Photo by Elizabeth Massa Peroulakis

Middlefield Hotels from S$92

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Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
17 Jan - 19 Jan
Next weekend
24 Jan - 26 Jan

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Top 10 trending Middlefield hotels

The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"This had always been on my bucket list - to stay at the Red Lion Inn. Absolutely met and exceeded my expectations. Loved it right down to the soap in the bathroom!"
The price is S$196
includes taxes & fees
21 Jan - 22 Jan
The Red Lion Inn
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, (1002)
"Close to Dunkin"
The price is S$155
includes taxes & fees
20 Jan - 21 Jan
The Black Swan Lee - Lenox, Ascend Hotel Collection
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, (584)
"Staff could not have been nicer or more accommodating. I was in a two kids for a ski weekend. Enough to do we could have stayed a week easily or more. Will be back!"
The price is S$201
includes taxes & fees
27 Jan - 28 Jan
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, (423)
"Great location. Easy walk to restaurants "
The price is S$194
includes taxes & fees
14 Jan - 15 Jan
The Constance, The Whitlock, & The Dewey By The Lenox Collection
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby lounge

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.2 out of 10, Wonderful, (678)
"great service"
The price is S$247
includes taxes & fees
16 Jan - 17 Jan
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
Porch

The Cornell Inn, Lenox

3.0 star property
9.0 out of 10, Wonderful, (1001)
"You feel like a treasured friend or a cherished family member at The Cornell Inn … above every other wonderful aspect of the Inn (cleanliness, beautifully appointed suite, comfortable bed, delicious food) the service is impeccable! - warm, welcoming, and friendly! Thank you! We will certainly be back!"
The price is S$196
includes taxes & fees
14 Jan - 15 Jan
The Cornell Inn, Lenox
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (362)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is S$291
includes taxes & fees
16 Jan - 17 Jan
Chambery Inn
The Little Lion
Exterior

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (449)
"So convenient to check in late. Cute room. No issues. A great place for a quick overnight stay. Will be back."
The price is S$98
includes taxes & fees
27 Jan - 28 Jan
The Little Lion
Quality Inn
1 bedroom, premium bedding, pillow-top beds, desk

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Good area, close to the restaurant and shop"
The price is S$130
includes taxes & fees
20 Jan - 21 Jan
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Premium bedding, pillow-top beds, in-room safe, desk

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

2.5 star property
8.8 out of 10, Excellent, (586)
"It was nice and clean experience. Staff was very friendly."
The price is S$192
includes taxes & fees
16 Jan - 17 Jan
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Monument Mountain Motel
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (697)
"Rooms have been recently renovated and were clean and spotless. Great comfortable room with convenient gas station and sandwich shop across the street as well as several other eateries close by. Owner and staff were very friendly and made me feel welcome. I will definitely come back here in the future...... Good job 👍"
The price is S$102
includes taxes & fees
16 Jan - 17 Jan
Monument Mountain Motel
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (239)
"Amazing breakfast!"
The price is S$225
includes taxes & fees
24 Jan - 25 Jan
Lakehouse Inn
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.2 out of 10, Wonderful, (32)
"Very nice hotel with attention to detail in the decor and amenities that add charm. We missed breakfast but Kimberly was nice enough to help us to some coffee and muffins. Great view directly under the Catamount Slopes. "
The price is S$239
includes taxes & fees
28 Jan - 29 Jan
Little Cat Lodge
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Nice and clean rooms, great variety of free breakfast selections"
The price is S$122
includes taxes & fees
3 Feb - 4 Feb
Quality Inn
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.6 out of 10, Exceptional, (95)
"Very clean. The host was friendly and attentive. Great complimentary breakfast. Clean,quiet and very comfortable. "
The price is S$247
includes taxes & fees
15 Jan - 16 Jan
Blackberry River Inn
East Rock Inn
Exterior

East Rock Inn

2.0 star property
9.2 out of 10, Wonderful, (15)
"Easy check-in, super clean"
The price is S$196
includes taxes & fees
14 Jan - 15 Jan
East Rock Inn
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (149)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you. "
The price is S$308
includes taxes & fees
20 Jan - 21 Jan
Brook Farm Inn
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (582)
"Was convenient and inexpensive. The back stairs were a little rickety. Also had to ring the bell to check in later in the evening, but was fine. Room was just the basics, but served the purpose for my one night stay. "
The price is S$92
includes taxes & fees
14 Jan - 15 Jan
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (374)
"Very pretty setting and house. Comfortable bed. Nice view Would have liked bottled water available in the room. Breakfast was nice."
The price is S$166
includes taxes & fees
15 Jan - 16 Jan
Locust Tree Bed and Breakfast LLC
The Egremont Village Inn
Books

The Egremont Village Inn

3.0 star property
8.4 out of 10, Very good, (145)
"Minutes away from our daughter and granddaughter's home. Lots of coffee, juice, and english muffins in the morning. Radiator in bedroom not working but had a portable heater instead. Innkeeper very friendly. Was told that the property is for sale but will remain an Inn."
The Egremont Village 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.
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Frequently asked questions

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

Located 13.4 mi (21.6 km) from the heart of Middlefield, The Yankee, Trademark Collection by Wyndham 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 Red Lion Inn. 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 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 2 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 Chester Town Hall and October Mountain State Forest 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.