Book Hotels in Middlefield, MA

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Top Middlefield hotels

Huttopia Berkshires

Huttopia Berkshires

1 out of 5
312 Kittle Rd Williamstown MA
$194 nightly
The price is $217 total per night from Jan 18 to Jan 19
$217 total
Jan 18 - Jan 19
Total with taxes and fees
An outdoor pool is featured at this campground, along with free self parking. WiFi in public areas is free. A picnic area is also provided.
Friendly and very accomodating staffs, They go extra mile in everything they do. Just want to mention the staffs Who helped is with our trashes even if they dont have to, They still helped us. The views in huttopia berkshire is so beautful and breath taking. Bery clean and safe surroundings with ...

Reviewed on Oct 13, 2025

Opens in a new windowHuttopia Berkshires
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Jan 11 to Jan 12
$113 total
Jan 11 - Jan 12
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool ...
The room was clean, comfortable and spacious. The bathroom had enough space and was clean and well appointed.

Reviewed on Dec 30, 2025

Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Feb 1 to Feb 2
$120 total
Feb 1 - Feb 2
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
Clean and warm, very spacious and cozy. People here are very nice too! Very good experience here.

Reviewed on Dec 26, 2025

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $146 total per night from Jan 4 to Jan 5
$146 total
Jan 4 - Jan 5
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
The hotel is very nice and the employees are wonderful. Thank you!

Reviewed on Dec 25, 2025

Opens in a new windowBerkshires Untold
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

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

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$123 nightly
The price is $137 total per night from Jan 5 to Jan 6
$137 total
Jan 5 - Jan 6
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
We had a great stay! Karaoke in the bar was a blast!! Great little condo!!

Reviewed on Dec 27, 2025

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $184 total per night from Jan 2 to Jan 3
$184 total
Jan 2 - Jan 3
Total with taxes and fees
This historic hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour ...
I had the privilege of getting a balcony room on the 3rd floor and it was FABULOUS. The room was bigger than I had expected, but the bathroom was small, and felt in need of an update..at LEAST with the lighting. I know it's an old building, but, it was bad. The rest of the room was lit comfortably. ...

Reviewed on Dec 30, 2025

Opens in a new windowHotel Northampton
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $141 total per night from Jan 4 to Jan 5
$141 total
Jan 4 - Jan 5
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks ...
A great place for our family to use as a base while skiing at Jiminy Peak! The pool was a huge hit.

Reviewed on Dec 24, 2025

Opens in a new windowVacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $197 total per night from Jan 20 to Jan 21
$197 total
Jan 20 - Jan 21
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it. Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!

Reviewed on Dec 26, 2025

Opens in a new windowThe Red Lion Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
$88 nightly
The price is $99 total per night from Jan 3 to Jan 4
$99 total
Jan 3 - Jan 4
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Did not have breakfast. Wish it was free but the hotel staff was amazing and the valet was great too!

Reviewed on Dec 28, 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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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.

Middlefield Hotel & Travel Guide\n

Middlefield offers a very small variety of hotels or lodgings. However, people that don't mind sleeping a bit further out of town will be rewarded with a lot of places to rest up after the day's adventures. You will easily be able to find the right place with 36 hotels situated within a 19-mile (30-kilometer) radius of Middlefield

The Cranwell Spa and Golf Resort, Massachusetts, which is the closest Travelocity-listed hotel, is positioned 14 miles (22 kilometers) from the heart of downtown Middlefield. A second close hotel is the Hampton Inn & Suites Berkshires Lenox, in Massachusetts, about 14 miles (22 kilometers) from central Middlefield.

You could check out the Crowne Plaza Pittsfield-Berkshires and the White Horse Inn. The Crowne Plaza Pittsfield-Berkshires is located just 14 miles (23 kilometers) from the main part of Middlefield. The White Horse Inn, is situated 14 miles (23 kilometers) away. Alternatively, you may like to check in to the Holiday Inn Express & Suites Westfield or the Black Swan Inn, an Ascend Collection Hotel.

When you have got to know Middlefield, you should leave time to uncover the other attractions in the Western Massachusetts area. Western Massachusetts is home to mountains and rolling hills, and other common visitor places of interest are history museums. Common activities in this particular area of United States of America include skiing and cross-country skiing.

Lanesborough is 17 miles (27 kilometers) to the northwest of Middlefield and features Mount Greylock State Reservation Visitor Center and Skyline Country Club. The The Weathervane Motel and Lanesborough Country Inn are a handful of the Travelocity-recommended accommodation alternatives in Lanesborough. Alternatively, you could consider staying at Williamstown, 25 miles (39 kilometers) to the northwest of Middlefield, where you can choose between the The Spring's Inn and Berkshire Hills Country Inn. If you come to Williamstown, make your way to the Williams College and Williams College Museum of Art.

Before you say your farewells to The Berkshires, you should make sure you watch some fast-paced sport. Stop by Times Union Center, found to the northwest of Middlefield. Enlightened travelers who like the thought of finding a hotel nearby, make a reservation in the Hilton Albany or TownePlace Suites by Marriott Albany Downtown/Medical Center.

Bradley International Airport is located 35 miles (54 kilometers) outside the middle of Middlefield. Should you would like to find accommodation nearby can look into a night via Travelocity at the Sheraton Hartford Hotel at Bradley Airport or Holiday Inn Express & Suites Bradley Airport.

Frequently asked questions

What are the top kid-friendly hotels in Middlefield?
Take some of the stress out of traveling with youngsters by choosing a family-friendly Middlefield hotel. From thoughtful amenities to more services, these properties offer perks that'll help make your trip plain sailing: You're well catered for at Beautiful Timber Frame Home in the Berkshires /Available for Long Term. It comes with animal viewing activities, a firepit and a commitment to making families feel at home. Wildlife Retreat in the Forest is also a great choice. After an exciting day of exploring Middlefield, come back home to your comfy room and perks like a king bed and a firepit.
Where can I find cheap hotels in Middlefield?
At Travelocity you'll find really nice hotels in Middlefield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middlefield rather than in Middlefield. We may find you even better rates, too.
How do I find the best Middlefield hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middlefield then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middlefield?
The cheapest hotel in Middlefield is $99. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middlefield?
There are 1,060 hotels in Middlefield on Travelocity.
What are the best hotels in Middlefield?
Middlefield has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middlefield for you!
When is the best time to visit Middlefield?
If you want the joy of a fun-filled trip in peak season, visit Middlefield during March, April and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.
When is the cheapest time to stay in Middlefield?
Based on historic data is usually the cheapest month to visit Middlefield. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middlefield?
There are multiple hotels in Middlefield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middlefield. We have plenty of kid-friendly hotels in Middlefield to choose from on Travelocity!
Why book a hotel in Middlefield through Travelocity?
Because we have the top hotels in Middlefield! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middlefield on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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