Western Massachusetts Hotels with Restaurants

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Check availability on Western Massachusetts Hotels with Restaurants

Our top choices for Western Massachusetts hotels with a restaurant

Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is RM611
RM865 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Red Lion Inn
Miscellaneous
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)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is RM415
RM463 total
includes taxes & fees
23 Dec - 24 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Front of property – evening/night
Inn on Boltwood

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (749)
"Room was clean and the bed was very comfortable. "
United States
Michael
Inn on Boltwood
Lobby
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is RM537
RM600 total
includes taxes & fees
21 Dec - 22 Dec
Element Lenox Berkshires
Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.4 out of 10, Exceptional, (2248)
"Stayed 3 nights, really great hotel and value. "
United States
Vince
The price is RM448
RM520 total
includes taxes & fees
1 Jan - 2 Jan 2026
D. Hotel Suites & Spa
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, (1452)
"Great room, nice venue, with free self parking "
United States
Chuck
The price is RM611
RM786 total
includes taxes & fees
4 Jan - 5 Jan 2026
MGM Springfield
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, (986)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is RM380
RM424 total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Front of property – evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (549)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is RM808
RM902 total
includes taxes & fees
14 Dec - 15 Dec
The Williams Inn
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (815)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is RM449
RM502 total
includes taxes & fees
16 Dec - 17 Dec
Berkshires Untold
Indoor pool
Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA
3.0 star property
South End
8.4 out of 10, Very good, (1002)
"Very nice hotel, clean and friendly perfectly located. "
United States
Brandy
The price is RM488
RM554 total
includes taxes & fees
19 Dec - 20 Dec
Hilton Garden Inn-Springfield, MA
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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Stayed 3 nights, really great hotel and value. "
Vince 3-night trip
Posted 2 days ago
D. Hotel Suites & Spa

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Frequently asked questions

How much do hotels with dining in Western Massachusetts cost?
The price for hotels in Western Massachusetts ranges from RM424 to RM902 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 travellers, it has a 3-star rating and conveniences such as a swimming pool and a barbecue grill.
How many hotels with restaurants are there in Western Massachusetts?
Look up our 163 hotels with restaurants in Western Massachusetts and then reserve your favourite. Whether you're organising 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 RM424 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 restaurants in Western Massachusetts with Expedia?
Expedia makes it easy to find your dream hotel with restaurants 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 restaurants in Western Massachusetts?
With Expedia's useful filter tool, booking cheap hotels with restaurants 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 restaurants?
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.