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Hotels in The Berkshires

Choose from 1001 The Berkshires Hotel Deals

Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
  • 25 min drive from Jiminy Peak Mountain Resort
The price is $144 per night from Dec 1 to Dec 2
$144
includes taxes & fees
Dec 1 - Dec 2
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 ...
8.6/10 Excellent! (999 reviews)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again!"

Reviewed on Nov 15, 2024

Hotel Downstreet
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 28 min drive from Jiminy Peak Mountain Resort
The price is $134 per night from Nov 27 to Nov 28
$134
includes taxes & fees
Nov 27 - Nov 28
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! (445 reviews)
"Beautiful room and very comfy and convenient location."

Reviewed on Nov 23, 2024

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 25 min drive from Jiminy Peak Mountain Resort
The price is $100 per night from Dec 1 to Dec 2
$100
includes taxes & fees
Dec 1 - Dec 2
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)
"Staff was very nice, friendly and accommodating. The room was nice, clean, comfortable and spacious."

Reviewed on Nov 18, 2024

The Yankee, Trademark Collection by Wyndham
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 46 min drive from Jiminy Peak Mountain Resort
The price is $203 per night from Dec 12 to Dec 13
$203
includes taxes & fees
Dec 12 - Dec 13
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"The room was comfortable and quiet."

Reviewed on Nov 26, 2024

The Red Lion Inn
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 13 min walk from Jiminy Peak Mountain Resort
The price is $195 per night from Dec 1 to Dec 2
$195
includes taxes & fees
Dec 1 - Dec 2
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 ...
8.6/10 Excellent! (1,745 reviews)
"Property was beautiful, great staff"

Reviewed on Nov 21, 2024

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
  • 18 min drive from Jiminy Peak Mountain Resort
The price is $110 per night from Nov 29 to Nov 30
$110
includes taxes & fees
Nov 29 - Nov 30
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 ...
7.8/10 Good! (683 reviews)
Everyone was amazing!
"We stayed for two weeks and couldn’t have been happier with the service. Such nice people, and so understanding. Six stars if I could!"

Reviewed on Nov 17, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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
  • 47 min drive from Jiminy Peak Mountain Resort
The price is $158 per night from Dec 2 to Dec 3
$158
includes taxes & fees
Dec 2 - Dec 3
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 helpful staff in our ...
8.8/10 Excellent! (568 reviews)
Very good quality of towels.
"The unit was perfect in size, very good quality of towels. For the cribs, they provided new sheets and blanket that was important for us."

Reviewed on Nov 19, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 33 min drive from Jiminy Peak Mountain Resort
The price is $106 per night from Dec 11 to Dec 12
$106
includes taxes & fees
Dec 11 - Dec 12
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (349 reviews)
"This was a comfortable, clean room in a great little shopping and dining neighborhood. The staff was very friendly and helpful. I look forward to staying here again!"

Reviewed on Nov 17, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
  • 26 min drive from Jiminy Peak Mountain Resort
The price is $245 per night from Dec 1 to Dec 2
$245
includes taxes & fees
Dec 1 - Dec 2
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (374 reviews)
"A lovely hotel in close proximity to the Clark. Highly recommended!"

Reviewed on Nov 21, 2024

The Williams Inn
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
  • 26 min drive from Jiminy Peak Mountain Resort
The price is $132 per night from Dec 2 to Dec 3
$132
includes taxes & fees
Dec 2 - Dec 3
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 ...
9.2/10 Wonderful! (1,003 reviews)
"The stay was ok but the key to our door was broken and the receptionist promised to change it but she didnt so we have no key to properly enter the room.I also told another receptionist and still the same."

Reviewed on Nov 22, 2024

Hampton Inn & Suites Berkshires-Lenox
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 1 hour drive from Jiminy Peak Mountain Resort
The price is $80 per night from Dec 11 to Dec 12
$80
includes taxes & fees
Dec 11 - Dec 12
Book a 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 ...
8/10 Very Good! (1,000 reviews)
"The young man who worked the Saturday evening shift until 11 ,was a true gentleman"

Reviewed on Nov 18, 2024

Quality Inn
Club Wyndham Bentley Brook
Club Wyndham Bentley Brook
3 out of 5
1 Corey Road, Hancock, MA
  • 3 min walk from Jiminy Peak Mountain Resort
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 ...
9.2/10 Wonderful! (491 reviews)
"Amazing location and service!"

Reviewed on Nov 11, 2024

Club Wyndham Bentley Brook
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.

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 1,001 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 $80. 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 $80.

How many hotels are there in The Berkshires?

With over 1,001 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 $80.

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.