Photo by Elizabeth Massa Peroulakis

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Compare 92 Apartments in Middlefield with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (15)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Easthampton Apartment Near Breweries & Rail Trail!

9.6 out of 10, Exceptional, (10)
"This was a super nice stay: great location to attend the Back Porch Music Fest. Easy drive to Tree House Brewery in Deerfield. Property was very nice, clean, had ammenities for a great stay. Host was extremely helpful to me. I highly recommend!"
Easthampton Apartment Near Breweries & Rail Trail!

51 Church Street, Lenox MA - One Bedroom Unit

10.0 out of 10, Exceptional, (26)
"Great location. Well appointed. Pictures don’t really do this place justice. "
51 Church Street, Lenox MA - One Bedroom Unit

Easthampton Vacation Rental - Walk to Breweries!

9.6 out of 10, Exceptional, (10)
"Our group had a wonderful time and we will not hesitate to book again in the future. The place was exceptionally clean, well appointed, and very comfortable. Overall it was a great experience! "
Easthampton Vacation Rental - Walk to Breweries!

Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis

8.0 out of 10, Very Good, (1)
"Perfect location and good place to stay!"
Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis

Upstairs on Main with private bathroom

9.2 out of 10, Wonderful, (32)
"We enjoyed our stay in this great place! cute little upstairs apartment with a great use of space and perfect for getting around the area. We got the benefit of a beautiful snow storm too (and the walk and parking area were shoveled when we woke up which was nice!) thanks again."
Upstairs on Main with private bathroom

Maple Suite- Private Ground Floor Apartment

9.8 out of 10, Exceptional, (12)
"Perfect location to enjoy everything both the music festival and Northampton had to offer."
Maple Suite- Private Ground Floor Apartment

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"The condo worked for our family of four. Really convenient to all the fun and amenities at Jiminy Peak and easy access to the condo from the parking lot made moving ski equipment really easy. The condo itself could use a refresh and a deep clean but otherwise it was adequate. "
The price is AED 382
AED 840 total
includes taxes & fees
24 Mar - 25 Mar
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

2.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect location. Walking distance. Brand new apartment. "
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

Park Street Penthouse Apartment

9.0 out of 10, Wonderful, (2)
"Like exploring new areas. Quaint town with a few restaurants and a diner in walking distance. Huge apt - well more than needed for one night … clean and has everything you would need to stay longer including laundry and full kitchen. Little hot bc only has window AC units as it’s an old art deco building. Close driving to my resorts and things to do in zbershired"
The price is AED 606
AED 1,128 total
includes taxes & fees
24 Mar - 25 Mar
Park Street Penthouse Apartment

Low-scent, historic downtown gem with sustainability practices throughout.

10.0 out of 10, Exceptional, (5)
"Great property and communication!"
Low-scent, historic downtown gem with sustainability practices throughout.

The Studio mini home away from home in the Berkshires

9.6 out of 10, Exceptional, (28)
"Zero complaints. Perfect location"
The Studio mini home away from home in the Berkshires

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

9.8 out of 10, Exceptional, (25)
"Super convenient - just steps to the lift, right in the middle of resort. Can walk to lifts, the lodge ski school and restaurants. Condo has everything you need for for fun family weekend!Teen boys had lots of freedom and could come And go for night skiing on their own!Def renting from Howie again!! "
The price is AED 577
AED 1,175 total
includes taxes & fees
24 Mar - 25 Mar
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Gateway to the Berkshires - Renovated downtown apartment

10.0 out of 10, Exceptional, (7)
"Thanks, Emmy, for a great visit. The apartment was exactly what we hoped for, clean and convenient to downtown and to all things in the Berkshires. We explored and relaxed and thoroughly enjoyed our getaway over a beautiful October weekend. I'd recommend the apartment to anyone who wants that in-town setting and wishes to explore all that the area has to offer. Great host, thank you!"
Gateway to the Berkshires - Renovated downtown apartment

Heart of Lenox!! - renovated downtown apartment

10.0 out of 10, Exceptional, (68)
"The place was beautiful and comfortable. Everything was new and clean. Loved the location. Thanks again."
Heart of Lenox!! - renovated downtown apartment

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (18)
"Planned on a Thursday. Arrived late Friday, skied Sat, home early Sun. All fell into place quickly and without much "research". Turned out to be an amazing trip."
The price is AED 382
AED 840 total
includes taxes & fees
24 Mar - 25 Mar
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

10.0 out of 10, Exceptional, (3)
"Condo in great location for skiing and really in good shape. Nicely decorated. Kids loved the moose toy. Kitchen had everything we needed. Perfect winter break for us. "
The price is AED 382
AED 840 total
includes taxes & fees
24 Mar - 25 Mar
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Birch Suite- 2nd Floor Apartment with Kitchenette

10.0 out of 10, Exceptional, (12)
"I was visiting my granddaughter at Smith during family weekend and the location was perfect, right across the street from Paradise Road, a few minutes walk from her apartment. It’s within easy walking distance of everything on campus and a fairly short walk to town. I didn’t rent a car for this trip and walked from the Northampton Amtrak station with no problem. This is the upstairs apartment and the stairs are steep but there’s a sturdy handrail. The apartment is very comfortable, light and...
Birch Suite- 2nd Floor Apartment with Kitchenette

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

9.6 out of 10, Exceptional, (30)
"Perfect 1 bedroom, ski in ski off , updated unit with great amenities! Owner super responsive and accommodating. Will definitely be back "
The price is AED 382
AED 840 total
includes taxes & fees
24 Mar - 25 Mar
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (41)
"My husband and I stayed at this clean, spacious, and well-equipped apartment adjacent to the hosts' home for three nights to visit nearby attractions in Lenox, Pittsfield, Great Barrington, and Stockbridge. It was a wonderful property and the hosts couldn't have been nicer. We especially loved the gift basket prepared with some of their favorite area treats. Communication about the check-in/check-out process was simple. FYI for future travelers: there are no bathroom toiletries provided so...
1500 sqft private entrance with beautiful views of the Berkshire Mountains
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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Other property types in Middlefield

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1792)
"Very nice accomodations, more like a mini apartment than a motel room. "
The price is AED 476
AED 563 total
includes taxes & fees
3 Apr - 4 Apr
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is AED 547
AED 600 total
includes taxes & fees
2 Apr - 3 Apr
Jiminy Peak Mountain Resort

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
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.

Frequently asked questions

What's it like to stay at an apartment in Middlefield?
There might not be many choices within the heart of Middlefield, but Expedia can help you find accommodations in the area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also search for similar property types like condos, vacation homes, or cottages.
How do you know if an apartment is the best choice for your stay?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families wanting the conveniences of home.
What's a favorite apartment I should consider for a stay in Middlefield?
Here are some of the more popular apartments in the area to choose from: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Situated in Great Barrington, 20.5 mi/33 km from the heart of Middlefield. Includes free WiFi, separate dining areas, and Smart TVs. Easthampton Apartment Near Breweries & Rail Trail!: Located 18.8 mi/30.2 km away in Easthampton. Easthampton Vacation Rental - Walk to Breweries!: It’s situated in Easthampton, 18.8 mi/30.2 km away. Includes sofa beds. Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis: 18.5 mi/29.8 km away in Easthampton.
What can I expect from the weather when I travel to Middlefield?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Middlefield. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Middlefield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What should I see in Middlefield?
While exploring the area, visit family-friendly sights like Berkshire Museum, or get outside and enjoy nature at Skyline Trail. Fox Den Wildlife Management Area and Jacob’s Pillow are a couple of places you’ll find in the larger area.
What's the best way to get to and around Middlefield?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 15.1 mi (24.3 km) away from the heart of the city. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 19.6 mi (31.6 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.