Hotels with Pool & Resorts in West Stockbridge from AU$123

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Check availability on West Stockbridge Hotels with Pool

Our top choices for West Stockbridge hotels with a pool

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
"Pool and hot tub are terrific, great breakfast spread, convenient location, super comfortable mattress."
United States
Emma
The price is AU$170
includes taxes & fees
31 May - 1 June
The Yankee Inn
Indoor pool

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (936 reviews)
  • cleanliness
    Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating spa pool experiences.
"Spacious, clean, and the pool was warm and perfect for family swimming"
United States
Danielle
The price is AU$168
includes taxes & fees
24 May - 25 May
Berkshire Mountain Lodge
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (95 reviews)
  • cleanliness
    Indoor pool sanctuary in the Berkshires offers extended hours and a spa pool to soothe tired muscles.
"Clean rooms, friendly staff, pool was very clean"
United States
Camille
The price is AU$198
includes taxes & fees
28 May - 29 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Seasonal outdoor pool

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (97 reviews)
  • cleanliness
    Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
"The pool is well maintained and cleaned."
United States
Geraldine
The price is AU$160
includes taxes & fees
19 May - 20 May
The Springs Motel
Seasonal outdoor pool

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (178 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
"Pool was perfect."
United States
Diane
The price is AU$223
includes taxes & fees
25 May - 26 May
Blackberry River Inn
Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
"The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night."
United States
Judith Pauline
The price is AU$345
includes taxes & fees
17 June - 18 June
The Red Lion Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (559 reviews)
  • cleanliness
    Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
"we loved using the pool at the beautiful Red Lion"
United States
Lisa
The price is AU$148
includes taxes & fees
11 June - 12 June
The Little Lion
Outdoor spa tub

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,359 reviews)
  • cleanliness
    Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
"Spacious suite, comfortable bed and the view of the ski slopes from the large indoor pool was amazing."
United States
Ellen
The price is AU$150
includes taxes & fees
20 May - 21 May
Vacation Village in the Berkshires
Seasonal outdoor pool

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (78 reviews)
  • cleanliness
    Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
"We look forward to returning and using the pool."
United States
Evelyn
The price is AU$238
includes taxes & fees
18 May - 19 May
Little Cat Lodge
Indoor pool

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
  • cleanliness
    Modern comforts and year-round indoor pool await at Element Lenox Berkshires near Tanglewood.
"The room we stayed in was extremely clean and comfy. The whole hotel was very nice and had an awesome breakfast. Will be staying here again for sure. "
United States
Keith
The price is AU$248
includes taxes & fees
28 May - 29 May
Element by Marriott Lenox Berkshires
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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Choose what matters most at hotels with a pool in West Stockbridge

Breakfast included
4 stars

Top West Stockbridge Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Been multiple times. A great place for a nice getaway. Also family friendly. Will continue to go back"
Jeramia 2-night trip
Posted 1 hour ago
Vacation Village in the Berkshires

Frequently asked questions

What are some accommodation options with pools in West Stockbridge?
Shaker Mill Inn: Offers free self parking, an indoor pool and complimentary wireless Internet access. Berkshire Mountain Lodge: Features a children's pool, an indoor pool and free self parking. Berkshires Untold: Offers 3 restaurants, an outdoor pool and spa services. Vacation Village in the Berkshires: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. The Red Lion Inn: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in West Stockbridge?
Make a point to visit attractions such as Stockbridge Bowl and Charles H. Baldwin & Sons. During your stay, visit sights such as Hotchkiss Mobile Studio, Ebenezer II Gifts and Antiques and Hoffman's Pottery. The gardens and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in West Stockbridge?
Taking the local weather in West Stockbridge 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 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.