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Hotels with Restaurants in The Berkshires, Massachusetts

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Check prices for these dates

Our top choices for The Berkshires hotels with a restaurant

1. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (982 reviews)
"Very nice hotel"
United States
Philip
The price is P7,320
P8,176 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North

2. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is P6,781
P7,574 total
includes taxes & fees
Dec 6 - Dec 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel

3. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,071 reviews)
"Very nice place beautiful view"
United States
Brian
The price is P6,630
P7,405 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold

4. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,004 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is P5,458
P6,097 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South

5. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (689 reviews)
"Great stay!"
United States
Vandhana
The price is P7,919
P8,846 total
includes taxes & fees
Dec 10 - Dec 11
Courtyard by Marriott Lenox Berkshires

6. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,003 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is P10,719
P12,295 total
includes taxes & fees
Nov 11 - Nov 12
The Cornell Inn, Lenox & The Berkshires

7. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (717 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is P7,483
P8,358 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Lenox Pittsfield

8. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,013 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
The price is P9,973
P14,286 total
includes taxes & fees
Nov 29 - Nov 30
The Red Lion Inn

9. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is P8,511
P9,507 total
includes taxes & fees
Nov 29 - Nov 30
Element by Marriott Lenox Berkshires

10. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (714 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is P12,808
P14,307 total
includes taxes & fees
Nov 11 - Nov 12
The Williams Inn
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.

Frequently Asked Questions

How much do hotels with dining in The Berkshires cost?

You can expect to pay between P 5,458 and P 12,808 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?

Get ready to experience the culinary delights of The Berkshires when you stay at one of our multiple hotels with restaurants or in foodie areas. With a total average guest review rating of 0, there's an irresistible option for every budget and taste. If your travels include a stop in Lenox, check out Hotel On North, a 3.5-star escape with mountain views and a restaurant. Another traveler favorite here is Hilton Garden Inn Lenox Pittsfield. This 3-star stay has a terrace and a swimming pool.

How many hotels with dining are there in The Berkshires?

Take a look at our 42 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.

What are the best cheap hotels with dining in The Berkshires?

With hotels with dining starting at P 5,458 per night, you'll have extra money in your pocket for exploring The Berkshires's cuisine. If Lenox is where you want to be, take a look at Hampton Inn & Suites Berkshires-Lenox. Mountain views and a swimming pool help make this stay a top choice. Expedia also has low-cost hotels with dining in Williamstown. Get comfy at Berkshire Valley Inn and make use of amenities such as mountain views and WiFi. There are lots of free and exciting things to do wherever you choose to go in The Berkshires. If you're traveling to Lenox, explore Canoe Meadows Wildlife Sanctuary. You can also sightsee without spending a dime in Williamstown. Mount Greylock is a popular free thing to do here. This price was 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.

Are there any family-friendly hotels with dining in The Berkshires?

You'll discover some excellent family-friendly hotels with dining in The Berkshires. If you're traveling to Lenox, experience the gastronomic delights of the city from Hotel On North. Amenities at this 3.5-star hotel include WiFi and housekeeping services. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel is another top choice for families looking for hotels with restaurants or near foodie areas. This 3.5-star option features miniature golf and a playground and is also in Lenox. Once you've settled into your room and sampled some of the local food and drink, get out and discover Lenox. Enjoy memorable moments together at family-friendly attractions such as Hancock Shaker Village and Berkshire Museum.

Are there any 5-star hotels with dining in The Berkshires?

While there aren't any 5-star hotels with dining in The Berkshires, there are still stylish options to choose from. Lenox on your must-visit list? Garden Gables Inn is a 4-star retreat that will put you close to some top-notch foodie experiences. Designer toiletries and treatment rooms are among the amenities here. Hampton Terrace Inn is another choice with dining in Lenox. Also rated 4 stars and featuring a terrace and a swimming pool, there's plenty to love about this hotel.

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.