Photo by Elizabeth Massa Peroulakis

Search Middlefield hotels

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Middlefield hotel prices

Tonight
23 Nov - 24 Nov
Tomorrow night
24 Nov - 25 Nov
Next weekend
29 Nov - 1 Dec

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Middlefield

The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1012)
"Great stay"
The price is AU$164
includes taxes & fees
9 Dec - 10 Dec
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1020)
"Didn’t like that there are no trays in shower to hold any soaps or bottles while washing… nothing!!! Tub too high for elderly with slightest arthritis. No curtain on shower bathroom window. Took quite a while to get hot water to wash hands in sink. However, the inn is filled with amazing collectibles. The dinner was delicious. Plenty of seats but gave us a table facing wall (but near window) —why not more in middle of room area with more interesting view! And same table for breakfast and...
The price is AU$326
includes taxes & fees
1 Dec - 2 Dec
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 star property
9.0 out of 10, Wonderful, (568)
"The unit was perfect in size, very good quality of towels. For the cribs, they provided new sheets and blanket that was important for us. "
The price is AU$243
includes taxes & fees
25 Nov - 26 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Free WiFi, bed sheets

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (404)
"This was a comfortable, clean room in a great little shopping and dining neighborhood. The staff was very friendly and helpful. I look forward to staying here again! "
The price is AU$182
includes taxes & fees
24 Nov - 25 Nov
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Little Lion
Exterior

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (435)
"We stayed at the Little Lion for one night, this past weekend. We actually stayed at this motel years ago, when it was under different ownership. The price was reasonable for the area, as it is in-between seasons. As the website states, this is a contact-free motel, so there is no staff on-site. While this did not bother us, it may be concerning/confusing to some. Email communication prior to our arrival was great. We were sent a text before the 3:00 check-in time, with a code to get into...
The price is AU$125
includes taxes & fees
8 Dec - 9 Dec
The Little Lion
The Cornell Inn, Lenox
Porch

The Cornell Inn, Lenox

3.0 star property
8.8 out of 10, Excellent, (1035)
"We were greeted warmly upon arrival with hot beverages and brownies. There were bakery items available all during our stay, and the property features a quaint little bar with many offerings. The breakfast was served in a bright and very well-appointed room with a fireplace and the staff were very friendly and attentive. The food was very nicely presented and delicious. This is a wonderful bed and breakfast at a very affordable price. Will definitely return. "
The price is AU$220
includes taxes & fees
25 Nov - 26 Nov
The Cornell Inn, Lenox
Quality Inn
Standard Room, 2 Queen Beds, Non Smoking

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1054)
"The young man who worked the Saturday evening shift until 11 ,was a true gentleman "
The price is AU$122
includes taxes & fees
22 Dec - 23 Dec
Quality Inn
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is AU$283
includes taxes & fees
13 Dec - 14 Dec
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Reception

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.2 out of 10, Wonderful, (672)
"Great hotel with nice staff and facilities. Close to grocery, restaurants and Stockbridge tourist attractions."
The price is AU$261
includes taxes & fees
25 Nov - 26 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Standard Room

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 star property
8.8 out of 10, Excellent, (564)
"Look clean, great staffs."
The price is AU$203
includes taxes & fees
3 Dec - 4 Dec
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (359)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
The price is AU$326
includes taxes & fees
24 Nov - 25 Nov
Chambery Inn
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (91)
"The room with bathroom was very comfortable and clean. The property was extensive and well maintained. Breakfast choices were extensive and our choices were delicious and cooked by Lucas."
The price is AU$277
includes taxes & fees
25 Nov - 26 Nov
Blackberry River Inn
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (678)
"Nice people operating a very clean, comfortable motel. A bargain."
The price is AU$114
includes taxes & fees
24 Nov - 25 Nov
Monument Mountain Motel
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.0 out of 10, Wonderful, (27)
"Loved the place just go! "
The price is AU$297
includes taxes & fees
1 Dec - 2 Dec
Little Cat Lodge
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1024)
"Clean and quiet. Easy check in. Nice breakfast "
The price is AU$136
includes taxes & fees
8 Dec - 9 Dec
Quality Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (367)
"Nice room at reasonable price with breakfast included. "
The price is AU$185
includes taxes & fees
28 Nov - 29 Nov
Locust Tree Bed and Breakfast LLC
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (471)
"I liked that it is an older style bed and breakfast place. You could say "classy" or "vintage". It reminded me of places where I would visit with family when I was a child. I received a personal welcome and orientation to the property. Breakfast was nice and cooked options were available for me to choose. Another guest in the dining room at breakfast was also enjoying the visit and it was natural to strike up a conversation and get to know each other. It was a more personal kind of stay than...
The price is AU$310
includes taxes & fees
8 Dec - 9 Dec
Whistler's Inn Bed & Breakfast
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (147)
"Very charming inn. The staff was very friendly and helpful."
The price is AU$294
includes taxes & fees
5 Dec - 6 Dec
Brook Farm Inn
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (578)
"We were looking for a place not too expensive to just spend the night. This place fit the bill; clean and comfy. Bathroom needed some work and the floors were quite slippery, just coming in from the bad weather. Nothing a few scatter rugs and bathmat could fix. Bed was comfortable and a nice little dining table for 2 near the window. We'd stay there again."
The price is AU$103
includes taxes & fees
1 Dec - 2 Dec
Econo Lodge Lee - Great Barrington
East Rock Inn
Exterior

East Rock Inn

2.0 star property
9.2 out of 10, Wonderful, (12)
"Love this motel. Visit the area monthly, this was my 5th visit at East Rock, every time has been perfect."
The price is AU$190
includes taxes & fees
1 Dec - 2 Dec
East Rock Inn
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.
Don't see what you're looking for?
See all available properties in Middlefield
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

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

Located 15.8 mi (25.5 km) from the heart of Middlefield, The Red Lion Inn is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Life House Berkshires and The Yankee, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Middlefield.

What are some of the best holiday rentals that Middlefield has to offer?

Berkshire Village Carriage House - Super Private!!: This holiday home rental outside of Middlefield is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind. See all 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 are some hotels with pools in Middlefield?

Vacation Village in the Berkshires: 3-star condo, 2-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool and a health club. Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel and Hilton Garden Inn Lenox Pittsfield are a couple of other choices that offer an on-site pool. View all hotels with pools in Middlefield.

What is staying in Middlefield like?

Visitors will definitely enjoy all that Middlefield has to offer. In Middlefield, there are 3 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 October Mountain State Forest and Jacob's Pillow 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.