Name: Vacation Village in the Berkshires
Price range: $143 total
Rating: 8.8

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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.

Vacation Village in the Berkshires

$484

per person

Jul 18 - Jul 21

found 4 hours ago

Roundtrip non-stop flight included

New York (JFK) to Albany (ALB)

8.8/10 Excellent! (2,369 reviews)

Beautiful property in the middle of the mountains

Reviewed on May 28, 2026

The Cornell Inn, Lenox & The Berkshires

Save 100% on your flight

$1,472

per person

Jul 18 - Jul 21

found 4 hours ago

Roundtrip non-stop flight included

New York (JFK) to Albany (ALB)

9.2/10 Wonderful! (1,005 reviews)

Great place, nice amenities and convenient location, highly recommended.

Reviewed on May 27, 2026

The Perch Hotel

Save 100% on your flight

$750

per person

Jul 23 - Jul 26

found 9 hours ago

Roundtrip flight included

Orlando (MCO) to Albany (ALB)

9.6/10 Exceptional! (29 reviews)

This is a really charming hotel with amazing views and very friendly and helpful staff. We wish we could've stayed longer!

Reviewed on May 26, 2026

The Yankee Inn

$576

per person

Jul 18 - Jul 21

found 4 hours ago

Roundtrip non-stop flight included

New York (JFK) to Albany (ALB)

9.2/10 Wonderful! (1,010 reviews)

Beautiful and well maintained and close to shipping and food

Reviewed on May 29, 2026

Berkshire Mountain Lodge

$632

per person

Aug 5 - Aug 8

found 14 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Albany (ALB)

9/10 Wonderful! (949 reviews)

The room was clean and comfortable, the staff was friendly and helpful..only negative is that the furniture in the room is in serious need of replacement… veneers on end tables lifting, upholstered kitchen chairs all had rips…

Reviewed on May 27, 2026

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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

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

Metro Center

1 out of top 10 points of interest in this area

3.5/5(246 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

Six Flags New England

4/5(210 reviews)

Enjoy the rides and games at Six Flags New England and see why this is a favorite amusement park in Agawam. You can attend a basketball game while in the area.

Naismith Memorial Basketball Hall of Fame

4/5(130 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.

Tanglewood Music Center

5/5(152 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.

Western Massachusetts Hotel Deals

MGM Springfield

One MGM Way Springfield MA

$181 nightly

$205 total

May 31 - Jun 1

Total with taxes and fees

9/10 Wonderful! (1,537 reviews)

"Don’t ask for a late checkout at check-in ,they will forget and charge you the following day"

Reviewed on May 28, 2026

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

$130 nightly

$145 total

May 31 - Jun 1

Total with taxes and fees

9/10 Wonderful! (960 reviews)

"Hot tub doesn’t go above 95 which is colder than you think, didn’t have any luggage carts available after asking 3 different people, but it’s a charming place to end on a positive note"

Reviewed on May 28, 2026

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Fully refundableReserve now, pay when you stay

$128 nightly

$143 total

May 31 - Jun 1

Total with taxes and fees

8.8/10 Excellent! (2,380 reviews)

"So after answering all questions that could only lead to a “decent” review here’s what happened. Check in was fine, it was a check in; friendly and we checked in. We get to the room and I leave to grab food for our dinner, my wife calls front desk because of awful noises upstairs, people stomping ..."

Reviewed on May 29, 2026

See all 1,546 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.