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

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Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Middlefield hotels

Hotel
Breakfast included
Pet-friendly
Reserve now, pay later
Skyline Trail

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
NZ$286
includes taxes & fees
13 Sept - 14 Sept
The Yankee Inn

2. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
NZ$205
includes taxes & fees
16 Sept - 17 Sept
Quality Inn Lee - Lenox South

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Rinat
NZ$238
includes taxes & fees
16 Sept - 17 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel

4. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
NZ$259
includes taxes & fees
31 Aug - 1 Sept
Berkshire Lake Lodge

5. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
NZ$214
includes taxes & fees
20 Sept - 21 Sept
Best Western Plus Berkshire Hills Inn & Suites

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ken
NZ$222
includes taxes & fees
24 Sept - 25 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

7. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Sheila
NZ$148
includes taxes & fees
31 Aug - 1 Sept
Howard Johnson by Wyndham Lenox

8. Becket Motel

Becket Motel
Becket
United States
Paul
NZ$240
includes taxes & fees
24 Sept - 25 Sept
Becket Motel

9. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Nancy
NZ$231
includes taxes & fees
9 Sept - 10 Sept
Hampton Inn & Suites Berkshires-Lenox

10. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
NZ$214
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

11. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
NZ$275
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Lenox Pittsfield

12. Berkshires Untold

Berkshires Untold
Lenox
United States
Christine
NZ$265
includes taxes & fees
7 Sept - 8 Sept
Berkshires Untold

13. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Myrna
NZ$222
includes taxes & fees
24 Sept - 25 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

14. Berkshire Inn

Berkshire Inn
Pittsfield
United States
Adriana
NZ$168
includes taxes & fees
27 Aug - 28 Aug
Berkshire Inn

15. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
United States
ERICIA
NZ$113
includes taxes & fees
6 Sept - 7 Sept
FairBridge Inn Express

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
BJORN
NZ$232
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

17. Sunset Inn

Sunset Inn
Lee
Canada
Kevin
NZ$172
includes taxes & fees
8 Sept - 9 Sept
Sunset Inn

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United Kingdom
Laura
NZ$332
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Lenox Berkshires

19. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
NZ$133
includes taxes & fees
7 Sept - 8 Sept
Econo Lodge Lee - Great Barrington

20. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
United States
Lawrence
NZ$364
includes taxes & fees
3 Sept - 4 Sept
Element by Marriott Lenox Berkshires
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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

Recent Reviews in Middlefield

The Yankee Inn

The Yankee Inn

10/10 Excellent
"Charming hotel with a wonderful breakfast and two lovely pools, plus a nature walk to a lake. The staff were great, really nice and helpful."
Anne 1-night trip
Posted 3 hours ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The room was very nice, super clean. Sitting on the porch is what we love most. Food was good, drinks a bit pricey..but when you're on vacation it hardly matters. The pool was nice, the hot tub too. A pleasant stay in a historic inn. It's the berkshires so its beautiful"
wayne 2-night trip
Posted 5 hours ago
The Red Lion Inn
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"We were very happy with how large the rooms were and it felt like you were in an apartment great location and very clean excellent customer service at the front desk"
David R. 3-night trip
Posted 6 hours ago
Berkshire Mountain Lodge
Hotel Northampton

Hotel Northampton

10/10 Excellent
"Well maintained rooms in this historic hotel. Located in downtown Northampton in the middle of all the restaurants, music venues and boutique stores. Friendly staff and two restaurants and a bar on site. Henry"
Hrayr 2-night trip
Posted 1 day ago
Hotel Northampton
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Fine place to stay in the Lenox area."
Anthony 1-night trip
Posted 2 days ago
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Oak’n’Spruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s pillow, a wonderful indoor and outdoor dance performance venue. We stay there often, and always makes four a cultural experience and wonderful family time."
Robert 3-night trip
Posted 3 days ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 5 days ago
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

8/10 Good
"Room was clean and comfortable. Always nice to have a frig and microwave."
Maureen 1-night trip
Posted 5 days ago
Howard Johnson by Wyndham Lenox

More cheap accommodation in Middlefield

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
NZ$113
6 Sept - 7 Sept
includes taxes & fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
NZ$148
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (903 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
NZ$173
16 Sept - 17 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Quality Inn Great Barrington
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
NZ$222
24 Sept - 25 Sept
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
NZ$253
20 Sept - 21 Sept
includes taxes & fees
Quality Inn & Suites Northampton - Amherst
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
NZ$286
13 Sept - 14 Sept
includes taxes & fees
9.2/10 Wonderful! (1,022 reviews)
The Yankee Inn

Frequently asked questions

What is the best area to stay in Middlefield?
The best area to stay in Middlefield is directly within the town centre, particularly around Main Street, for convenient access to local amenities and the quintessential New England experience.Middlefield's town centre is compact and welcoming, with Main Street serving as its primary thoroughfare. Here, you'll find the general store, the post office, and several historic buildings that reflect the town's heritage. The area is characterised by its peaceful atmosphere and scenic New England architecture, making it ideal for those who appreciate a quiet retreat.Couples looking for a relaxing escape will find the town centre particularly appealing. The area offers opportunities for strolls, enjoying the local scenery, and experiencing the slower pace of rural life. It's also a good base for exploring the surrounding natural beauty, like nearby trails for walking or cycling. Many accommodations in this area offer a cosy, intimate setting.For families, staying near the town centre provides easy access to the local park and any community events that might be happening during your visit. The quiet streets and open spaces offer a pleasant environment for children to enjoy.
When is the best time to go to Middlefield?
The best time to visit Middlefield is from late May to early October, when the weather is generally warm and pleasant, superb for outdoor activities.For those looking to enjoy the full range of outdoor adventures, June through August offers the warmest temperatures, with average highs in the mid-20s Celsius. This period is ideal for exploring the numerous hiking trails, enjoying water sports on the local lakes and rivers, or visiting local farms and orchards. Many local events and farmers' markets also take place during these months.If you prefer cooler weather and the stunning display of autumn foliage, late September to early October is an excellent choice. The surrounding Berkshire Hills transform with vibrant colours, creating picturesque scenery for drives and walks.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Middlefield.
How can I save on a hotel booking in Middlefield with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Middlefield hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Middlefield?
Prices for hotels in Middlefield often vary, but you can find a great deal from NZ$113 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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