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Hotels with Pools in The Berkshires

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Featured The Berkshires Hotels with a Pool

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
Vacation Village in the Berkshires
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
Fully refundable
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Book a stay at this family-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
Stay at this hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our ...
Hotel Downstreet
Berkshire Valley Inn
Berkshire Valley Inn
2.5 out of 5
2541 Hancock Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Stay at this hotel in Williamstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Berkshire Valley Inn
Club Wyndham Bentley Brook
Club Wyndham Bentley Brook
3 out of 5
1 Corey Road, Hancock, MA
Stay at this 3-star ski hotel in Hancock. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition ...
Club Wyndham Bentley Brook
Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Berkshire Inn
Lantern House Motel
Lantern House Motel
2.5 out of 5
256 Stockbridge Road, Great Barrington, MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
Lantern House Motel
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn & Suites Berkshires-Lenox
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 out of 5
231 River Street, North Adams, MA
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Porches Inn at Mass MoCA
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Fully refundableReserve now, pay when you stay
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Howard Johnson by Wyndham Lenox
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.

Hotels With Pools in The Berkshires

There’s one surefire way to make a splash on your last-minute trip to The Berkshires—book a hotel with a pool for your stay. Because if you really want your getaway to be “laps” and bounds better than an average vacay, The Berkshires hotels with pools will get you there. It’ll be gold medals all around for your vacation planning skills.

Dive into the Deep End of Savings

When you’re eyeing hotels with private pools for your last-minute The Berkshires getaway, you may think you’ll have to blow your entire budget on a spectacular spot. But thanks to Hotwire Hot Rate hotel deals, you don’t have to backstroke away from a killer place and settle for just any cheap hotels with pools to save some cash. Even if you’re really looking to get fancy with a capital “F” and soak up some views from hotels with rooftop pools, we’ve got you covered like sunscreen.

Swimming in Good Times in The Berkshires

Picture yourself in the lap of luxury after a long day of vacationing your heart out, relaxing to the absolute max at one of the best hotels with indoor pools in The Berkshires. No, this isn’t some farfetched daydream—there’s no better way to book the hotel with a pool beyond your expectations for way less coin than snagging a Hotwire Hot Rate hotel deal. The only question left: Ready to cannonball into your perfect The Berkshires adventure?

Frequently Asked Questions About Hotels With Pools

How to get last-minute deals on hotels with pools in The Berkshires?

When it comes to planning your getaway, you probably have one thing on your mind—scoring cheap hotels in The Berkshires with indoor pools. But only the best will do for you, including last-minute deals on an incredible hotel with a pool. When you book a Hotwire Hot Rate hotel deal, you won’t have to cut into your swimsuit budget, even if you reserve at the last minute. Because you could save up to 60% off versus booking a listed rate two weeks earlier. We’re talking as low as $88 kind of deals. You’re in there like swimwear.

What hotels in The Berkshires have pools?

With 1,001 hotels in The Berkshires, you’re sure to find your perfect match on Hotwire. Especially when you can count on finding some of the best hotels in The Berkshires with pools ready for booking with Hotwire Hot Rate deals. Getting 4-star hotels at 2-star prices? Now that’s a deal to dive into.

How can I find hotels with pools in The Berkshires?

Booking hotels with pools in The Berkshires couldn’t be easier. Start by searching for hotels in The Berkshires, make sure you check off “pool” under amenities, then peruse those sparkling deals. If you book a Hotwire Hot Rate hotel deal, you won’t know the exact hotel until after you’ve reserved, but rest assured that you’re about to get the toast of the town for a breadcrumb budget.

Is it safe to travel to The Berkshires during the coronavirus (COVID-19) crisis?

With all of the most recent COVID-19 closures and reopenings, you may be wondering is it safe to travel to The Berkshires right now. When booking your last-minute getaway to The Berkshires, make sure to check out the latest information on safety measures, closures, and up-to-date guidance on traveling during the coronavirus.