Photo by Elizabeth Massa Peroulakis

Middlefield Hotels from S$102

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Tonight
25 Jun - 26 Jun
Tomorrow
26 Jun - 27 Jun
This weekend
27 Jun - 29 Jun
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4 Jul - 6 Jul

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Top 10 trending Middlefield hotels

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1838)
"second time stayed here. Love it!"
Vacation Village in the Berkshires
The Little Lion
Aerial view

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (500)
"Convenience of contactless check in and driving up to door"
The price is S$229
includes taxes & fees
1 Jul - 2 Jul
The Little Lion
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Nice place to stay. Good breakfast. "
The price is S$180
includes taxes & fees
30 Jun - 1 Jul
The Yankee, Trademark Collection by Wyndham
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (365)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
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, (721)
"Clean, warm, comfy bedding. Bathroom spotless. Friendly management."
Monument Mountain Motel
Hampton Inn Westfield
Premium bedding, desk, laptop workspace, blackout curtains

Hampton Inn Westfield

2.5 star property
8.4 out of 10, Very good, (743)
"Easy check in, nice clean room."
The price is S$193
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Westfield
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (659)
"Wonderful property we’ve been coming here for years"
The price is S$216
includes taxes & fees
26 Jun - 27 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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, (476)
"Staff was incredibly nice & helpful, and the stay was very comfortable. We’d definitely stay there again."
The price is S$205
includes taxes & fees
30 Jun - 1 Jul
The Constance by the Lenox Collection
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
Hampton Terrace Inn
Seasonal outdoor pool

Hampton Terrace Inn

4.0 star property
9.0 out of 10, Wonderful, (42)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
The price is S$565
includes taxes & fees
29 Jun - 30 Jun
Hampton Terrace Inn
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (413)
"Nice"
The price is S$195
includes taxes & fees
30 Jun - 1 Jul
Shaker Mill Inn
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Everyone was very nice to us! "
The price is S$207
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn & Suites Berkshires-Lenox
Quality Inn
Premium bedding, pillow-top beds, desk, laptop workspace

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Good basic convenient accommodation in a heavily touristy area."
The price is S$169
includes taxes & fees
8 Jul - 9 Jul
Quality Inn
Granville House
Interior detail

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is S$422
includes taxes & fees
1 Jul - 2 Jul
Granville House
Gateways Inn & Restaurant
Iron/ironing board, free WiFi, bed sheets

Gateways Inn & Restaurant

3.0 star property
7.8 out of 10, Good, (186)
"very comfortable and pleasant hotel."
The price is S$431
includes taxes & fees
29 Jun - 30 Jun
Gateways Inn & Restaurant
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1004)
"I had excellent stay at the Red Lion Inn "
The price is S$335
includes taxes & fees
30 Jun - 1 Jul
The Red Lion Inn
River Valley Inn
1 bedroom, desk, laptop workspace, free WiFi

River Valley Inn

2.0 star property
8.2 out of 10, Very good, (20)
"Thoroughly enjoyed my stay at the River Valley Inn. Our hosts were very pleasant. The room was clean and comfortable. Will definitely stay again when in the area. "
The price is S$184
includes taxes & fees
29 Jun - 30 Jun
River Valley Inn
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
The price is S$316
includes taxes & fees
8 Jul - 9 Jul
Harbour House Inn
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (245)
"Wonderful ambience and people!"
The price is S$237
includes taxes & fees
30 Jun - 1 Jul
The Whitlock
The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (84)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$448
includes taxes & fees
26 Jun - 27 Jun
The Old Inn On The Green
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

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 The Ellery and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG. 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 Chesterfield Gorge 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.