The 10 best hotels with pools in Pittsfield, USA | Booking.com
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Hotels with Pools in Pittsfield

Find the hotels with pools that appeal to you the most

The best hotels with pools in Pittsfield

Check out our pick of great hotels with pools in Pittsfield

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Berkshire Mountain Lodge

Pittsfield

Featuring an indoor swimming pool and a fitness centre, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge.

J
Jun
From
New Zealand
Perfect for the staying. Spacious , clean and nice staff.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 656 reviews
Price from
US$109.65
1 night, 2 adults

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

Hotel in Pittsfield

Your Gateway to Relaxation and Adventure in the Heart of the Berkshires Discover the perfect home base for your next getaway at our brand-new hotel, nestled in the scenic Berkshires of Western...

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 22 reviews
Price from
US$141.55
1 night, 2 adults

Hilton Garden Inn Lenox Pittsfield

Hotel in Pittsfield

Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodation in Pittsfield. The hotel has a fitness centre and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar.

M
MARY
From
Ireland
Liked there was an excellent restaurant on site.
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 124 reviews
Price from
US$161.54
1 night, 2 adults

Berkshire Inn

Pittsfield

Located in the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi. The Bousquet Ski Area is only an 8-minute drive away.

Y
Yana
From
United States
I am always happy with my stays at the Berkshire Inn. The bed is super comfortable. I love that there is a bathtub. It's quiet and the staff are nice and accommodating. Great value. Recommended.
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 393 reviews
Price from
US$79.99
1 night, 2 adults

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel in Pittsfield

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.

A
Andrea
From
United Kingdom
The pool was a real bonus! The on-site restaurant was a delight - excellent food and amusing bartender. The central location was perfect for my needs. Would stay there again without hesitation - lovely hotel.
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 232 reviews
Price from
US$103
1 night, 2 adults

The Yankee, Trademark Collection by Wyndham

Lenox (Near Pittsfield)

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in...

S
Sally
From
Australia
Excellent place to stay, comfortable, clean and quiet. The customer service was flawless and we were very impressed. Hubby loved his breakfast on the second floor, and said everything was flavourful and delicious. Thank you for a great stay it was a pleasure to stay with you.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 767 reviews
Price from
US$127
1 night, 2 adults

Hampton Inn & Suites Berkshires-Lenox

Lenox (Near Pittsfield)

This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic Lenox town centre and features a variety of free amenities along with comfortable and modern...

K
Kathleen
From
United States
The location at the base of berkshire mountains with a beautiful lake sitting area! Everything super clean and fresh cozy decor nice breakfast great hospitality Everyone greets you with a smile very positive happy energy here unlike any other chain hotels really comfortable beds and nice view from the rooms . Great price for all you get love this place! 2nd stay here just as good as 1st time we will be back again
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 207 reviews
Price from
US$143.25
1 night, 2 adults

Element Lenox Berkshires

Lenox (Near Pittsfield)

Element Lenox Berkshires in Lenox has 3-star accommodation with a terrace and a bar. Featuring a restaurant, the property also has free bikes, as well as an indoor pool and a fitness centre.

C
Cheek
From
United Kingdom
The facilities were amazing - fab indoor pool, excellent, large well equipped gym. In house launderette. Hotel is new so was beautifully clean. Ample parking.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 7 reviews
Price from
US$139
1 night, 2 adults

Howard Johnson by Wyndham Lenox

Lenox (Near Pittsfield)

Boasting a garden, Howard Johnson by Wyndham Lenox is situated in Lenox in the Massachusetts region, 7.4 km from Cranwell Spa & Golf Club and 7.7 km from Tanglewood Musical Center.

K
Kim
From
Malaysia
The room is very spacious & clean, very good value for money. The round dining table was very good for us sitting round with enough chairs for 3 of us to eat & chat. The ceiling light over the dining table, provided sufficient lighting for that area. The gentleman who checked us in was very helpful, friendly and cheerful, he was very considerate and given us an upstairs room. The place was easy to find. The shops are nearby, and very convenient, would come back and stay if we are passing this way again.
Scored out of 10, guest rating 7.0
Good - What previous guests thought, 287 reviews
Price from
US$499
1 night, 2 adults

Berkshire Valley Inn

Williamstown (Near Pittsfield)

Situated in Williamstown, 36 km from Cranwell Spa & Golf Club, Berkshire Valley Inn features accommodation with a seasonal outdoor swimming pool, free private parking, a shared lounge and barbecue...

K
Kerezsi
From
Australia
If it was possible to rate the staff as an 11 I would.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 57 reviews
Price from
US$139
1 night, 2 adults
All hotels with pools in Pittsfield

Looking for a hotel with pools?

‘Does it have a pool?’ is arguably one of the most common questions when booking a stay in any location. These hotels offer a great way to keep active during your holiday without having to hit the gym. Indoor pools allow you to practice your backstroke come rain or shine, whereas outdoor options allow you to relax on a sun lounger after swimming a few lengths.

Most booked hotels with pools in Pittsfield and surroundings in the past month

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Hotels with a pool that guests love in Pittsfield

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  • Avg. price/night: US$144.82
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 656 reviews
    It was clean and spacious. Pool is nice.
    Guest review by
    Amy
    Family with young children
  • Avg. price/night: US$144.82
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 656 reviews
    pool and room size
    Guest review by
    Natalie
    Family with young children
  • Avg. price/night: US$89.35
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 393 reviews
    Staff was very friendly and helpful. Breakfast was OK. Room A/C worked great. The pool was a nice feature, horse-drawn Amish buggies went by on the street, great location !
    Guest review by
    William
    Young couple
  • Avg. price/night: US$89.35
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 393 reviews
    Well kept independent motor lodge. Hard, comfortable mattress and new furniture. Clean bathroom and linens. Nice soap and shampoo provided. Pool looked nice but we didn’t have time to use it. Set back from a fairly quiet road.
    Guest review by
    Cena
    Young couple
  • Avg. price/night: US$121.75
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 232 reviews
    Good rooms and lobby. Good pool.
    Guest review by
    Rahul
    Family with young children
  • Avg. price/night: US$144.82
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 656 reviews
    Very comfortable beds, spacious living and bathroom area. All appliances and kitchen utensils/gadgets are of high quality. Impecable rooms!! The Jacuzzi and indoor swimming pool are always a plus for our stay!
    Guest review by
    Alberto
    Young couple