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Hotels in The Berkshires

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Last Minute Hot Rate® Hotel Deals in The Berkshires

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Choose from 760 The Berkshires Hotel Deals

Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA, 01230
  • 27 min drive from Tanglewood Music Center
The price is $95 per night from Sep 12 to Sep 13
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
3.9/5 Good! (820 reviews)
"Clean, convenient, friendly and the free breakfast is a great time saver. We'll be back!"

Reviewed on Aug 17, 2022

Quality Inn
Yankee Inn
Yankee Inn
2.5 out of 5
461 Pittsfield Rd, Lenox, MA, 01240
  • 6 min drive from Tanglewood Music Center
The price is $115 per night from Sep 7 to Sep 8
Stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
4.3/5 Excellent! (1,000 reviews)
"Surprisingly pleasing old fashioned motel (previously motor lodge) "King bed with tub" room was extremely large, comfortable, and equipped with a giant tub for two (w/ weak jets) continental breakfast was better than most Both indoor and outdoor pools were open (very unusual to find that) check-in ..."

Reviewed on Aug 16, 2022

Yankee Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA, 01238
  • 5 min drive from Tanglewood Music Center
The price is $166 per night from Aug 31 to Sep 1
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
4.3/5 Excellent! (911 reviews)
"Setting is magnificent, room was pleasant and comfortable. Shower and tub need a hand bar for safety. I didn’t take showers as a result"

Reviewed on Aug 17, 2022

The Black Swan Lee - Lenox, Ascend Hotel Collection
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3 out of 5
37 Corey Rd, Hancock, MA, 01237
  • 34 min drive from Tanglewood Music Center
The price is $149 per night from Sep 5 to Sep 6
Stay at this 3-star ski condo in Hancock. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. ...
4/5 Very Good! (798 reviews)
"Loved the location. Lots for families/kids to do right on the property. Staff was extremely helpful and friendly. room was a little dated, but clean. Could some paint"

Reviewed on Aug 13, 2022

Jiminy Peak Mountain Resort
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
3.5 out of 5
190 Meadow Street, South Lee, MA, 01260
  • 13 min drive from Tanglewood Music Center
The price is $164 per night from Sep 5 to Sep 6
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the bar in ...
4.4/5 Excellent! (271 reviews)
"Comfortable rooms for 2 adults and 2 teens. Lots to do on property."

Reviewed on Aug 11, 2022

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA, 01201
  • 17 min drive from Tanglewood Music Center
The price is $209 per night from Aug 25 to Aug 26
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
4.7/5 Exceptional! (440 reviews)
"I liked the layout and open space, was not happy the restaurant was not open in the Hotel."

Reviewed on Aug 15, 2022

Hotel On North
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, 01201
  • 16 min drive from Tanglewood Music Center
The price is $131 per night from Sep 6 to Sep 7
Stay at this 3-star spa hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast. Our guests praise the clean rooms in our reviews. Popular attractions ...
3.8/5 Good! (394 reviews)
"The room was clean and quiet, the front desk staff were very nice. The parking lot was remote - short walk from hotel. Valets only pointed to where you were to park your car. At night in the lot we were approached by a man asking for money. Didn’t feel safe."

Reviewed on Aug 13, 2022

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Hancock, MA, 01237
  • 35 min drive from Tanglewood Music Center
Stay at this 3-star condo in Hancock. Enjoy free WiFi, free parking, and a children's pool. Our guests praise the pool and the clean rooms in our reviews. Popular ...
4.2/5 Excellent! (1,566 reviews)
"Excellent kitchen amenities and supplies. Spacious rooms including a large bathroom. Limited number of units per building. The decor is very drab. Dull colors even in the prints on the walls."

Reviewed on Jul 25, 2022

Vacation Village in the Berkshires
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA, 01230
  • 23 min drive from Tanglewood Music Center
The price is $131 per night from Sep 6 to Sep 7
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
4.3/5 Excellent! (322 reviews)
"Good"

Reviewed on Aug 8, 2022

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Seven Hills Inn
Seven Hills Inn
4 out of 5
40 Plunkett Street, Lenox, MA, 01240
  • 24 min walk from Tanglewood Music Center
The price is $140 per night from Sep 8 to Sep 9
Stay at this 4-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
3.7/5 Good! (290 reviews)
"Good property!"

Reviewed on Aug 5, 2022

Seven Hills Inn
The Whitlock
The Whitlock
16 Church St, Lenox, MA, 01240
  • 6 min walk from Tanglewood Music Center
The price is $180 per night from Sep 14 to Sep 15
Stay at this hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Norman Rockwell Museum and Lenox Library are located nearby. ...
4.4/5 Wonderful! (123 reviews)
"Love the patio area, fire pit."

Reviewed on Aug 16, 2022

The Whitlock
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA, 01262
  • 12 min drive from Tanglewood Music Center
The price is $195 per night from Sep 15 to Sep 16
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast. Our guests praise the pool and the restaurant in our reviews. ...
4.3/5 Excellent! (587 reviews)
"This is a wonderfully authentic 18th century grande dame of an inn that is located in the center of the quintessential New England Village which itself lies in the center of the beautiful and artistic Berkshires. And so while utilities and amenities are up to date, my partner and I happily accepted ..."

Reviewed on Aug 15, 2022

The Red Lion Inn
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in The Berkshires

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your The Berkshires hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in The Berkshires.

Choosing the right hotel in Massachusetts has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of The Berkshires’s 760 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $83. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% The Berkshires hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in The Berkshires. No matter your reason for visiting The Berkshires, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About The Berkshires hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in The Berkshires for as low as $83.

How many hotels are there in The Berkshires?

With over 760 hotels in The Berkshires, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $83.

How to find cheap car rentals in The Berkshires?

Finding a cheap car rental deal in The Berkshires is as easy as scoring cheap hotels in The Berkshires. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to The Berkshires now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to The Berkshires right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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