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

Find hotels in Middlefield, MA from CA $98

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Filter by

Star rating

Guest rating

Our top choices for Middlefield hotels

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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.

1. The Yankee Inn

The Yankee Inn
Lenox
United States
William
CA $149
CA $166 total
includes taxes & fees
Sep 28 - Sep 29
The Yankee Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
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.

2. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
CA $155
CA $173 total
includes taxes & fees
Oct 21 - Oct 22
Quality Inn Lee - Lenox South
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

3. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
COLLEEN
CA $111
CA $124 total
includes taxes & fees
Sep 30 - Oct 1
Howard Johnson by Wyndham Lenox
A building with a flat roof, multiple windows, and a satellite dish.
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.
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a coffee maker.
An outdoor patio with a table and chairs, surrounded by wooden deck and greenery.

4. Becket Motel

Becket Motel
Becket
United States
Paul
CA $148
CA $213 total
includes taxes & fees
Sep 30 - Oct 1
Becket Motel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
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.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Susan
CA $172
CA $192 total
includes taxes & fees
Oct 21 - Oct 22
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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 room with two beds, a round mirror, a red box, and a hanging light fixture.

6. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
CA $187
CA $209 total
includes taxes & fees
Sep 27 - Sep 28
Berkshire Lake Lodge
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.
A hotel room with a bed, a desk, and two wall-mounted lamps.
A motel with multiple rooms, a well-maintained lawn, and a stone pathway.

7. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
CA $101
CA $112 total
includes taxes & fees
Oct 25 - Oct 26
Econo Lodge Lee - Great Barrington
A hotel room with two beds, a desk, a chair, a television, and a window with curtains.
A bathroom with a bathtub, toilet, and shower curtain.
A bathroom with a toilet, a shower, and a towel rack.
A row of single-story motel buildings with a parking lot in front.

8. River Valley Inn

River Valley Inn
West Hatfield
United States
Michael
CA $143
CA $159 total
includes taxes & fees
Oct 6 - Oct 7
River Valley Inn
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 dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a desk, computer, TV, and a chair.

9. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Horace
CA $88
CA $98 total
includes taxes & fees
Oct 7 - Oct 8
FairBridge Inn Express
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 lakeside dock with kayaks and a covered boat ramp.
A dining area with large windows, wooden furniture, and a view of a lake.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
CA $195
CA $218 total
includes taxes & fees
Sep 28 - Sep 29
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

11. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
CA $111
CA $156 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge
A hotel lobby with a reception desk, seating area, and a dining section.
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view.
A gym with treadmills, an elliptical, a stationary bike, and a bench press.
A snack and beverage display area with shelves stocked with chips and a refrigerated section with bottled water and soda.

12. Hampton Inn Westfield

Hampton Inn Westfield
Westfield
United States
Mykola
CA $172
CA $192 total
includes taxes & fees
Oct 20 - Oct 21
Hampton Inn Westfield
A modern dining area with a high ceiling, large windows, and a mix of wooden and upholstered furniture.
A modern hotel lobby with a reception desk, a coffee machine, a plant, a leather sofa, and a dining area.
A Quality Inn by Choice Hotels with a simple, modern design, featuring a prominent sign and a parking lot.
A hotel room with a large bed, a chair, a nightstand with a phone, a wall-mounted light, and a window with curtains.

13. Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
Westfield
United States
Thomas
CA $138
CA $154 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn Westfield - Springfield
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 grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
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.

14. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
CA $149
CA $167 total
includes taxes & fees
Oct 21 - Oct 22
Best Western Plus Berkshire Hills Inn & Suites
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.
A fenced outdoor area with a pool, lounge chairs, and umbrellas.
A motel with a parking lot, a swimming pool, and outdoor seating.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

15. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Kristina
CA $114
CA $128 total
includes taxes & fees
Oct 26 - Oct 27
Berkshire Inn
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.
A standard rectangular bathtub with a single faucet, tiled walls, and a geometric patterned floor.
A hotel room with two beds, a chair, and a bedside table with a phone.
A covered corridor with a metal railing, white walls, and a view of a street with parked cars.

16. Sunset Inn

Sunset Inn
Lee
United States
Lauren
CA $119
CA $133 total
includes taxes & fees
Oct 5 - Oct 6
Sunset Inn
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.

17. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Larry
CA $176
CA $196 total
includes taxes & fees
Oct 20 - Oct 21
Hampton Inn & Suites Berkshires-Lenox
A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.
A hotel room with a bed, a sofa, a dining table, and a chair. There are two nightstands with lamps and a framed picture on the wall.
A modern hotel room with a bed, sofa, dining table, and chairs.
A modern hotel room with a dining area, a sofa, a bed, and a TV.

18. The Ellery

The Ellery
Northampton
United States
Sergey
CA $195
CA $218 total
includes taxes & fees
Oct 26 - Oct 27
The Ellery
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.
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 room with two beds, a TV, a desk, and a chair.

19. Hotel Northampton

Hotel Northampton
Northampton
United States
Beth
CA $174
CA $195 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Northampton
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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 sofa, a coffee table, and a large window with a view of trees.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

20. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
CA $198
CA $221 total
includes taxes & fees
Sep 28 - Sep 29
Berkshires Untold
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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 savor its charming coffeehouses.
See properties

Learn more about Middlefield

Venture to sights like Skyline Trail and Fox Den Wildlife Management Area as you discover Middlefield.

See all hotels in Middlefield
A snow-covered forest with a stone bridge in the background.
Photo by Elizabeth Massa Peroulakis

Top Middlefield Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Staff was great! Johnathan was there for us , answering all our questions! Bar restaurant was fabulous! Parking behind hotel was perfect."
laurie 2-night trip
Posted 1 hour ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A most amazing place to stay! Has everything a hotel should have - we had a very large room! Great porch! We have stayed there several times."
Roger 1-night trip
Posted 1 hour ago
The Red Lion Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Excellent location. Clean and comfortable room. Excellent onsite restaurant built into the hotel."
Andrew 1-night trip
Posted 2 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Yankee Inn

The Yankee Inn

8/10 Good
"The staff was friendly and approachable. They were also very accommodating. I requested a room change upon check-in and a late check-out, and they made it happen. They do have a hiking trail and a pond behind the property, which was nice. While I was there, they were celebrating their housekeeping team, which I thought was nice to see them appreciate their staff."
Tanya 2-night trip
Posted 2 hours ago
The Yankee Inn
Hotel Northampton

Hotel Northampton

10/10 Excellent
"A wonderful stay! Spent two nights. Enjoyed exploring what felt like a rejuvenated Northampton downtown!! Lots of choices for great dining, shopping, and exploring by foot. The hotel is clean, comfortable, and well appointed."
Dave 2-night trip
Posted 2 hours ago
Hotel Northampton
The Whitlock

The Whitlock

10/10 Excellent
"The hotel staff were very friendly and helpful. There is ample parking and the location in town is great for walking to shops and restaurants. This is a very nice property."
Michael 1-night trip
Posted 3 hours ago
The Whitlock
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

8/10 Good
"Clean. Friendly staff. Breakfast medium. Air conditioner is good"
said 1-night trip
Posted 2 days ago
Quality Inn & Suites Northampton - Amherst
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"One of the most important aspects of a good hotel is the smell of it when I first walk in the door. This lodge smelled clean and was clean. The second important thing is the customer service. This place was just okay. Polite but not very friendly. The third important aspect is the plumbing and that was just okay too. Workable enough so we didn’t have to ask for another room but the little soaps were tiny and the toilet was in okay condition. A little hard to flush sometimes. They act like it’s someplace special but it really isn’t. It was a good stay but nothing special. Location was convenient to everything - restaurants and stores."
Karen 2-night trip
Posted 2 days ago
Berkshire Mountain Lodge
The Ellery

The Ellery

10/10 Excellent
"Everything was top notch. from the room to the grounds to the breakfast, all amazing. the staff was super friendly and helpful as well. Convenient when visiting Smith...just a short walk to everything. Will be back!"
Angelique Renee 2-night trip
Posted 2 days ago
The Ellery

More cheap stays in Middlefield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
CA $88
CA $98 total
Oct 7 - Oct 8
includes taxes & fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
CA $111
CA $124 total
Sep 30 - Oct 1
includes taxes & fees
7.6/10 Good! (917 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
CA $143
CA $160 total
Oct 18 - Oct 19
includes taxes & fees
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
CA $149
CA $166 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
CA $172
CA $192 total
Oct 21 - Oct 22
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
CA $173
CA $193 total
Oct 18 - Oct 19
includes taxes & fees
Quality Inn & Suites Northampton - Amherst

Hotels in Middlefield with star rating

Frequently asked questions

What is the best area to stay in Middlefield?
The best area to stay in Middlefield is directly within the town centre, particularly around Main Street, for convenient access to local amenities and the quintessential New England experience.Middlefield's town centre is compact and welcoming, with Main Street serving as its primary thoroughfare. Here, you'll find the general store, the post office, and several historic buildings that reflect the town's heritage. The area is characterised by its peaceful atmosphere and scenic New England architecture, making it ideal for those who appreciate a quiet retreat.Couples looking for a relaxing escape will find the town centre particularly appealing. The area offers opportunities for strolls, enjoying the local scenery, and experiencing the slower pace of rural life. It's also a good base for exploring the surrounding natural beauty, like nearby trails for walking or cycling. Many accommodations in this area offer a cosy, intimate setting.For families, staying near the town centre provides easy access to the local park and any community events that might be happening during your visit. The quiet streets and open spaces offer a pleasant environment for children to enjoy.
When is the best time to go to Middlefield?
The best time to visit Middlefield is from late May to early October, when the weather is generally warm and pleasant, superb for outdoor activities.For those looking to enjoy the full range of outdoor adventures, June through August offers the warmest temperatures, with average highs in the mid-20s Celsius. This period is ideal for exploring the numerous hiking trails, enjoying water sports on the local lakes and rivers, or visiting local farms and orchards. Many local events and farmers' markets also take place during these months.If you prefer cooler weather and the stunning display of autumn foliage, late September to early October is an excellent choice. The surrounding Berkshire Hills transform with vibrant colours, creating picturesque scenery for drives and walks.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middlefield.
How much is the nightly rate at a Middlefield hotel?
Prices for hotels in Middlefield often vary, but you can find a great deal from CA $98 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia