Photo by Elizabeth Massa Peroulakis

Middlefield Hotels from S$102

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20 Aug - 21 Aug
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22 Aug - 24 Aug
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Top 10 trending Middlefield hotels

Our top choices for Middlefield hotels

The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1010)
"Wonderful place to stay"
The price is S$192
includes taxes & fees
8 Sept - 9 Sept
The Yankee, Trademark Collection by Wyndham
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (523)
"Great place , love it, will return"
The price is S$214
includes taxes & fees
15 Sept - 16 Sept
The Constance by the Lenox Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is S$182
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (544)
"Excellent location, friendly service, clean, comfortable room."
The price is S$108
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires
River Valley Inn
1 bedroom, desk, laptop workspace, free WiFi

River Valley Inn

2.0 star property
8.6 out of 10, Excellent, (39)
"Great quiet motel. "
The price is S$185
includes taxes & fees
24 Aug - 25 Aug
River Valley Inn
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (687)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is S$229
includes taxes & fees
26 Aug - 27 Aug
Berkshires Untold
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (435)
"Property is close to Tanglewood Musical Venues. Parking is easy. The rooms are impeccably clean and the office manger was curteous."
The price is S$97
includes taxes & fees
27 Aug - 28 Aug
Berkshire Travel Lodge
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (625)
"It was lovely!"
The price is S$91
includes taxes & fees
2 Sept - 3 Sept
Econo Lodge Lee - Great Barrington
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillow-top beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (649)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is S$178
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is S$233
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (19)
"Really enjoyed my stay here, definitely need a car to get around"
The price is S$194
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1003)
"Very clean rooms and excellent staff."
The price is S$152
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (481)
"Nice quaint out of the ordinary vacation experience. "
The price is S$249
includes taxes & fees
21 Aug - 22 Aug
Whistler's Inn Bed & Breakfast
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (263)
"Wonderful ambience and people!"
The price is S$247
includes taxes & fees
15 Sept - 16 Sept
The Whitlock
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is S$102
includes taxes & fees
2 Sept - 3 Sept
FairBridge Inn Express
East Rock Inn
Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (29)
"Quit eat and comfortable "
The price is S$211
includes taxes & fees
2 Sept - 3 Sept
East Rock Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (863)
"Consistently a clean room with welcoming staff."
The price is S$165
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"nice place"
The price is S$133
includes taxes & fees
2 Sept - 3 Sept
Quality Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is S$113
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (756)
"Staff were excellent and welcoming."
The price is S$257
includes taxes & fees
8 Sept - 9 Sept
Hotel On North
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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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
Photo by Elizabeth Massa Peroulakis
Open Photo by Elizabeth Massa Peroulakis

Top Middlefield Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"We loved everything! Josh was great at check in and with recommendations. Nick was truly fabulous bartending and giving us helpful suggestions and tips. Aurora was extremely helpful as well. 5 stat hotel in a great location with an awesome bar and restaurant. Hamburgers were off the chart. Thank you!!! We most definitely will be back!"
Joshua 4-night trip
Posted 1 day ago
Berkshires Untold

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 FairBridge Inn Express. 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 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 Glendale Falls 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.