𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Western Massachusetts from S$86 (2026) - Fully Refundable Options

A lake with a rocky shoreline and a forested island.

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Go beyond your typical stay in Western Massachusetts

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Our top choices for Western Massachusetts hotels

A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.

A modern hotel room with a bed, sofa, dining table, and chairs.

A brick building with a sign reading "The Ellery."

A modern hotel room with a dining area, a sofa, a bed, and a TV.

1. The Ellery

Northampton

Travis

S$181

includes taxes & fees

28 Oct - 29 Oct

A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.

A hotel room with two beds, a TV, a desk, and a chair.

A hotel room with a desk, chair, lamp, and a large mirror. There is a staircase leading to an outdoor area with a railing.

A hotel lobby with a glass vase of white flowers on a table, red chairs, and a wooden reception desk.

2. Hotel Northampton

Northampton

Beth

S$212

includes taxes & fees

13 Oct - 14 Oct

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

3. The Yankee Inn

Lenox

Basil

S$152

includes taxes & fees

1 Nov - 2 Nov

A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.

An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.

A multi-story hotel with a parking lot in front.

4. Comfort Inn & Suites Hadley - Amherst

Hadley

John

S$169

includes taxes & fees

4 Nov - 5 Nov

A hotel lobby with a bar area, dining tables, and comfortable seating.

A lobby with two armchairs, a fireplace, and a framed picture on the wall.

A deck with a table and chairs, a large umbrella, and a view of a lawn and trees.

A hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

5. Hampton Inn Hadley-Amherst Area

Hadley

Esther

S$191

includes taxes & fees

29 Oct - 30 Oct

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

A spacious lobby with a central seating area, a reception desk, and a television screen.

A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.

A hotel room with two beds, a desk with a chair, a TV, and a large window with curtains.

6. Courtyard by Marriott Hadley Amherst

Hadley

Yuki

S$205

includes taxes & fees

27 Oct - 28 Oct

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside dock with kayaks and a covered boat ramp.

7. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Bob

S$164

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

A reception area with a counter, a refrigerator stocked with snacks, and a wall with a tree pattern.

A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

8. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

Nancy

S$205

includes taxes & fees

1 Nov - 2 Nov

A breakfast area with a waffle station, coffee machine, and various food options.

A modern hotel room with a large bed, a desk, and a chair.

A fitness room with treadmills, an elliptical, and a stationary bike.

9. Tru by Hilton Chicopee Springfield

Chicopee

Laura

S$159

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a red door, green shutters, and a snow-covered front yard.

A kitchenette with a refrigerator, a coffee station, and a fruit basket.

A group of women in formal attire standing in a garden with a house in the background.

A red building with white trim, surrounded by lush greenery and fruit trees.

10. Centennial House

Northfield

Alan

S$219

includes taxes & fees

26 Oct - 27 Oct

A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

An outdoor seating area with chairs and tables, a covered patio with string lights, and potted plants.

A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

11. Homewood Suites by Hilton Hadley Amherst

Hadley

Rebecca

S$222

includes taxes & fees

1 Nov - 2 Nov

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

A cozy library with bookshelves, a fireplace, and comfortable seating.

12. Berkshires Untold

Lenox

Madhavi R

S$186

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a fireplace, red curtains, and a wooden dining table.

A registration desk with a sign above it, a receptionist, and several people standing in line.

A modern building with a grid-like facade, multiple balconies, and a spacious courtyard with geometric sculptures.

A modern hotel lobby with a large TV screen displaying the hotel name, red chairs, wooden shelves, and a clock on the wall.

13. Hotel UMass

Amherst

Darrell

S$159

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with white chairs and tables, a central fire feature, and string lights.

A hotel with a sign reading "D. HOTEL & SUITES" on the facade.

A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

A bar area with a wooden counter, bar stools, and a variety of bottles and glasses.

14. D. Hotel Suites & Spa

Holyoke

Jim

S$182

includes taxes & fees

26 Oct - 27 Oct

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

A modern cafe with a counter, seating area, and large windows.

15. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Pittsfield

Ginger

S$142

includes taxes & fees

9 Nov - 10 Nov

An outdoor patio area with seating, a fire feature, and a view of the building's exterior.

A modern bar area with a long counter, multiple bar stools, and a wooden accent wall.

A hotel room with two beds, a large window with a view of trees, and a wall mural.

A modern reception area with a wooden reception desk, seating area with sofas and chairs, and large windows providing natural light.

16. Courtyard by Marriott West Springfield

West Springfield

Amy

S$192

includes taxes & fees

1 Nov - 2 Nov

A building entrance with a large planter with purple flowers and a small tree.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

A library with bookshelves, a television, and two armchairs.

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

17. Hotel On North

Pittsfield

Lawrence

S$192

includes taxes & fees

1 Nov - 2 Nov

A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

A spacious lobby with a reception desk, a blue decorative wall, and a wooden floor.

A hotel lobby with a seating area, a bar, and a TV screen.

A hotel lobby with a reception desk, seating area, and large windows.

18. Fairfield Inn & Suites Springfield Holyoke

Holyoke

MONA

S$187

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

A modern hotel with a covered entrance, outdoor seating, and a brick facade.

A modern kitchen with a built-in microwave, stainless steel refrigerator, and a wooden cabinet above the sink.

A modern kitchen with wooden cabinets, a central island with a fruit bowl, and a breakfast bar.

19. TownePlace Suites by Marriott Hadley Amherst

Hadley

Sarah

S$225

includes taxes & fees

8 Nov - 9 Nov

A view of a red building by a waterway through a window.

A yellow multi-story building with a water feature in front.

A modern living room with a wooden dining table, leather sofa, and a large window.

A wooden porch with a sign reading "OLD MILL" above a double door.

20. Old Mill Inn

Hatfield

John

S$257

includes taxes & fees

13 Oct - 14 Oct

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Holiday Rentals in Western Massachusetts

Aparthotel

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

A spacious living room with large windows, a fireplace, and a variety of seating options.

Vacation Village in the Berkshires

Williamstown

"Beautiful location!"

Aparthotel

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

A garden with wooden Adirondack chairs and a stone pathway.

A spacious lobby with a fireplace, seating area, and a bar.

Berkshire Mountain Lodge

Pittsfield

"Our visit was very nice. Facilities were beautiful!"

Aparthotel

A large, multi-story house with a reflective pond in front, surrounded by stone walls and trees.

A serene pond with a stone bridge, surrounded by lush greenery and a house in the background.

A spacious loft-style living room with high ceilings, large windows, and a fireplace.

The Ponds at Foxhollow

Lenox

"Quiet property. Convenient location."

Cottage

A cozy room with a large bed, a wooden ceiling, a TV, and a desk with a chair.

A cozy living room with a sofa, armchairs, a coffee table, and a TV. There are wooden walls and a ceiling fan.

A garden pathway leading to a porch with a red building, surrounded by various plants and flowers.

A cozy living room with a blue sofa, a coffee table, and a bookshelf.

Cavalier Cottage B&B

Shelburne Falls

"Cavalier Cottage was perfect for my two-night stay. It was very spacious and clean. Patricia was an excellent host, and provided delicious, warm home-made scones each morning which was a really nice touch!"

Apartment

A lakeside area with a sandy beach, a canoe, and a sign indicating beach rules.

A gazebo with a lattice top and flower arrangements, surrounded by picnic tables and benches, set in a wooded area with a lake in the background.

A two-story house with a deck overlooking a lake, surrounded by trees and a small fenced area.

A lakeside view with a red building, trees, and a calm lake.

Lakefront Orange Vacation Rental - Pet Friendly!

Orange

"Lovely, very clean, and well appointed. Host was amazing, 2 rocking chairs on front stoop overlooking the water was beautiful, peaceful.The interiorand decor was beautiful and very comfortable. We used our kayaks, which was great. It is an in̈cline downhill to carry your kayak. "

Cottage

A dining area with a wooden table, white chairs, a brick column, a vase with sunflowers, and a basket with bread and tomatoes.

A cozy living room with a sofa, a coffee table, a lamp, and a framed botanical print on the wall.

A two-story house with a front porch, a brick chimney, and a well-maintained garden.

A kitchen with a wooden island, a brick wall, a vintage stove, and a large wooden door.

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

Lee

"What a charming home! The bathrooms and bedrooms were updated beautifully. The downstairs was updated enough while keeping the character."

Cottage

A spacious living room with a fireplace, leather sofas, a coffee table, and a dining area with a table and chairs.

A rustic wooden interior with a counter displaying various items, a sign for 'MERLOT', and a view of the outdoors.

A sign for Balderdash Cellars with a wooden fence, a tree, and a parking lot in the background.

A spacious living area with a stone fireplace, wooden ceiling, and large windows.

3 Acres, Mtn Views, Hot Tub, Steps to Winery

Richmond

"This home is exceptional in all respects --beautifully situated on lovely property, well located in southern Berkshires. Newly remodeled. Great outdoor space. Fabulous kitchen with new appliances, extremely well-outfitted. Host easily accessible. Exceeded all expectations. Would definitely return if plans allow."

Cottage

A wooden deck with outdoor furniture and a red umbrella, overlooking a grassy yard and a forested hill.

A living room with a blue sofa, a wooden coffee table, a fan, and a patterned rug.

A compact kitchen with wooden cabinets, a white refrigerator, a microwave, and a sink.

A white two-story house with a porch, a small attached garage, and a grassy yard.

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Charlemont

"Loved this old home! Record player and records were fun to listen to. Pickle ball across the street was excellent! Well stocked kitchen great for cooking in. I had a tough time with water pressure and temperature but it could have been user error. Beds were comfortable except for the twin, which was a bit too firm! Would definitely rent here again "

Cottage

A spacious living room with exposed wooden beams, a fireplace, and comfortable seating.

A living room with exposed wooden beams, a television, wicker furniture, and a patterned rug.

A dining area with a wooden table and chairs, a chandelier, and a view of the outdoors through a window.

A wooden deck with a stone wall, a grill, and outdoor furniture.

Charlemont Retreat on Chickley River w/ EV Charger

Charlemont

"Wonderful property! Check-in was effortless, and communication was excellent. The property had the southern charm my family and I desired, with ample space. The kids and our dog Rider had a ball. All the amenities you could think of, just in case you may have forgotten something. The quiet and serene nature of the property was beautiful, and I am so happy we chose to stay here. It is a historic house with nice modern updates and a country appeal. Thank you for making our weekend pleasant...

Apartment

A two-story house with a stone patio, outdoor seating, and a grill.

A spacious living room with a blue sofa, a red armchair, and a wooden dining table.

A single-story house with a sloped roof, a front door, and a small porch area.

A dining area with a wooden table and chairs, a bookshelf, and large windows with curtains.

Vacation Rental Home in the Berkshires!

Williamstown

"This little guest house is a gem. Charming, comfortable and with a location that can’t be beat as a base for touring the northern Berkshires and southern Vermont. Everything was in good order, check-in was easy, and the place is well equipped with kitchen essentials. The views are gorgeous. "

Cottage

A spacious living room with a large wooden dining table surrounded by chairs, a sofa, and a coffee table. A kitchen with modern appliances and cabinets is visible in the background.

A two-story house with a front porch, a small garden area with rocks, and a lawn.

A bathroom with a sink, mirror, and towel rack.

A kitchen with a wooden countertop, built-in cabinets, a dishwasher, and a stove.

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Ashley Falls

"We had a great stay! We will definitely be back again."

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Stay near popular Western Massachusetts attractions

A forested hillside with a clear path and a small building at the top.

Jiminy Peak Mountain Resort

8.8/10 (311 reviews)

Southern New England's largest ski resort transforms into a summer playground with thrilling attractions. Glide down 45 winter trails or ride the Mountain Coaster through Berkshire Mountain scenery.

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A roller coaster at an amusement park with a clear sky.

Six Flags New England

8.4/10 (599 reviews)

New England's largest amusement park thrills with 11 roller coasters, including the top-rated Superman The Ride. Experience heart-pounding drops on Wicked Cyclone, or cool off at Hurricane Harbour water park.

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A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)

Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.

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A snowy cityscape with various buildings and a large sports stadium.

Amherst College

9.2/10 (300 reviews)

Explore Amherst College's historic College Row and impressive art and natural history museums. Wander through the tranquil Yushien Japanese Garden or attend one of the many public cultural events on campus.

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A basketball court with spectators, a scoreboard, and a wall of portraits.

Naismith Memorial Basketball Hall of Fame

8.6/10 (481 reviews)

The Basketball Hall of Fame celebrates the sport's greatest legends in Springfield, basketball's birthplace. Explore interactive exhibits, test your skills on Centre Court, and immerse yourself in the game's rich history.

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A food court with various food stalls, including one for batter fried cheese curds and another for popcorn.

Eastern States Exposition

8.4/10 (260 reviews)

New England's largest fair, The Big E draws 1.6 million visitors annually with agricultural exhibits and entertainment. Explore the Avenue of States and Storrowton Village while sampling diverse regional cuisine.

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A large brick building with a central entrance, columns, and a triangular pediment.

Smith College

9.2/10 (236 reviews)

Smith College enchants visitors with its prestigious Botanic Garden and acclaimed art museum on a picturesque campus. Wander among diverse plant collections or explore the museum's impressive artworks.

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Eastern States Exposition

8.6/10 (302 reviews)

This beloved New England fair showcases all six states' cultures through exhibits, food, and entertainment. Explore the Avenue of States, sample iconic cream puffs, or catch a live concert during its September run.

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Learn more about Western Massachusetts

Rolling hills and charming towns define this picturesque region, where art lovers flock to MASS MoCA in North Adams. Outdoor enthusiasts can hike Mount Greylock, while history buffs explore Norman Rockwell's studio in Stockbridge.

See all hotels in Western Massachusetts

A panoramic view of a valley with autumn foliage, a town in the distance, and rolling hills.

Top Western Massachusetts Hotel Reviews

Berkshire Mountain Lodge

10/10 Excellent

"Great place, peaceful, good management, comfortable, price is right. 👍"

Vacation Village in the Berkshires

10/10 Excellent

"It's like home away from home."

Berkshires Untold

8/10 Good

"First this is a gorgeous property, the outdoor areas are wonderful, with comfy furniture, flowers and fire pits. The main area is an intimate restaurant and bar, with a seating area with books and plants. We enjoyed drinks and dinner there and it was excellent, particularly with the sunset and fire pit to begin our evening, Absolutely lovely! Upon checking in, we were assigned a “premium” room, which sounded great, however it turned out to be on the second floor, at the end of a very long outside corridor, parking and lobby quite distant. They have no elevator. We did lug our bags and a cooler to the room, which was lovely, but we knew we would be much more comfortable on the first floor closer to the lobby, as we are somewhat older. We asked to be moved, and we accommodated, found the room the same, but lacking the coffee service and luggage rack. We were brought a luggage rack, and complimentary coffee was available in the lobby in the morning, but it seemed odd that those would be considered premium in such a nice place. The star of the place is the beautiful outdoor space, and restaurant, we just loved that!"

Quality Inn Great Barrington

8/10 Good

"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside by the fire pits. When we checked in, we were assigned one of their premium rooms, which sounded great. However, it was on the second floor, at the very end of a long outside corridor, accessible only by stairs near the lobby. There is no elevator. We did go to the room, lugging our bags and a cooler. Unpleasant, as we are somewhat older. We concluded that we did not want to be that far from the main area, so asked to be moved, and were accommodated. We found the new room the same, but lacking a luggage rack and a coffee service (those were only available in the premium rooms at the end of the long corridor). We were given a luggage rack, and complimentary coffee was available in the restaurant in the morning, but it seemed odd that those were considered premium in such a nice place. Otherwise we loved the hotel, room was very nice with a comfortable bed and a very updated bath with a walk in shower. The real star of the hotel is the lobby restaurant and outdoor space - that was just perfect!"

MGM Springfield

10/10 Excellent

"As usual, our stay at the MGM was excellent! We have been here many times and it seems to get better each time."

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"The room was incredible. Just need to be a little friendly at the arrival."

Hilton Garden Inn-Springfield, MA

10/10 Excellent

"The hotel was completely booked but the front desk staff made sure everyone was checked in in a timely manner. Breakfast buffet - while an add on - is worth it!"

The Red Lion Inn

8/10 Good

"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"

Marriott Springfield Downtown

10/10 Excellent

"Newly-renovated rooms in what you can tell is an older property in downtown Springfield. Has full restaurant, bar, pool, and gym, so it's good for business and personal travelers alike. Walking distance to MGM casino and museums."

More cheap stays in Western Massachusetts

Quality Inn Great Barrington

372 Main Street Great Barrington MA

S$111

10 Nov - 11 Nov

includes taxes & fees

8.6/10 Excellent! (1,005 reviews)

Quality Inn West Springfield

1150 Riverdale St West Springfield MA

S$129

2 Nov - 3 Nov

includes taxes & fees

Holiday Inn Express Springfield Downtown by IHG

145 State Street Springfield MA

S$145

9 Nov - 10 Nov

includes taxes & fees

Hotel UMass

1 Campus Center Way Amherst MA

S$159

26 Oct - 27 Oct

includes taxes & fees

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA

S$169

4 Nov - 5 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Hampton Inn West Springfield

1011 Riverdale St West Springfield MA

S$186

1 Nov - 2 Nov

includes taxes & fees

Hotels in Western Massachusetts with star rating

Explore a world of travel with Expedia

Blandford Holiday Rentals

Western Massachusetts Hotels from S$86

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Western Massachusetts

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Western Massachusetts hotels

1. The Ellery

2. Hotel Northampton

3. The Yankee Inn

4. Comfort Inn & Suites Hadley - Amherst

5. Hampton Inn Hadley-Amherst Area

6. Courtyard by Marriott Hadley Amherst

7. The Black Swan Lee - Lenox, an Ascend Collection Hotel

8. Fairfield Inn & Suites Springfield Northampton/Amherst

9. Tru by Hilton Chicopee Springfield

10. Centennial House

11. Homewood Suites by Hilton Hadley Amherst

12. Berkshires Untold

13. Hotel UMass

14. D. Hotel Suites & Spa

15. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

16. Courtyard by Marriott West Springfield

17. Hotel On North

18. Fairfield Inn & Suites Springfield Holyoke

19. TownePlace Suites by Marriott Hadley Amherst

20. Old Mill Inn

Holiday Rentals in Western Massachusetts

Vacation Village in the Berkshires

Berkshire Mountain Lodge

The Ponds at Foxhollow

Cavalier Cottage B&B

Lakefront Orange Vacation Rental - Pet Friendly!

Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge!

3 Acres, Mtn Views, Hot Tub, Steps to Winery

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Charlemont Retreat on Chickley River w/ EV Charger

Vacation Rental Home in the Berkshires!

Ashley Falls Home w/ Fire Pit: Hike & Ski!

Stay near popular Western Massachusetts attractions

Jiminy Peak Mountain Resort

Six Flags New England

Tanglewood Music Center

Amherst College

Naismith Memorial Basketball Hall of Fame

Eastern States Exposition

Smith College

Eastern States Exposition

Learn more about Western Massachusetts

Top Western Massachusetts Hotel Reviews

Berkshire Mountain Lodge

Vacation Village in the Berkshires

Berkshires Untold

Quality Inn Great Barrington

MGM Springfield

Holiday Inn Club Vacations Oak 'n Spruce Resort

Hilton Garden Inn-Springfield, MA

The Red Lion Inn

Marriott Springfield Downtown

More cheap stays in Western Massachusetts

Quality Inn Great Barrington

Quality Inn West Springfield

Holiday Inn Express Springfield Downtown by IHG

Hotel UMass

Comfort Inn & Suites Hadley - Amherst

Hampton Inn West Springfield

Hotels in Western Massachusetts with star rating

Explore a world of travel with Expedia

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