𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Middlefield (2026)

A snow-covered forest with a stone bridge in the background.

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Go beyond your typical stay in Middlefield

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Hot tub

Family friendly

Cottage

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Our top choices for Middlefield hotels

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

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

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

1. Quality Inn Lee - Lenox South

Lee

Christine

S$132

includes taxes & fees

1 Nov - 2 Nov

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

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.

2. The Yankee Inn

Lenox

William

S$151

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

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

A lakeside dock with kayaks and a covered boat ramp.

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

Lee

Bob

S$165

includes taxes & fees

1 Nov - 2 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.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

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

4. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

S$179

includes taxes & fees

1 Nov - 2 Nov

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

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

5. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

S$164

includes taxes & fees

4 Nov - 5 Nov

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

6. Howard Johnson by Wyndham Lenox

Lenox

Mark

S$113

includes taxes & fees

7 Oct - 8 Oct

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

A snack bar with shelves of snacks and a refrigerated display.

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

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

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

Pittsfield

Sheldon

S$147

includes taxes & fees

4 Nov - 5 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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

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

A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

8. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

S$134

includes taxes & fees

1 Nov - 2 Nov

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

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

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A garden with wooden Adirondack chairs and a stone pathway.

9. Berkshire Mountain Lodge

Pittsfield

marilyn

S$151

includes taxes & fees

1 Nov - 2 Nov

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

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

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

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

10. Hotel On North

Pittsfield

Lawrence

S$160

includes taxes & fees

1 Nov - 2 Nov

A calm lake at dusk with a wooden dock and two chairs facing the water.

A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.

A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.

A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.

11. Berkshire Lake Lodge

Lee

mike

S$188

includes taxes & fees

13 Oct - 14 Oct

A building with a flat roof, multiple windows, and a satellite dish.

A hotel room with a large bed, a chair, a nightstand with a lamp, and a window with blinds.

A dining area with a round table set for four, surrounded by dark chairs. A white door is visible in the background, leading to a kitchen area with white appliances.

An outdoor patio with a table and chairs, surrounded by wooden deck and greenery.

12. Becket Motel

Becket

Paul

S$200

includes taxes & fees

7 Oct - 8 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 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.

13. Berkshires Untold

Lenox

Madhavi R

S$188

includes taxes & fees

3 Nov - 4 Nov

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

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

A hotel patio with outdoor seating and a fire pit.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

14. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

S$183

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk, and two wall-mounted lamps.

A hotel room with a bed, two bedside tables, a desk, two chairs, and a large window with a view of greenery.

A small kitchenette with a coffee maker, toaster, and cabinets. There is a red and green patterned floor and a plant on the left.

A building with a parking lot, a flag, and several parked cars.

15. Econo Lodge Lee - Great Barrington

Lee

Anna

S$93

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

A hotel room with a desk, computer, TV, and a chair.

A dining area with wooden tables and chairs, a television, and a door with a sign.

16. FairBridge Inn Express

Pittsfield

William

S$89

includes taxes & fees

7 Oct - 8 Oct

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

A coffee station with two coffee machines and a variety of coffee pods and cups.

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.

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

Great Barrington

Maria Dulce

S$136

includes taxes & fees

1 Nov - 2 Nov

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

A modern apartment with a living room, kitchenette, and dining area.

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

A compact living space with a kitchenette, a dining area, and a sofa.

18. The Central Downtown Inn & Suites

Pittsfield

Rena

S$141

includes taxes & fees

7 Oct - 8 Oct

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

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.

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

19. Element by Marriott Lenox Berkshires

Lenox

Kirsty

S$216

includes taxes & fees

1 Nov - 2 Nov

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

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

A café with a display case, a frozen food section, and a marketplace sign.

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

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

South Lee

Jared

S$184

includes taxes & fees

8 Oct - 9 Oct

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Stay near popular Middlefield attractions

Skyline Trail

You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside or simply savour its cosy cafes.

See properties

Learn more about Middlefield

Explore attractions like Skyline Trail and Fox Den Wildlife Management Area as you discover things to see and do in Middlefield.

See all hotels in Middlefield

Top Middlefield Hotel Reviews

Hotel On North

10/10 Excellent

"Beautiful boutique hotel. We will be back!"

Vacation Village in the Berkshires

10/10 Excellent

"Recommend hotel to provide breakfast and extend checkout time to 11 am."

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good

"I would recommend for families or large groups."

Berkshire Mountain Lodge

10/10 Excellent

"Great place"

Quality Inn Great Barrington

8/10 Good

"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."

The Red Lion Inn

10/10 Excellent

"Great staff, heated bathroom floors."

Berkshires Untold

8/10 Good

"Fantastic location, and friendly staff. The rooms were comfortable."

Quality Inn & Suites Northampton - Amherst

8/10 Good

"Clean room"

Quality Inn Lee - Lenox South

10/10 Excellent

"Room was clean, bed was comfortable, breakfast was good, centrally located for our days events!"

More cheap stays in Middlefield

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

S$89

7 Oct - 8 Oct

includes taxes & fees

5.4/10 (915 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

S$109

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

S$113

7 Oct - 8 Oct

includes taxes & fees

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

1055 South Street Pittsfield MA

S$147

4 Nov - 5 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

S$151

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

S$181

1 Nov - 2 Nov

includes taxes & fees

7.2/10 Good! (1,004 reviews)

Frequently asked questions

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

Located 20.5 mi (33 km) from the heart of Middlefield, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Berkshire Mountain Lodge and Quality Inn Great Barrington. See all available top hotels, or vacation rentals in Middlefield.

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

Yes, most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlefield.

What is staying in Middlefield like?

Visitors will definitely enjoy all that Middlefield has to offer. In Middlefield, there are 4 hotels and other accommodation options to choose from. Find out more about Middlefield.

What are the top places to visit in Middlefield?

A couple of favourite places to visit are Skyline Trail and Fox Den Wildlife Management Area. You'll also find Jacob's Pillow and Goose Pond Reservation in the area. Take a look at what more there is to see and do in Expedia's Middlefield guide.

What's the weather like in Middlefield?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Middlefield are January, February, November and March, with each month seeing an average of 15 cm of snowfall.

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Blandford Holiday Rentals

Middlefield Hotels from S$89

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middlefield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middlefield hotels

1. Quality Inn Lee - Lenox South

2. The Yankee Inn

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

4. Courtyard by Marriott Lenox Berkshires

5. Hampton Inn & Suites Berkshires-Lenox

6. Howard Johnson by Wyndham Lenox

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

8. Best Western Plus Berkshire Hills Inn & Suites

9. Berkshire Mountain Lodge

10. Hotel On North

11. Berkshire Lake Lodge

12. Becket Motel

13. Berkshires Untold

14. Hilton Garden Inn Lenox Pittsfield

15. Econo Lodge Lee - Great Barrington

16. FairBridge Inn Express

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

18. The Central Downtown Inn & Suites

19. Element by Marriott Lenox Berkshires

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

Stay near popular Middlefield attractions

Skyline Trail

Learn more about Middlefield

Top Middlefield Hotel Reviews

Hotel On North

Vacation Village in the Berkshires

Holiday Inn Club Vacations Oak 'n Spruce Resort

Berkshire Mountain Lodge

Quality Inn Great Barrington

The Red Lion Inn

Berkshires Untold

Quality Inn & Suites Northampton - Amherst

Quality Inn Lee - Lenox South

More cheap stays in Middlefield

FairBridge Inn Express

Quality Inn Great Barrington

Howard Johnson by Wyndham Lenox

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

The Yankee Inn

Quality Inn & Suites Northampton - Amherst

Frequently asked questions

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