Western Massachusetts Travel Guide

Tourist Guide

Fall Season in Western Massachusetts
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.

The Annual Holiday 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

If you're spending some time in Metro Center, Paramount Theater and CityStage Symphony Hall are top sights worth seeing.

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

While visiting South End, you might make a stop by sights like Naismith Memorial Basketball Hall of Fame and Titanic Museum.

South End
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North Amherst

While North Amherst may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Puffers Pond South Beach and Mullins Center.

North Amherst
View on Boston public garden at winter

Boston Road

Though Boston Road may not have many top sights, you can venture to the surrounding area to see attractions like Lake Lorraine State Park and Haviland Pond Beach.

Boston Road
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

When in Sherwood Forest, you can plan a visit to Pyramid Lake and Becket Land Trust Historic Quarry, some noteworthy sights in the nearby area.

Sherwood Forest
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is NZ$210 per night from 22 Feb to 23 Feb
NZ$210
22 Feb - 23 Feb
includes taxes & fees
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
8.8/10 Excellent! (2,245 reviews)
Room was clean, amenities were clean as well. Staff extremely courteous, kind and friendly. It was our 2nd stay and we'll be back again.

Reviewed on 18 Feb 2026

Vacation Village in the Berkshires
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
The price is NZ$298 per night from 22 Feb to 23 Feb
NZ$298
22 Feb - 23 Feb
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 their ...
9/10 Wonderful! (1,480 reviews)
The room was beautiful, spotless, quiet, and very spacious, especially for the price! We loved our stay!

Reviewed on 18 Feb 2026

MGM Springfield
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
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 their reviews. Popular ...
9.2/10 Wonderful! (2,229 reviews)
One of the cleanest rooms I had stayed in, in a very long time. The bed was comfortable, and the breakfast was delicious. It was also quiet and you could not hear your neighbors. I would not hesitate to stay here again.

Reviewed on 16 Feb 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
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
8.8/10 Excellent! (2,245 reviews)
Room was clean, amenities were clean as well. Staff extremely courteous, kind and friendly. It was our 2nd stay and we'll be back again.

Reviewed on 18 Feb 2026

Vacation Village in the Berkshires
Huttopia Berkshires

Huttopia Berkshires

1 out of 5
312 Kittle Rd Williamstown MA
Stay at this campsite in Williamstown. Enjoy free parking, breakfast (surcharge) and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
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 Wi-Fi, free parking and a fitness centre. Popular attractions The Mount and Wyndhurst Golf & Club 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 9 Feb 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

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