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Hotels in The Berkshires

Choose from 1020 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 Jan 2 to Jan 3
$144
includes taxes & fees
Jan 2 - Jan 3
Stay at this 3-star 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 ...
8.6/10 Excellent! (1,004 reviews)
"Clean and Artsy hotel. A good experience."

Reviewed on Dec 29, 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 $99 per night from Jan 15 to Jan 16
$99
includes taxes & fees
Jan 15 - Jan 16
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! (460 reviews)
"Well done property and pleasant staff"

Reviewed on Dec 29, 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 $108 per night from Jan 9 to Jan 10
$108
includes taxes & fees
Jan 9 - Jan 10
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! (1,002 reviews)
"The fireplace in room was an unexpected bonus"

Reviewed on Dec 30, 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 $144 per night from Jan 13 to Jan 14
$144
includes taxes & fees
Jan 13 - Jan 14
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,002 reviews)
"Delightful!"

Reviewed on Dec 26, 2024

The Red Lion 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
  • 18 min drive from Jiminy Peak Mountain Resort
The price is $111 per night from Jan 5 to Jan 6
$111
includes taxes & fees
Jan 5 - Jan 6
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! (711 reviews)
"This was an excellent choice for a limited budget. The rooms are small, but clean and have a microwave, large enough fridge and coffee maker. Free parking is 5 min walk from the hotel."

Reviewed on Dec 29, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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 $94 per night from Jan 7 to Jan 8
$94
includes taxes & fees
Jan 7 - Jan 8
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! (1,005 reviews)
"Great hotel for the price we paid."

Reviewed on Dec 24, 2024

Quality Inn
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 $147 per night from Jan 26 to Jan 27
$147
includes taxes & fees
Jan 26 - Jan 27
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! (575 reviews)
"Friendly staff, large rooms and conveniently located."

Reviewed on Dec 26, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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 $216 per night from Jan 2 to Jan 3
$216
includes taxes & fees
Jan 2 - Jan 3
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! (1,748 reviews)
"Nice and quiet family get a way"

Reviewed on Dec 16, 2024

Vacation Village in the Berkshires
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 $210 per night from Jan 2 to Jan 3
$210
includes taxes & fees
Jan 2 - Jan 3
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! (396 reviews)
"This property is beautiful, modern, super clean and convenient. Loved it!"

Reviewed on Dec 30, 2024

The Williams Inn
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
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! (366 reviews)
"Great location. Easy walk to restaurants"

Reviewed on Dec 29, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
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 $141 per night from Jan 7 to Jan 8
$141
includes taxes & fees
Jan 7 - Jan 8
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! (1,004 reviews)
"Staff was great, they kept the place clean, the elevator broke and they had it fixed quickly!"

Reviewed on Dec 29, 2024

Hampton Inn & Suites Berkshires-Lenox
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
3 out of 5
70 Pittsfield Rd, Lenox, MA
  • 30 min drive from Jiminy Peak Mountain Resort
The price is $155 per night from Jan 23 to Jan 24
$155
includes taxes & fees
Jan 23 - Jan 24
Stay at this 3-star business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (543 reviews)
"Staff were pleasant and helpful. Limited menu at the hotel's bistro, but two restaurants across the busy road. Pool is much smaller than it looks in the photo and hot tub was too hot. Rooms somewhat small but well laid-out."

Reviewed on Dec 2, 2024

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.

Find cheap hotels in The Berkshires

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