Search Hotels with Indoor Pools in Pittsfield

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Pittsfield Hotels with Indoor Pools

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Pittsfield Hotels with Indoor Pools

Holiday Inn Express & Suites Pittsfield - Berkshires
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is 5.474.755 ₫
6.115.302 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (796)
"Walking distance from the Colonial Theater, lots of dining options, good breakfast, comfortable bed, clean room, clean hotel."
The price is 2.855.255 ₫
3.189.319 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (493)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is 5.133.696 ₫
5.734.338 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Hilton Garden Inn Lenox Pittsfield
Hotel Downstreet, Ascend Hotel Collection
Hypo-allergenic bedding, laptop workspace, blackout curtains

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1000)
"Staff super friendly, most comfortable beds imo I’ve slept in. I sleep better there then at my house."
The price is 3.762.912 ₫
4.203.173 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Hotel Downstreet, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (659)
"Wonderful property we’ve been coming here for years"
The price is 3.630.627 ₫
4.421.093 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Ponds at Foxhollow
Property grounds

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (121)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The price is 6.070.691 ₫
6.780.962 ₫ total
includes taxes & fees
13 Jul - 14 Jul
The Ponds at Foxhollow
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Everyone was very nice to us! "
The price is 3.776.533 ₫
4.218.387 ₫ total
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn & Suites Berkshires-Lenox
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1006)
"Nice place to stay. Good breakfast. "
The price is 3.300.570 ₫
3.686.684 ₫ total
includes taxes & fees
30 Jun - 1 Jul
The Yankee, Trademark Collection by Wyndham
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (557)
"clean spacious rooms and common ateas"
The price is 4.416.139 ₫
4.932.827 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Courtyard 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.

Frequently asked questions

What does Pittsfield have to offer on top of hotels with indoor pools?
What more could you wish for than the sports events in Pittsfield, plus accommodation with an indoor pool so you can recharge your batteries at any time?Don't miss the theatre in Pittsfield---prepare to be entertained from sunrise to sunset.
How many hotels with indoor pools are there in Pittsfield?
Expedia has 5 accommodation options with indoor pools in Pittsfield so you'll be able to find one for your visit.
What is there to do in Pittsfield?
After a few relaxing laps in the pool, head out and visit some of the noteworthy attractions in and around Pittsfield. Consider a trip to Berkshire Museum, Colonial Theater and Barrington Stage Company. A few other contenders are Bousquet Ski Area, Hancock Shaker Village and Housatonic River.
Why should I choose a hotel with an indoor pool for my stay in Pittsfield?
Relaxing at the indoor pool is an ideal way to spend wet afternoons should it decide to rain during your holiday to Pittsfield. If you're searching for a hotel to take the whole family to, pick one with an indoor pool.