Hotels with Restaurants in The Berkshires, Massachusetts

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Check availability on The Berkshires Hotels with Restaurants

Top The Berkshires Hotels with Restaurants

Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (677)
"Nice warm place "
The price is P6,858
P7,661 total
includes taxes & fees
Jan 26 - Jan 27
Hotel On North
The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Close to Dunkin"
The price is P5,927
P6,620 total
includes taxes & fees
Jan 24 - Jan 25
The Black Swan Lee - Lenox, Ascend Hotel Collection
Hotel Downstreet
Hypo-allergenic bedding, laptop workspace, blackout drapes

Hotel Downstreet

3.0 star property
8.6 out of 10, Excellent, (1000)
"The Hotel Downstreet is the best hotel. We always enjoy our stay here and never hesitate to stay again when in the area. "
The price is P6,805
P7,602 total
includes taxes & fees
Feb 2 - Feb 3
Hotel Downstreet
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Exterior

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3.0 star property
8.0 out of 10, Very Good, (725)
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use some touch ups, but overall a solid stay. "
The price is P5,742
P6,414 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (362)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is P11,136
P12,439 total
includes taxes & fees
Jan 19 - Jan 20
Chambery Inn
The Orchards Hotel
Terrace/patio

The Orchards Hotel

2.5 star property
8.6 out of 10, Excellent, (442)
"A little dated. Restaurant shut down for renovations, disappointing"
The Orchards Hotel
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Little disappointed with the service in the Dining Room. Bar closed early which was disappointing in the sense there was nothing to do after hours."
The price is P5,217
P8,446 total
includes taxes & fees
Jan 21 - Jan 22
The Red Lion Inn
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"It was a clean and nice place. The wall must be a little thin since we could hear next door person’s conversations. The breakfast was decent and a variety of choices. I enjoyed the swimming pool and jet. I wish that there could be a sauna. Over all, it was a good place to stay! "
The price is P5,856
P6,540 total
includes taxes & fees
Jan 20 - Jan 21
The Yankee, Trademark Collection by Wyndham
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Nice pool and breakfast. Exactly like my previous experiences at Hampton Inn except this was probably the the fewest people I've encountered when staying with this chain. It was very quiet. Had the pool to ourselves for an hour."
The price is P7,421
P8,289 total
includes taxes & fees
Jan 26 - Jan 27
Hampton Inn & Suites Berkshires-Lenox
1896 House Country Inn & Motels
Exterior

1896 House Country Inn & Motels

2.5 star property
6.6 out of 10, (407)
"Historic Inn that is clean. If you are looking for something modern this is not for you. If you love a historic inn with all the old charm and character then this is your place. Staff was friendly and the bed comfortable. WiFi password provided upon picking up the room key. Internet worked well. Room was spacious for a family of 4."
The price is P5,803
P6,482 total
includes taxes & fees
Jan 19 - Jan 20
1896 House Country Inn & Motels
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.
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Frequently asked questions

How much do hotels with dining in The Berkshires cost?
You can expect to pay between P5,217 and P11,136 per night for hotels in The Berkshires. A perfect stay with a restaurant, or one with access to a top foodie area, is just a few clicks away with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with dining in The Berkshires?
Experience the culinary delights of The Berkshires when you base yourself at one of our multiple hotels with restaurants or in foodie areas. With a total average guest review rating of 8.6, there’s an appetizing option for all budgets and tastes. If you’re on your way to Williamstown, check out The Williams Inn, a 4-star escape with a garden and a terrace. Another favorite in Williamstown is The Porches Inn at Mass MoCA. This 3.5-star hotel includes a swimming pool and a sauna.
How many hotels with dining are there in The Berkshires?
Take a look at our 97 hotels with dining in The Berkshires and then select your favorite. Whether you’re off on a vacation with the family or kicking it with your pals, your perfect stay is just clicks away.
Why book your hotel with dining in The Berkshires with Expedia?
Whether you’re after a hotel with a restaurant, or one that’s near a foodie enclave, Expedia will have a stay that fits your tastes. Use our filters to search for The Berkshires hotels with on-site dining. You can also look up properties in popular locations filled with restaurants, markets or cafés. Whatever suits your style, you’ll always get a tasty bargain with Expedia!
How can I find cheap hotels with dining in The Berkshires?
Expedia can help you track down cheap hotels with dining in The Berkshires. Use our filter tools to find properties with restaurants or delightful extras, such as included lunch and dinner. You can also choose how much you want to spend per night and your preferred hotel star rating to save money.
What is there to do in The Berkshires near my hotel with dining?
The best accessory to take on your The Berkshires escape is an awesome itinerary! Sterling and Francine Clark Art Institute, Williams College Museum of Art and Hopkins Observatory are some of the most popular things to do if you’re staying in Williamstown. Pittsfield also lures visitors with its big-name attractions, such as Bousquet Ski Area. In the mood to explore more? Drop by Barrington Stage Company and Berkshire Museum too.