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.

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, CityStage Symphony Hall and MassMutual Center 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
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 Jacob's Pillow, some noteworthy sights in the nearby area.

Sherwood Forest
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 Indian Motorcycle Museum.

Boston Road
Default Image

Pine Point

While there might not be top attractions in Pine Point, you can explore the larger area and discover places like Lake Lorraine State Park and Indian Motorcycle Museum.

Pine Point
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is ₹9,526 per night from 28 Jan to 29 Jan
₹9,526
₹11,646 total
28 Jan - 29 Jan
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 ...
8.6/10 Excellent! (2,212 reviews)
everything is great!

Reviewed on 20 Jan 2026

Vacation Village in the Berkshires
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
The price is ₹11,462 per night from 28 Jan to 29 Jan
₹11,462
₹15,083 total
28 Jan - 29 Jan
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 ...
8.8/10 Excellent! (1,467 reviews)
Boutique and very clean

Reviewed on 22 Jan 2026

MGM Springfield
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
The price is ₹10,962 per night from 28 Jan to 29 Jan
₹10,962
₹12,735 total
28 Jan - 29 Jan
includes taxes & fees
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! (2,233 reviews)
Excellent

Reviewed on 20 Jan 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 ...
8.6/10 Excellent! (2,212 reviews)
everything is great!

Reviewed on 20 Jan 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 ...
9.2/10 Wonderful! (8 reviews)
Healthy food too!

Reviewed on 20 Oct 2025

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 ...
8.4/10 Very Good! (140 reviews)
Condo was a great space. Bathroom walls should be repainted as stains are evident. There were also stains on the couch which I cleaned.

Reviewed on 3 Jan 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