Glendale Holiday Rentals, Massachusetts: Private House Rentals

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Our top choices for Glendale hotels

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

฿4,832

฿5,398 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

2. Quality Inn Lee - Lenox South

Lee

Christine

฿3,117

฿3,481 total

includes taxes & fees

4 Nov - 5 Nov

A modern hotel lobby with seating areas, tables, and a reception desk.

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

A kitchenette with a microwave, coffee maker, and coffee cups.

A breakfast area with a counter, coffee machine, and a display of pastries.

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Maria Dulce

฿3,129

฿3,495 total

includes taxes & fees

9 Nov - 10 Nov

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

A covered outdoor area with stone pillars and a view of a road and green hills.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

4. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

฿4,226

฿4,720 total

includes taxes & fees

1 Nov - 2 Nov

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

A lodge with a large building and a dock by a lake, surrounded by forest.

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

A lakeside dock with kayaks and a covered boat ramp.

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

Lee

Bob

฿4,003

฿4,472 total

includes taxes & fees

2 Nov - 3 Nov

A building with a porch and multiple windows, surrounded by purple flowers.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

6. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

Jared

฿3,936

฿5,054 total

includes taxes & fees

12 Oct - 13 Oct

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A bar with wooden floors and shelves filled with bottles.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

A covered porch with wicker furniture and hanging flower baskets.

7. The Red Lion Inn

Stockbridge

Stephan

฿5,299

฿7,590 total

includes taxes & fees

3 Nov - 4 Nov

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A hotel room with a large bed, wooden nightstands, a lamp, and a telephone.

A gym with exercise equipment including treadmills, a stationary bike, and free weights.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

8. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

฿3,832

฿4,281 total

includes taxes & fees

7 Nov - 8 Nov

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 view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

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

9. The Yankee Inn

Lenox

Basil

฿3,566

฿3,984 total

includes taxes & fees

1 Nov - 2 Nov

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

10. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

฿5,162

฿5,921 total

includes taxes & fees

28 Oct - 29 Oct

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A motel with a parking lot and several cars parked.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

11. Monument Mountain Motel

Great Barrington

Andrea

฿2,013

฿2,249 total

includes taxes & fees

1 Nov - 2 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A Quality Inn sign, a brick building, and a parking lot with cars.

12. Quality Inn Great Barrington

Great Barrington

Joan

฿2,545

฿2,843 total

includes taxes & fees

1 Nov - 2 Nov

A large house with a covered patio area featuring outdoor seating and a fire pit.

A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

A sunlit room with large windows, a stone floor, and two rocking chairs.

13. The Whitlock

Lenox

Michael

฿4,946

฿5,524 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

An outdoor seating area with Adirondack chairs and a fire feature.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

14. Element by Marriott Lenox Berkshires

Lenox

Kirsty

฿4,811

฿5,373 total

includes taxes & fees

8 Nov - 9 Nov

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A spacious living room with a large sofa, a coffee table, and a fireplace.

A hotel patio with outdoor seating and a fire pit.

15. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

฿4,302

฿4,805 total

includes taxes & fees

1 Nov - 2 Nov

A red building with a sign reading "Shaker Mill Inn."

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

16. Shaker Mill Inn

West Stockbridge

Steven

฿4,440

฿4,871 total

includes taxes & fees

9 Nov - 10 Nov

A large house with a balcony and a grassy yard.

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

A two-story building with a gabled roof and a chimney.

17. The Little Lion

Great Barrington

Lidia

฿3,482

฿3,889 total

includes taxes & fees

26 Oct - 27 Oct

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

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

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

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

18. Berkshires Untold

Lenox

Madhavi R

฿4,380

฿4,892 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

19. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

฿3,145

฿3,513 total

includes taxes & fees

8 Nov - 9 Nov

A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

A bed with a white lace bedspread, a tray with cookies and a bottle, and two glasses of red wine.

A loft bedroom with a sloped ceiling, a ceiling fan, a floor lamp, a bed with a patterned bedspread, a chair, and a small table.

A dining table set with a vase of flowers, a book, and cutlery.

20. Brook Farm Inn

Lenox

Carrie

฿6,543

฿7,578 total

includes taxes & fees

5 Nov - 6 Nov

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Top Glendale Hotel Reviews

Hotel On North

10/10 Excellent

"This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"no comment"

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

10/10 Excellent

"This hotel was clean and in a good location. The staff was friendly and helpful. I loved their nice pool and jacuzzi and enjoyed it. Breakfast was OK. Rooms are clean and big enough to make your money worth for it. One more important thing for us was its free and big parking lot."

Quality Inn Lee - Lenox South

10/10 Excellent

"My wife and I were touring the Berkshires near the end of a long road trip. We’re so glad we chose this Quality Inn in Lee for our stay! Staff in the afternoon/evening, at breakfast, and at the morning desk were all professional, friendly, and helpful. Our room was very clean and comfortable, and the amenities worked well. The continental breakfast included not only stations for waffles and toast, it also included tasty Jimmy Dean breakfast sandwiches to microwave. Coffee and tea and hot chocolate were available 24/7. Art related to nature and the Berkshires was on the walls. A highly recommended property!"

The Yankee Inn

10/10 Excellent

"Not enough bath clothes towels not enough outlets around the bed for people who have cpap or breathing problems."

The Cornell Inn, Lenox & The Berkshires

8/10 Good

"Nice Inn/B&B in Lenox MA, about a mile from downtown."

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!"

Prospect Berkshires

10/10 Excellent

"Absolutely spectacular resort! Could not have enjoyed more."

Courtyard by Marriott Lenox Berkshires

10/10 Excellent

"I was only there to sleep for a few hours"

More cheap stays in Glendale

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

฿2,089

฿2,333 total

22 Oct - 23 Oct

includes taxes & fees

5.4/10 (919 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

฿2,545

฿2,843 total

1 Nov - 2 Nov

includes taxes & fees

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

฿2,658

฿2,969 total

28 Oct - 29 Oct

includes taxes & fees

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

1055 South Street Pittsfield MA

฿3,330

฿3,720 total

9 Nov - 10 Nov

includes taxes & fees

9.2/10 Wonderful! (230 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

฿3,566

฿3,984 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

The Whitlock

16 Church St Lenox MA

฿4,946

฿5,524 total

2 Nov - 3 Nov

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Glendale?

Berkshire Mountain Lodge, located 9.9 mi (16 km) from the heart of Glendale, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Quality Inn Great Barrington and The Yankee Inn. See all available top hotels, or vacation rentals in Glendale.

If I need to cancel my hotel reservation in Glendale, will I receive a refund?

Yes! You'll find that most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Glendale.

What are some hotels with pools in Glendale?

Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. The Yankee Inn and The Red Lion Inn are two additional hotels that feature an on-site pool. View all hotels with pools in Glendale.

What's it like to stay in Glendale?

Visitors to Glendale will definitely find plenty to explore and enjoy. In Glendale, there are 6 hotels and other accommodation options to choose from. Find out more about Glendale.

What should I do while I'm visiting Glendale?

A favourite place to visit is Housatonic River. You'll also find Norman Rockwell Museum and Naumkeag Museum in the area. Take a look at what more there is to see and do in Expedia's Glendale guide.

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Book Hotels in Glendale on Expedia.com

Find hotels in Glendale, MA from ฿2,249

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Glendale

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Glendale hotels

1. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2. Quality Inn Lee - Lenox South

3. Holiday Inn Express Hotel & Suites Great Barrington by IHG

4. Courtyard by Marriott Lenox Berkshires

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

6. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

7. The Red Lion Inn

8. Hampton Inn & Suites Berkshires-Lenox

9. The Yankee Inn

10. The Cornell Inn, Lenox & The Berkshires

11. Monument Mountain Motel

12. Quality Inn Great Barrington

13. The Whitlock

14. Element by Marriott Lenox Berkshires

15. Hilton Garden Inn Lenox Pittsfield

16. Shaker Mill Inn

17. The Little Lion

18. Berkshires Untold

19. Best Western Plus Berkshire Hills Inn & Suites

20. Brook Farm Inn

Top Glendale Hotel Reviews

Hotel On North

Holiday Inn Club Vacations Oak 'n Spruce Resort

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

Quality Inn Lee - Lenox South

The Yankee Inn

The Cornell Inn, Lenox & The Berkshires

The Red Lion Inn

Prospect Berkshires

Courtyard by Marriott Lenox Berkshires

More cheap stays in Glendale

FairBridge Inn Express

Quality Inn Great Barrington

Howard Johnson by Wyndham Lenox

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

The Yankee Inn

The Whitlock

Frequently asked questions

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