Hotels with Restaurants in Western Massachusetts, Massachusetts

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Check availability on Western Massachusetts Hotels with Restaurants

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Western Massachusetts hotels with a restaurant

Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is P8,808
P12,463 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Red Lion Inn
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is P5,890
P6,579 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is P5,755
P6,428 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Balcony
Inn on Boltwood

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (752)
"Room was clean and the bed was very comfortable. "
United States
Michael
Inn on Boltwood
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is P7,927
P8,855 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Element Lenox Berkshires
Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2247)
"The room was clean quiet and breakfast is great!! "
United States
Amanda
The price is P6,415
P7,452 total
includes taxes & fees
Jan 2 - Jan 3, 2026
D. Hotel Suites & Spa
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is P7,509
P8,388 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hilton Garden Inn Lenox Pittsfield
2 restaurants, breakfast, lunch, dinner served; American cuisine
Hotel Northampton

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1000)
"Very good stay"
United States
Richard
Hotel Northampton
Lobby
Hotel UMass

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1007)
"Love staying on campus when we visit!"
United States
Joan
The price is P7,376
P8,305 total
includes taxes & fees
Dec 30 - Dec 31
Hotel UMass
8 restaurants, breakfast, lunch, dinner served; American cuisine
MGM Springfield

MGM Springfield

MGM Springfield
4.0 star property
Metro Center
9.0 out of 10, Wonderful, (1458)
"Loved the decor, very clean and comfortable "
United States
Lisa
The price is P8,750
P11,259 total
includes taxes & fees
Jan 5 - Jan 6, 2026
MGM Springfield
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.
View all properties

Top Western Massachusetts Hotel Reviews

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent
"Room was clean, quiet, and comfortable. Breakfast was very good. Would stay there again."
Leslie 3-night trip
Posted 2 days ago
Holiday Inn Express Springfield Downtown by IHG

Frequently asked questions

How much do hotels with dining in Western Massachusetts cost?
The price for hotels in Western Massachusetts ranges from P6,428 to P12,463 per night. Expedia has unbeatable offers on properties with restaurants or in foodie areas that'll please both your taste buds and budget. 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 Western Massachusetts?
Western Massachusetts has multiple hotels with dining that have a total average guest review rating of 8.9. Eager to sample the local culinary scene in Springfield? Do it from Fairfield Inn & Suites Springfield Holyoke, a 2.5-star property with a terrace and a swimming pool. Alternatively, eat your way around Springfield from Homewood Suites by Hilton Holyoke-Springfield/North. Also popular with travelers, it has a 3-star rating and conveniences such as a swimming pool and a barbecue grill.
How many hotels with dining are there in Western Massachusetts?
Look up our 163 hotels with dining in Western Massachusetts and then reserve your favorite. Whether you're organizing a family getaway or a weekend with friends, your perfect stay is just clicks away.
What are the best cheap hotels with dining in Western Massachusetts?
With hotels with dining starting at only P6,428 per night, you'll have more cash in your wallet for exploring Western Massachusetts's foodie scene. If Springfield is in your travel plans, book a room at Fairfield Inn & Suites Springfield Holyoke. Pillow top mattresses and a terrace help make this property a popular pick. Expedia also offers budget-friendly hotels with dining in West Springfield. Put your feet up at Fairfield Inn & Suites Springfield Holyoke and make use of conveniences such as a swimming pool and a tennis court. Explore Western Massachusetts on a budget by filling your itinerary with exciting free attractions. Hampton Ponds State Park in Springfield is one for your list after you've got your teeth into the local food scene. If you're spending some time in West Springfield, you can leave your wallet in your pocket when you visit Hampton Ponds State Park. 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 Western Massachusetts?
You'll find family-friendly hotels with dining around Western Massachusetts, including Springfield. Courtyard by Marriott West Springfield is one option that'll suit your culinary needs in this vibrant city. It has a 3-star rating and conveniences like a nearby theme park and a nearby zoo. Alternatively, unpack your bags at Holiday Inn Express Springfield Downtown, an IHG Hotel. With complimentary breakfast, WiFi and access to top foodie experiences, this 2.5-star property in Springfield will make you and your team feel at home. After you've settled into your room and tried some of the local dishes, it's time to discover the best of Springfield. Spend time together at family-friendly attractions such as Six Flags New England and Naismith Memorial Basketball Hall of Fame.
Why book your hotel with dining in Western Massachusetts with Expedia?
Expedia makes it easy to find your dream hotel with dining in Western Massachusetts. Make the most of our filters to search for properties with an on-site restaurant. If you have a budget in mind, choose how much you'd like to spend and your preferred hotel star rating. We'll help you find a suitable stay whatever your bank balance or tastes.
How can I find cheap hotels with dining in Western Massachusetts?
With Expedia's useful filter tool, booking cheap hotels with dining in Western Massachusetts has never been easier. To discover stays that are very pocket friendly, refine your search results by meal plans, budget and star rating.
What is there to do in Western Massachusetts near my hotel with dining?
The most important accessory for your Western Massachusetts adventure is a good itinerary! Naismith Memorial Basketball Hall of Fame, Titanic Museum and Springfield Science Museum are among the most popular sights if you're bound for Springfield. Amherst also has plenty of big-name attractions, such as Emily Dickinson Museum. Want to add to your to-do list? Check out Amherst Farm Winery and Mead Art Museum too.

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