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Hotels in The Berkshires

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Tonight May 19 - May 20Next weekend May 24 - May 26

Choose from 1008 The Berkshires Hotel Deals

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
  • 8 min drive from Tanglewood Music Center
The price is $79 per night from May 27 to May 28
$79
per night
May 27 - May 28
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. ...
7.6/10 Good! (608 reviews)
"Convenient"

Reviewed on May 4, 2024

Howard Johnson by Wyndham Lenox
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 6 min drive from Tanglewood Music Center
The price is $110 per night from May 20 to May 21
$110
per night
May 20 - May 21
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (240 reviews)
"Driveway entrance is on a very busy road where cars & trucks go very fast, so turning into & out of drive is tricky."

Reviewed on May 15, 2024

Life House Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 12 min drive from Tanglewood Music Center
The price is $139 per night from May 28 to May 29
$139
per night
May 28 - May 29
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (882 reviews)
"Stay was great"

Reviewed on May 14, 2024

The Red Lion Inn
Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
  • 58 min drive from Tanglewood Music Center
The price is $149 per night from May 20 to May 21
$149
per night
May 20 - May 21
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 ...
8.4/10 Very Good! (921 reviews)
"A great place to stay in North Adams. Clean, friendly and located just a couple of miles from an outstanding breakfast restaurant."

Reviewed on May 15, 2024

Hotel Downstreet
The Lenox Collection
The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 5 min walk from Tanglewood Music Center
The price is $89 per night from May 27 to May 28
$89
per night
May 27 - May 28
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (147 reviews)
"Everyone was very nice. We only wished the breakfast started at 7:30."

Reviewed on May 16, 2024

The Lenox Collection
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 8 min drive from Tanglewood Music Center
The price is $104 per night from May 20 to May 21
$104
per night
May 20 - May 21
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 ...
9/10 Wonderful! (1,001 reviews)
"Room was very clean. Staff was helpful and available."

Reviewed on May 13, 2024

The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 13 min drive from Tanglewood Music Center
The price is $111 per night from May 28 to May 29
$111
per night
May 28 - May 29
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 clean ...
8.8/10 Excellent! (467 reviews)
"Clean, friendly staff, plenty of indoor/outdoor activities."

Reviewed on May 15, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 27 min drive from Tanglewood Music Center
The price is $80 per night from May 20 to May 21
$80
per night
May 20 - May 21
Book a 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 ...
8/10 Very Good! (1,000 reviews)
"Whenever we are in the area we have stayed and been pleased."

Reviewed on May 12, 2024

Quality Inn
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
  • 16 min drive from Tanglewood Music Center
The price is $95 per night from May 28 to May 29
$95
per night
May 28 - May 29
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (578 reviews)
"You walk in and you’re greeted with a smile, you’re treated respectfully and everyone is so very helpful! Second time I’ve stayed here in a year and it is the only place I’m going to book when I’m in the area."

Reviewed on May 10, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
  • 14 min drive from Tanglewood Music Center
The price is $110 per night from May 27 to May 28
$110
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (941 reviews)
"The hotel was farther off of the freeway than I thought it would be. But it was a nice quiet room with a good breakfast. The workout room had a decent treadmill. The stepper needed a battery and the Peloton needed help from the employee to connect to the internet so we didn't ask. The staff was super ..."

Reviewed on May 14, 2024

Best Western Plus Berkshire Hills Inn & Suites
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
  • 1 hour drive from Tanglewood Music Center
The price is $269 per night from May 20 to May 21
$269
per night
May 20 - May 21
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. ...
9.6/10 Exceptional! (294 reviews)
"Love the Williams Inn"

Reviewed on May 3, 2024

The Williams Inn
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 10 min drive from Tanglewood Music Center
The price is $165 per night from May 20 to May 21
$165
per night
May 20 - May 21
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (311 reviews)
"A good stay. Clean and quite. Nice pool and fun for the Kidspiration"

Reviewed on May 5, 2024

Berkshire Mountain Lodge
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

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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 1,008 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 $79. 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 $79.

How many hotels are there in The Berkshires?

With over 1,008 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 $79.

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.