Compare Cheap Hotels in Middlefield

Secret Bargains - Save an extra 10% or more on select hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cheap Middlefield Hotels

Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $121 per night
$121
includes taxes & fees
$108 per night
Nov 6 - Nov 7
13.43 mi from city center
With a stay at Life House Berkshires in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.
Pet friendly
Parking included
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $184 per night
$184
includes taxes & fees
$164 per night
Dec 2 - Dec 3
Free Cancellation
Reserve now, pay when you stay
15.83 mi from city center
With a stay at The Red Lion Inn in Stockbridge, you'll be in the historical district, within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Pool
Spa
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $94 per night
$94
includes taxes & fees
$84 per night
Nov 12 - Nov 13
Free Cancellation
Reserve now, pay when you stay
13.42 mi from city center
Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and Company.
Pool
Hot Tub
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
The price is $115 per night
$115
includes taxes & fees
$103 per night
Nov 19 - Nov 20
Free Cancellation
Reserve now, pay when you stay
12.64 mi from city center
With a stay at The Black Swan Lee - Lenox, Ascend Hotel Collection in Lee, you'll be on the waterfront, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Breakfast included
Pet friendly
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $80 per night
$80
includes taxes & fees
$71 per night
Nov 19 - Nov 20
Free Cancellation
Reserve now, pay when you stay
20.87 mi from city center
With a stay at Quality Inn in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 7 minutes by foot from Housatonic River.
Breakfast included
Parking included
The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
The price is $155 per night
$155
includes taxes & fees
$139 per night
Nov 18 - Nov 19
18.93 mi from city center
Located in Northampton, The Ellery is in the historical district, a 4-minute walk from Smith College and 8 minutes by foot from Smith College Botanic Garden.
Breakfast included
Pet friendly
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $166 per night
$166
includes taxes & fees
$149 per night
Nov 6 - Nov 7
Free Cancellation
14.16 mi from city center
Located in South Lee, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel is near ski lifts, within a 5-minute walk of Beartown State Forest and Housatonic River.
Pool
Restaurant
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
The price is $195 per night
$195
includes taxes & fees
$178 per night
Nov 6 - Nov 7
Free Cancellation
Reserve now, pay when you stay
20.5 mi from city center
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.
Pool
Kitchen
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

3 out of 5
One West Street, Pittsfield, MA
The price is $105 per night
$105
includes taxes & fees
$94 per night
Dec 6 - Dec 7
Free Cancellation
14.05 mi from city center
With a stay at Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Colonial Theater.
Pool
Pet friendly
The Constance, The Whitlock, & The Dewey By The Lenox Collection

The Constance, The Whitlock, & The Dewey By The Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
The price is $98 per night
$98
includes taxes & fees
$88 per night
Nov 7 - Nov 8
13.81 mi from city center
With a stay at The Constance, The Whitlock, & The Dewey By The Lenox Collection in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Lenox Library.
Breakfast included
Parking included
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street, Northampton, MA
The price is $219 per night
$219
includes taxes & fees
$196 per night
Nov 6 - Nov 7
19.72 mi from city center
With a stay at Hotel Northampton, you'll be centrally located in Northampton, within a 15-minute drive of University of Massachusetts Amherst and Calvin Theater.
Parking included
Free WiFi
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
The price is $132 per night
$132
includes taxes & fees
$118 per night
Nov 20 - Nov 21
Free Cancellation
19.28 mi from city center
With a stay at Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute drive from Housatonic River Walk.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Middlefield
View all properties
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.

Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

Middlefield hotels essential information

Accommodation
984 hotels
Lowest Price
$80
Highest Price
$219
Popular hotels
Life House Berkshires, The Red Lion Inn, The Yankee, Trademark Collection by Wyndham, The Black Swan Lee - Lenox, Ascend Hotel Collection, Quality Inn, The Ellery, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, The Constance, The Whitlock, & The Dewey By The Lenox Collection, Hotel Northampton, Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Most Recent Middlefield Hotel Reviews

Life House Berkshires

Life House Berkshires

5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Fun and funky spot with very friendly and helpful staff. "
A verified traveler stayed at Life House Berkshires
Life House Berkshires