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

Middlefield Hotels

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Check prices for these dates

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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Our top choices for Middlefield hotels

1. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Lucinda
€92
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Lee - Lenox South

2. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Thomas
€109
includes taxes & fees
31 Oct - 1 Nov
Hampton Inn & Suites Berkshires-Lenox

3. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
€106
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Gustavo
€114
includes taxes & fees
15 Nov - 16 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel

5. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Aleksandr
€79
includes taxes & fees
25 Oct - 26 Oct
Howard Johnson by Wyndham Lenox

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
€99
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

7. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Fernando
€65
includes taxes & fees
13 Nov - 14 Nov
Econo Lodge Lee - Great Barrington

8. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Joel
€105
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge

9. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Vandhana
€125
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires

10. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
€118
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield

11. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
James
€97
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Berkshire Hills Inn & Suites

12. Becket Motel

Becket Motel
Becket
United States
Paul
€139
includes taxes & fees
26 Oct - 27 Oct
Becket Motel

13. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
Richard
€71
includes taxes & fees
5 Nov - 6 Nov
FairBridge Inn Express

14. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
United States
Michael
€134
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

15. Berkshire Inn

Berkshire Inn
Pittsfield
United States
cheryl
€86
includes taxes & fees
5 Nov - 6 Nov
Berkshire Inn

16. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Debra
€98
includes taxes & fees
3 Nov - 4 Nov
The Central Downtown Inn & Suites

17. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Cynthia
€90
includes taxes & fees
12 Nov - 13 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG

18. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
€129
includes taxes & fees
12 Nov - 13 Nov
Berkshires Untold

19. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
€136
includes taxes & fees
12 Nov - 13 Nov
Berkshire Lake Lodge

20. Hotel On North

Hotel On North
Pittsfield
United States
Devon
€125
includes taxes & fees
8 Nov - 9 Nov
Hotel On North
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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 savour its cosy cafes.
See properties

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

Top Middlefield Hotel Reviews

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Great location. We stayed one night only so we didn't enjoy the facilities. We'll come back next time!"
Eitam 1-night trip
Posted 2 hours ago
Jiminy Peak Mountain Resort
The Yankee Inn

The Yankee Inn

10/10 Excellent
"I would prefer more flexibility making reservations. Online and by phone, I wanted two rooms for two people. I was forced to request two rooms for THREE people to work around the algorithm that allowed only one room for two people. Also I was forced to accept two rooms in the same price range, when I wanted one premium king, not two. I left another hotel due to their inflexibility, and I will choose one with a personal approach next time."
Joan 2-night trip
Posted 2 hours ago
The Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Staff were pleasant, welcoming and responsive. Suite was exceptional."
ROBERT 2-night trip
Posted 3 hours ago
Vacation Village in the Berkshires
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Clean large room. Nice bathroom Walling distance to downtown and many restaurant options."
Denise 1-night trip
Posted 3 hours ago
Quality Inn Great Barrington
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Very nice Inn with a good walkable location in Lenox. Room was large & clean, bed very comfy. Breakfast was lovely in a beautiful room with a fireplace."
Kimberly 1-night trip
Posted 5 hours ago
The Cornell Inn, Lenox & The Berkshires
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes it’s historic). Our room was surprisingly cheerful! I’d stay here again!!"
carole 1-night trip
Posted 7 hours ago
The Red Lion Inn
Berkshires Untold

Berkshires Untold

10/10 Excellent
"The lobby was absolutely beautiful, aesthetically and structurally! From all the greenery from the plants to the high ceilings, cute seating areas, and nice bar. The outdoor furniture was a plus, especially with the fire pits and the surrounded by the nice view of the berkshires. After an evening out, we came back and played a board game in the lobby and even did a little painting of our own while enjoying some good cocktails…you can definitely create a vibe. The room was clean, and overall it was a great stay if you’re just looking to relax, unwind, and get away for a bit!"
Alisha 2-night trip
Posted 16 hours ago
Berkshires Untold
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"We've stayed at Berkshire Mountain Lodge in October a number of times now, and we really enjoy the property. The rooms are well-appointed, very clean, and quite comfortable. We appreciate the free washers and dryers as well as the many other amenities, and you cannot beat the location. There's a supermarket down the driveway and across the street and an excellent specialty grocer--Guido's Market--just down the road. We highly recommend this property. The District Restaurant in Pittsfield is excellent. We've also seen several great plays at Barrington Theatre Company. The area is loaded with historical and cultural activities. We like the proximity to Lenox and the Edith Wharton mansion as well as The Clark art museum in Williamstown, both of which have lovely grounds/gardens typically exhibiting sculptures. There are also abundant outdoor activities and opportunities for hiking and lovely scenic drives. This was a good year for fall color, and the red maples were glorious! It's a short ride to Vermont where we checked out Mt. Equinox for the first time. Highly recommend the drive to the top on a sunny, clear day."
Nancy C 4-night trip
Posted 20 hours ago
Berkshire Mountain Lodge
The Whitlock

The Whitlock

10/10 Excellent
"Nice location."
Beverly 2-night trip
Posted 21 hours ago
The Whitlock

More cheap stays in Middlefield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
€71
5 Nov - 6 Nov
includes taxes & fees
5.4/10 (925 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
€75
12 Nov - 13 Nov
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Quality Inn Great Barrington
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA
€92
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Quality Inn Lee - Lenox South
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
€99
22 Nov - 23 Nov
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
€106
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
The Yankee Inn
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
€121
17 Nov - 18 Nov
includes taxes & fees
7.2/10 Good! (1,000 reviews)
Quality Inn & Suites Northampton - Amherst

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 Quality Inn Great Barrington. See all available top hotels, or vacation rentals in Middlefield.
What are some of the best holiday rentals that Middlefield has to offer?
Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of Middlefield is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. 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 is staying in Middlefield like?
Visitors will definitely enjoy all that Middlefield has to offer. In Middlefield, there are 4 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 Jacob's Pillow and Goose Pond Reservation 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.

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