A lake with a rocky shoreline and a forested island.

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Vacation Rentals in Western Massachusetts

Aparthotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
"Clean room, friendly staff, nice property"
Berkshire Mountain Lodge
Aparthotel

Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
"I have been visiting this property for years and it is always great. Can’t beat it after a few days of adventure in the Berkshires"
Vacation Village in the Berkshires
Aparthotel

The Ponds at Foxhollow

The Ponds at Foxhollow
Lenox
"Great place"
The Ponds at Foxhollow
Cottage

Bring Your Pet & Visit Springfield: Westfield Home

Bring Your Pet & Visit Springfield: Westfield Home
Westfield
"The property was as advertised. My family and I were in town for a lacrosse tournament and it was just what we were looking for."
Bring Your Pet & Visit Springfield: Westfield Home
Cottage

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!
Lee
"What a charming home! The bathrooms and bedrooms were updated beautifully. The downstairs was updated enough while keeping the character."
Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!
Cottage

Historic Huntington Home - Walk to Westfield River

Historic Huntington Home - Walk to Westfield River
Huntington
"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."
Historic Huntington Home - Walk to Westfield River
Cottage

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
Charlemont
"Loved this old home! Record player and records were fun to listen to. Pickle ball across the street was excellent! Well stocked kitchen great for cooking in. I had a tough time with water pressure and temperature but it could have been user error. Beds were comfortable except for the twin, which was a bit too firm! Would definitely rent here again "
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
Cottage

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield
"We had an amazing experience! Such a beautiful home and amazing host! We loved it! Definitely staying here again. Highly recommend! Thank you! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Apartment

Lakefront Orange Vacation Rental - Pet Friendly!

Lakefront Orange Vacation Rental - Pet Friendly!
Orange
"Lovely, very clean, and well appointed. Host was amazing, 2 rocking chairs on front stoop overlooking the water was beautiful, peaceful.The interiorand decor was beautiful and very comfortable. We used our kayaks, which was great. It is an in̈cline downhill to carry your kayak. "
Lakefront Orange Vacation Rental - Pet Friendly!
Apartment

Vacation Rental Home in the Berkshires!

Vacation Rental Home in the Berkshires!
Williamstown
"This little guest house is a gem. Charming, comfortable and with a location that can’t be beat as a base for touring the northern Berkshires and southern Vermont. Everything was in good order, check-in was easy, and the place is well equipped with kitchen essentials. The views are gorgeous. "
Vacation Rental Home in the Berkshires!
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Stay near popular Western Massachusetts attractions

A roller coaster at an amusement park with a clear sky.

Six Flags New England

8.4/10 (599 reviews)
Bring the kids to Six Flags New England and enjoy the excitement of this amusement park in Agawam. You can attend a basketball game while in the area.
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A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)
You can get tickets for a performance at Tanglewood Music Center during your trip to Lenox. While you're in the area, stroll along the lakeside.
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A hillside with autumn-colored trees and five wind turbines against a blue sky with clouds.

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)
Hit the slopes in Hancock with a visit to Jiminy Peak Mountain Resort. Discover the mountain views in this quaint area.
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A basketball court with spectators, a scoreboard, and a wall of portraits.
Photo by Groovy Trip

Naismith Memorial Basketball Hall of Fame

8.6/10 (481 reviews)
You can study the exhibits at Naismith Memorial Basketball Hall of Fame, a museum with a storied past, during your trip to Springfield. You can attend a basketball game while in the area.
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A building with 'MASS MoCA' written on it, surrounded by greenery and hills.
Photo by Caminante

Massachusetts Museum of Contemporary Art

9.4/10 (246 reviews)
You can spend time browsing the exhibits at Massachusetts Museum of Contemporary Art in North Adams. Take in the fascinating museums while you're in the area.
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A historic building with ivy-covered brick walls, a large lawn, and a clear blue sky.

Williams College

9.4/10 (534 reviews)
Take a campus tour or just explore the area of Williams College, during your travels in Williamstown. In the area, take in the fascinating museums and mountain views.
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A large brick building with a central entrance, columns, and a triangular pediment.

Smith College

9.2/10 (236 reviews)
Take a campus tour or just explore the area of Smith College, during your trip to Northampton. Experience the area's live music and theater scene.
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Big E

8.6/10 (302 reviews)
Learn about the local history of West Springfield with a stop at Big E. You can attend a basketball game while in the area.
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Learn more about Western Massachusetts

Rolling hills and charming towns define this picturesque region, where art lovers flock to MASS MoCA in North Adams. Outdoor enthusiasts can hike Mount Greylock, while history buffs explore Norman Rockwell's studio in Stockbridge.

See all hotels in Western Massachusetts
A panoramic view of a valley with autumn foliage, a town in the distance, and rolling hills.

Top Western Massachusetts Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"A clean pleasant place to stay"
Ken 4-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This is an old inn. It’s elegant, fun and very comfortable. Lots of dark, antique furniture and communal card games. The staff is friendly and some have been there many years. Many of the guests return year after year. If that’s what you’re looking for, you will love it. I do. If you are looking for sleek and spotless, you are best suited elsewhere."
Melinda 1-night trip
Posted 4 hours ago
The Red Lion Inn
The Yankee Inn

The Yankee Inn

8/10 Good
"The room was clean. Linens in good shape. Good access to lots of activities nearby. Breakfast can be crowded. Go early."
Lucy 2-night trip
Posted 6 hours ago
The Yankee Inn
Berkshires Untold

Berkshires Untold

8/10 Good
"Very clean-great beds!"
linda 1-night trip
Posted 8 hours ago
Berkshires Untold
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Good location, nice room, easy access"
Lauren 6-night trip
Posted 8 hours ago
Berkshire Mountain Lodge
D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Great"
Ruby 4-night trip
Posted 12 hours ago
D. Hotel Suites & Spa
MGM Springfield

MGM Springfield

10/10 Excellent
"It does need better, coffee shops, maybe like a Starbucks"
Jorge 1-night trip
Posted 22 hours ago
MGM Springfield
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Love this hotel for going to Mass MoCA"
Victoria 1-night trip
Posted 3 days ago
Hotel Downstreet, an Ascend Collection Hotel
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 8 days ago
Howard Johnson by Wyndham Lenox

More cheap stays in Western Massachusetts

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
CA $79
CA $88 total
Aug 19 - Aug 20
includes taxes & fees
5.4/10 (867 reviews)
FairBridge Inn Express
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

145 State Street Springfield MA
CA $136
CA $155 total
Sep 10 - Sep 11
includes taxes & fees
9/10 Wonderful! (1,259 reviews)
Holiday Inn Express Springfield Downtown by IHG
Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

1254 Riverdale Street West Springfield MA
CA $137
CA $156 total
Aug 23 - Aug 24
includes taxes & fees
Red Roof Inn PLUS+ West Springfield
Hotel UMass

Hotel UMass

1 Campus Center Way Amherst MA
CA $163
CA $183 total
Aug 16 - Aug 17
includes taxes & fees
Hotel UMass
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
CA $165
CA $184 total
Sep 8 - Sep 9
includes taxes & fees
7.2/10 Good! (1,006 reviews)
Quality Inn & Suites Northampton - Amherst
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
CA $198
CA $221 total
Aug 12 - Aug 13
includes taxes & fees
9.2/10 Wonderful! (1,023 reviews)
The Yankee Inn

Hotels in Western Massachusetts with star rating

Find out more about Western Massachusetts

Top reasons to visit Western Massachusetts

  • Outdoor Adventures: Western Massachusetts is a haven for outdoor enthusiasts, offering activities like skiing and hiking amidst stunning landscapes.
  • Cultural Experiences: Immerse yourself in the region's rich history with visits to historic colleges and vibrant urban parks.
  • Family-Friendly Atmosphere: The area is perfect for families, featuring various attractions and activities suitable for all ages.
  • Charming Accommodation: Choose from a range of cozy hotels and unique agritourism properties for a comfortable stay.
  • Local Sports Culture: Experience the excitement of catching a Red Sox game, adding a local sports flavour to your trip.

Find great hotels near Western Massachusetts

Discover a variety of accommodation options in Western Massachusetts, where you'll find everything from cozy hotels to charming agritourism properties. Whether you're seeking family-friendly lodgings, pet-friendly amenities, or business-themed services, this region has something for every traveller. Explore the best hotels in Western Massachusetts, including renowned choices like Best Western, ensuring a comfortable and enjoyable stay amid the scenic beauty of the area.

  • Red Roof Inn PLUS+ South Deerfield – Amherst: Located 20.9km from Western Massachusetts, Red Roof Inn PLUS+ South Deerfield – Amherst offers a welcoming environment for LGBTQIA travellers and their pets. This hotel is perfect for those seeking a pet-friendly stay, with amenities that allow certain pets onsite. The distinctive theme of this property revolves around inclusivity and comfort. Guests can enjoy variable pet fees and specific policies that accommodate dogs and cats. The friendly atmosphere and commitment to LGBTQIA hospitality make this hotel an excellent choice for those looking to travel with furry companions.
  • D. Hotel Suites & Spa: D. Hotel Suites & Spa is a charming 3-star hotel, also located 20.9km from Western Massachusetts. This family-friendly property has a unique golf and nature theme, offering guests a chance to unwind in a serene environment. With amenities tailored for children, including cribs available for a fee, families can enjoy a hassle-free stay. Golf enthusiasts will appreciate the opportunity to partake in golf experiences right at the hotel, making it an ideal choice for those looking to blend relaxation with recreation amid nature's beauty.
  • Comfort Inn & Suites: Situated 22.5km from Western Massachusetts, Comfort Inn & Suites caters to LGBTQIA travellers while providing a business-friendly environment. This hotel is designed for families, featuring free cribs for children and multiple meeting rooms for business needs. The 24-hour business centre allows guests to stay connected and productive during their stay. With its commitment to inclusivity and comprehensive amenities, Comfort Inn & Suites is a smart choice for both leisure and business travellers seeking a comfortable and accommodating stay.

Where to stay near Western Massachusetts

Western Massachusetts offers a captivating blend of scenic vistas and outdoor adventures, perfect for travellers seeking relaxation and exploration. From charming cities to picturesque neighbourhoods, you'll find family-friendly atmospheres and welcoming locals. Enjoy the stunning views along the eastern banks as you immerse yourself in the natural beauty of this region. With its convenient location, Western Mass invites you to discover all that it has to offer, making it an ideal vacation destination.

  • Northampton: Located 16.1km from Western Massachusetts, Northampton is a vibrant city renowned for its rich cultural scene and outdoor experiences. This city attracts visitors year-round, with peak travel times in April, July, and September. In Northampton, you can explore historic and modern colleges, enjoy music concerts, or venture out to local ski fields. The picturesque lake nearby is perfect for a leisurely stroll or a picnic. With its charming downtown area filled with unique shops and eateries, Northampton is a must-visit for those seeking a blend of urban and natural experiences.
  • Chesterfield: Nestled just 3.2km away from Western Massachusetts, Chesterfield is a picturesque city that offers a seasonal adventure for outdoor enthusiasts. The best time to visit is during the peak months of March to April and July, when visitors flock to enjoy the scenic beauty of the area. Chesterfield is ideal for those seeking adventure, with opportunities for skiing and exploring nearby nature reserves. The stunning canyon gorge and local parks provide a tranquil escape for hiking and enjoying the great outdoors, making it a perfect retreat for nature lovers.
  • Holyoke: Situated 22.5km from Western Massachusetts, Holyoke is a lively city that caters to families and urban explorers alike. With a consistent flow of visitors, peak times occur in April, July, and September. Holyoke offers a variety of family-friendly attractions, including an amusement park and shopping centres. The city's proximity to historic and modern colleges adds an educational angle to your visit. Whether you're looking to enjoy outdoor activities or partake in city-themed experiences, Holyoke has something for everyone, ensuring a memorable stay.

Things to do near Western Massachusetts

Western Massachusetts is an ideal destination for outdoor enthusiasts and adventure seekers. Visitors can enjoy skiing at local resorts and exploring scenic landscapes. Additionally, there are fun activities such as game rooms to unwind after a day of outdoor fun. Don't forget to catch a Red Sox game if you're in the area, adding a touch of Boston's sports culture to your experience.

Shopping

Discover the charm of Montague Bookmill, a unique bookstore 20.9km away, perfect for literary gifts. Visit Don Muller Gallery, located 16.1km away, for stunning artwork. Don't miss Richardson's Candy Kitchen, 25.7km away, where you can find delightful sweets to take home.

Recreation

Jacob's Pillow, a celebrated dance venue, offers a captivating blend of culture and romance, perfect for an immersive artistic experience. Mullins Center, a vibrant sports facility, pulses with energy and excitement for sports enthusiasts. For relaxation, visit the Land of Providence, a serene area that promotes wellness and tranquility.

Adventure

At Berkshire East Ski Resort, experience thrilling skiing amidst stunning mountain views, located 27.4km from Western Massachusetts. The Skyline Trail offers an adventurous hiking experience with breathtaking scenery, only 17.7km away. For skiing enthusiasts, Blandford Ski Area, located 20.9km from the region, provides excellent sports vibes.

Nightlife

Experience the vibrant nightlife in Western Massachusetts by visiting the Academy of Music Theater for a cultural evening or catch a show at the Calvin Theater for romance and entertainment. For some fun, head to Spare Time Bowling for a lively arcade adventure with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Western Massachusetts

When planning your trip to Western Massachusetts, aim to visit in March or between December and January for lower accommodation prices. Tuesdays are your best bet for affordable stays, while Saturdays tend to be pricier. Use Expedia's search tool to filter by budget and location, ensuring you sort results from lowest to highest price. Consider booking a package that combines flights, hotel, and activities for added savings. Don't forget to explore free local attractions and take advantage of public transport options to keep costs down during your visit.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Western Massachusetts are March and December to January, where the prices are slightly lower. This is in comparison to May, July and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Western Massachusetts is Tuesday. The most expensive day to stay around Western Massachusetts is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you’re looking for. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save on your travel expenses by combining your hotel stay in Western Massachusetts with your flights and activities through an Expedia package.

Find the best attractions near Western Massachusetts

Western Massachusetts offers a delightful blend of outdoor adventures and cultural experiences, making it an ideal destination for tourists. With a rich array of attractions, including historic colleges, vibrant urban parks, and modern universities, visitors can immerse themselves in the region's scenic beauty while enjoying family-friendly activities. Whether you're seeking adventure or a taste of local culture, Western Massachusetts has something special for everyone.

  • Smith College: Nestled in a serene setting, this historic institution boasts beautiful architecture and lush gardens, providing a rich cultural experience. Explore the Smith College Museum of Art, which houses an impressive collection of artworks.
  • University of Massachusetts Amherst: A vibrant campus known for its modern facilities and diverse student body, it offers an energetic atmosphere. Enjoy the local eateries and beautiful parks, perfect for soaking in the city vibes.
  • Chesterfield Gorge: A natural wonder, this stunning canyon offers breathtaking scenery and plenty of outdoor activities. Hike along the trails and revel in the adventure as you explore its picturesque landscapes.

Best time to go to Western Massachusetts

The best time to visit Western Massachusetts can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Western Massachusetts falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Western Massachusetts falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.2°F (-4.9°C)Light RainMostly CloudySlightly LowSlightly Low
February24.8°F (-4.0°C)Light RainMostly CloudyAverageAverage
March32.5°F (0.3°C)Light RainMostly CloudySlightly LowSlightly Low
April44.2°F (6.800000000000001°C)Light RainMostly CloudyAverageAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageSlightly High
June66.6°F (19.200000000000003°C)Light RainMostly SunnyAverageAverage
July72.7°F (22.6°C)Light RainMostly SunnySlightly HighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnySlightly HighAverage
September62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
October49.8°F (9.9°C)Light RainMostly SunnySlightly HighSlightly High
November38.8°F (3.8°C)Light RainMostly SunnyAverageAverage
December29.7°F (-1.3°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Western Massachusetts

For your visit to Western Massachusetts, you can fly into several major airports. Bradley International Airport (BDL) in Hartford, CT, is located 49.9km away and offers nearby hotels such as the DoubleTree by Hilton Hartford - Bradley Airport and Simsbury 1820 House. Albany International Airport (ALB) is 91.7km from the region, with excellent accommodations like the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort. Worcester Regional Airport (ORH) is 78.9km away, featuring options like the Beechwood Hotel and AC Hotel by Marriott Worcester. Each airport provides convenient access to various transportation services to reach your hotel.

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