
The Yankee Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.

5. 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.
€126
includes taxes & fees
9 Sept - 10 Sept
Hampton Inn & Suites Berkshires-Lenox
A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
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.
€76
includes taxes & fees
31 Aug - 1 Sept
Howard Johnson by Wyndham Lenox
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

7. 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.
€114
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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 patio area with outdoor furniture, a fire pit, and potted plants.

8. The Springs Motel

The Springs Motel
New Ashford
  • Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
€116
includes taxes & fees
31 Aug - 1 Sept
The Springs Motel
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A hotel room with a TV, desk, chair, lamp, and a bathroom with a sink and mirror.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A bathroom with a bathtub, toilet, and shower.

9. Berkshire Inn

Berkshire Inn
Pittsfield
  • Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
€83
includes taxes & fees
2 Sept - 3 Sept
Berkshire Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A wooden cabin with a porch and steps leading to a door, surrounded by snow.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
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.
€138
includes taxes & fees
31 Aug - 1 Sept
Jiminy Peak Mountain Resort
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Choose what matters most at hotels with a pool in Lanesborough

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Lanesborough Hotel Reviews

The Yankee Inn

The Yankee Inn

8/10 Good
"Comfortable, clean, ample breakfast"
Janine 1-night trip
Posted 13 hours ago
The Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Friendly and professional staff. Check in quick and easy. Will definitely stay again"
abdoul kader 1-night trip
Posted 14 hours ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 1 day ago
The Red Lion Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"I am not a person who usually writes a review but I loved the place. Room was great. Staff was great. I had never been to an Indian restaurant but everywhere I went people raved about I so we went and it was wonderful. Only a few small issues. The fan in our bathroom room needs attention. Very loud. Something is failing. The wifi was very weak in my room. Kept cutting out. and just one other suggestion. The balcony on the upper level should have privacy screens on the sides. Other wise I would absolutely go back."
JAMES 2-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Nice place"
Peter 1-night trip
Posted 4 days ago
Hotel Downstreet, an Ascend Collection Hotel

Frequently asked questions

What are some accommodation options with pools in Lanesborough?
Berkshire Village Carriage House - Super Private!!: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool and free self parking. Vacation Village in the Berkshires: Features a seasonal outdoor pool, an indoor pool and buffet. The Yankee Inn: Offers free self parking, an indoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. FairBridge Inn Express: 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 the local weather in Lanesborough 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 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Lanesborough are January, March, February and November, with each month seeing an average of 17 cm of snowfall.