Name: Hotel Downstreet, an Ascend Collection Hotel
Price range: $152 total
Rating: 8.6

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Your Western Massachusetts Vacation

With a Western Massachusetts vacation package, you can forget about the stress of planning and simply focus on experiencing everything this exciting destination has to offer. Start your trip to Western Massachusetts with a couple of days in Springfield visiting popular sights like Six Flags New England and MGM Springfield. Lenox is another top city that lures crowds from far and wide. National Shrine of the Divine Mercy and Norman Rockwell Museum are two of the top places to see in this destination. Whether you're planning to travel for a week or a month, Expedia are here to help you customize your next dream Western Massachusetts vacation.

The Latest Western Massachusetts vacation packages

Price found within the past 48 hours. Click for updated prices.

The Equinox Golf Resort & Spa

$421

per person

Dec 15 - Dec 18

found 7 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

7.4/10 Good! (549 reviews)

Nice room, comfortable bed. This is an old grand hotel in tip top shape. We often stay in this type of hotel in NH and VT and found the Equinox to be the best maintained of them all. All the architectural class of its age in virtually new condition. Nice, reasonably priced onsite dining. We didn’t use the large indoor pool but it looked first class. Pleasant staff. We hope to return. Recommend “Ok for breakfast”, a 2nd floor breakfast & lunch restaurant downtown.

Reviewed on Oct 27, 2025

Gedney Farm

$584

per person

Dec 27 - Dec 31

found 20 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

9.2/10 Wonderful! (130 reviews)

My wife and I chose Gedney Farms at the last minute to enjoy a quick escape from the city. The staff was friendly and welcoming. The checkin and checkout experience was seamless. The room had a truly rustic charm, and clean and orderly. In the morning we took a nice walk on the grounds. For a quick and relaxing getaway, Gedney Farms is a great choice.

Reviewed on Nov 2, 2025

The Cornell Inn, Lenox & The Berkshires

Save 100% on your flight

$757

per person

Dec 27 - Dec 31

found 11 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

9/10 Wonderful! (1,005 reviews)

clean room, great breakfast, friendly

Reviewed on Nov 8, 2025

Church Des Artistes Guest House

Roundout

Save 100% on your flight

$2,688

per person

Dec 30 - Jan 2

found 24 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

9.4/10 Exceptional! (18 reviews)

Tru By Hilton Albany Crossgates Mall

$459

per person

Dec 30 - Jan 2

found 24 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

8.6/10 Excellent! (1,003 reviews)

Great staff, clean and modern hotel. Beautiful room.

Reviewed on Oct 29, 2025

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Where to stay in Western Massachusetts

Find the best Western Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Western Massachusetts

Springfield showing heritage architecture

Metro Center

1 out of top 10 points of interest in this area

3.5/5(242 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.

Discover the most popular places to visit in Western Massachusetts

Great bar and restaurant in a great area in Venice. Bar in front, restaurant tables al fresco in back; very cool. Good food, and hand crafted cocktails by a talented and enthusiastic staff.

University of Massachusetts Amherst

Enjoy the collegiate vibe when you visit University of Massachusetts Amherst, during your travels in Amherst. Experience the area's live music or attend a sporting event.

Springfield which includes interior views as well as a large group of people

Naismith Memorial Basketball Hall of Fame

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.

A road near Tanglewood. Driving through the Berkshires is never a disappointing #roadtrip

Tanglewood Music Center

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.

Western Massachusetts Hotel Deals

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Fully refundableReserve now, pay when you stay

$112 nightly

$125 total

Nov 12 - Nov 13

Total with taxes and fees

8.6/10 Excellent! (2,127 reviews)

We came here because it was off season, great price, and it had an indoor pool.

Reviewed on Nov 9, 2025

MGM Springfield

One MGM Way, Springfield, MA

$155 nightly

$176 total

Nov 12 - Nov 13

Total with taxes and fees

8.8/10 Excellent! (1,429 reviews)

Clean room, extremely beautiful place!!! Staff were nice!

Reviewed on Nov 3, 2025

Hotel Downstreet, an Ascend Collection Hotel

40 Main St, North Adams, MA

Fully refundable

$136 nightly

$152 total

Dec 11 - Dec 12

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again.

Reviewed on Nov 3, 2025

See all 1,485 properties in Western Massachusetts

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.