Western Massachusetts

Travel Guide

Fall Season in Western Massachusetts
USA, Massachusetts, Shelburne Falls. A roadside stand sells golden pumpkins near Shelburne Falls, in western Massachusetts.
A panorama of western Massachusetts from the top of Mount Greylock
Quintessential Pioneer Valley. The view from the top of Sugarloaf is more than rewarding for its easy 30 min hike or quick drive to the summit. It's a very popular spot during the summer and also great for having cookouts and picnics with your friends and family.
Abandoned tower in holyoke you can go to the top

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Where to stay in Western Massachusetts

Aerial panorama of Springfield, Massachusetts, United States in early morning

Metro Center

4/5(10 area reviews)

Explore Springfield Armory National Park, Quadrangle museums, and enjoy over 70 clubs, bars, and restaurants in the Club Quarter. Exceptionally walkable, with easy access to I-91, I-291, and Union Station.

Metro Center
Beautiful enchanted forest and stream background in Western Massachusetts.

Forest Park

While visiting Forest Park, you might make a stop by sights like Forest Park and Zoo in Forest Park and Education Center.

Forest Park
Basketball fans will love this museum, with all kinds of amazing displays about some of the greatest basketball players, games, stats, records, and basketball history.

South End

If you're spending some time in South End, Naismith Memorial Basketball Hall of Fame and Titanic Museum are top sights worth seeing.

South End
Private Little Robinhood Lake in the Berkshires , took 2 great pictures here. It was perfectly serene, later in the day and a peaceful quiet you don't often experience in this day and age.

Sherwood Forest

While there might not be top attractions in Sherwood Forest, you can explore the larger area and discover places like Pyramid Lake and Jacob's Pillow.

Sherwood Forest
Default Image

Sixteen Acres

Suburban in character, Sixteen Acres offers educational institutions like Western New England University and leisure activities such as golfing at Veterans Memorial Golf Course. Explore Greenleaf Park or shop at commercial clusters on Wilbraham Road and Allen Street.

Sixteen Acres
View on Boston public garden at winter

Boston Road

While Boston Road might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lake Lorraine State Park and Randall's Farm and Greenhouse.

Boston Road
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
The price is CA $204 per night from Apr 5 to Apr 6
CA $204
CA $263 total
Apr 5 - Apr 6
includes taxes & fees
Stay at this hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking in ...
9/10 Wonderful! (1,492 reviews)
Room was amazing and the staff was nailed phenomenal!!! Super clean and felt very safe there!!

Reviewed on Mar 13, 2026

MGM Springfield
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is CA $143 per night from Mar 16 to Mar 17
CA $143
CA $174 total
Mar 16 - Mar 17
includes taxes & fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,302 reviews)
Clean. Staff was great. Easy commute to mountain.

Reviewed on Mar 13, 2026

Vacation Village in the Berkshires
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
The price is CA $150 per night from Mar 16 to Mar 17
CA $150
CA $175 total
Mar 16 - Mar 17
includes taxes & fees
Book a stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,210 reviews)
The hotel was beautiful, room was exceptionally clean and spacious. Great pool and hot tub. Would absolutely stay here again.

Reviewed on Mar 14, 2026

D. Hotel Suites & Spa
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.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,302 reviews)
Clean. Staff was great. Easy commute to mountain.

Reviewed on Mar 13, 2026

Vacation Village in the Berkshires
Huttopia Berkshires

Huttopia Berkshires

1 out of 5
312 Kittle Rd Williamstown MA
Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
9.4/10 Exceptional! (10 reviews)
Excelente servicio

Reviewed on Mar 8, 2026

Huttopia Berkshires
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (141 reviews)
I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ...

Reviewed on Feb 9, 2026

The Ponds at Foxhollow
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.

Popular places to visit

Cities near Western Massachusetts

Explore a world of travel with Expedia