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Cheap Holidays to The Berkshires
- Top deals for trips to The Berkshires
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to The Berkshires
Price found within the past 48 hours. Click for updated prices.
![Club Wyndham Bentley Brook](http://images.trvl-media.com/lodging/1000000/980000/973700/973618/bb582c2d_y.jpg)
3.0-star property
Club Wyndham Bentley Brook
1 Sep - 7 Sep
6 night stay
London (LON) to Albany (ALB)
Return • Coach
per person
found 7 hours ago
Club Wyndham Bentley Brook's great location gets high marks from our customers. During your stay, you're just a quick walk from Jiminy Peak Mountain Resort. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
![The Red Lion Inn](http://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/09e63194_y.jpg)
3.5-star property
The Red Lion Inn
1 Sep - 7 Sep
6 night stay
London (LON) to Albany (ALB)
Return • Coach
per person
found 7 hours ago
Our customers tell us that they enjoy the pool at The Red Lion Inn. During your stay, you're just a quick walk from Housatonic River. Enjoy features like free WiFi in public areas, plus 3 restaurants and a full-service spa.
The Berkshires Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
![Club Wyndham Bentley Brook](http://images.trvl-media.com/lodging/1000000/980000/973700/973618/bb582c2d_y.jpg)
3.0-star property
Club Wyndham Bentley Brook
1 Sep - 7 Sep
6 night stay
London (LON) to Albany (ALB)
Return • Coach
per person
found 7 hours ago
Club Wyndham Bentley Brook's great location gets high marks from our customers. During your stay, you're just a quick walk from Jiminy Peak Mountain Resort. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
![The Red Lion Inn](http://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/09e63194_y.jpg)
3.5-star property
The Red Lion Inn
1 Sep - 7 Sep
6 night stay
London (LON) to Albany (ALB)
Return • Coach
per person
found 7 hours ago
Our customers tell us that they enjoy the pool at The Red Lion Inn. During your stay, you're just a quick walk from Housatonic River. Enjoy features like free WiFi in public areas, plus 3 restaurants and a full-service spa.
Best The Berkshires hotel deals for your holiday
![Hotel Downstreet](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/644e76fa_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hotel Downstreet
40 Main St, North Adams, MA
The price is £131 per night
£131
per night
24 Jun - 25 Jun
59.28 km from city centre
Our customers tell us that they can't get enough of the comfortable beds at Hotel Downstreet. During your stay, you're just a quick walk from Western Gateway Heritage State Park. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
![Life House Berkshires](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/967b0257_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
The price is £105 per night
£105
per night
17 Jun - 18 Jun
26.43 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Life House Berkshires. During your stay, you'll be within walking distance of Kennedy Park. Free WiFi in public areas, free self-parking and a restaurant are available.
![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/96ff6d07_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is £119 per night
£119
per night
24 Jun - 25 Jun
28.03 km from city centre
The free breakfast at The Yankee, Trademark Collection by Wyndham gets good marks from our customers. During your stay, you're just a quick walk from Guido's Marketplace. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
![The Black Swan Lee - Lenox, Ascend Hotel Collection](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/2d55c4ee_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
The price is £112 per night
£112
per night
24 Jun - 25 Jun
19.47 km from city centre
The free breakfast at The Black Swan Lee - Lenox, Ascend Hotel Collection gets good marks from our customers. During your stay, you'll be within walking distance of Berkshire Mountain Country Store. Free WiFi in public areas, free self-parking and a restaurant are available.
![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/09e63194_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Red Lion Inn
30 Main Street, Stockbridge, MA
The price is £163 per night
£163
per night
18 Jun - 19 Jun
18.53 km from city centre
Our customers tell us that they enjoy the pool at The Red Lion Inn. During your stay, you're just a quick walk from Housatonic River. Enjoy features like free WiFi in public areas, plus 3 restaurants and a full-service spa.
![The Lenox Collection](https://images.trvl-media.com/lodging/5000000/4950000/4945500/4945461/d5c9bb20_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is £107 per night
£107
per night
18 Jun - 19 Jun
23.83 km from city centre
Our customers tell us that they can't get enough of the helpful staff at The Lenox Collection. During your stay, you're just a quick walk from Lenox Library. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
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.
Cheap flights to The Berkshires
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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^Savings based on all package bookings with Flight + Hotel made on ebookers.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.