Hotels in Middlefield
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Top Rated Middlefield Hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
20.5 mi from city center
$126 nightly
The price is $141 total per night
$141 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.
Pool
Parking included

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
13.42 mi from city center
$101 nightly
The price is $113 total per night
$113 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Hot Tub

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
14.05 mi from city center
$88 nightly
The price is $99 total per night
$99 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly

The Red Lion Inn
30 Main Street Stockbridge MA
Free Cancellation
Reserve now, pay when you stay
15.83 mi from city center
$176 nightly
The price is $197 total per night
$197 total
Jan 20 - Jan 21, 2026
Total with taxes and fees
Guests of The Red Lion Inn have access to an outdoor pool, a gym, and free WiFi in public areas. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, luggage storage, and dry cleaning/laundry. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
13.42 mi from city center
$108 nightly
The price is $120 total per night
$120 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
At Berkshire Mountain Lodge, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this golf lodge include a business center, an arcade/game room, and laundry facilities.
Pool
Hot Tub

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
13.43 mi from city center
$127 nightly
The price is $142 total per night
$142 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Renovated in 2023, Berkshires Untold offers free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include a terrace, a fireplace in the lobby, and a water dispenser.
Pet friendly
Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free Cancellation
14.15 mi from city center
$145 nightly
The price is $162 total per night
$162 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this family-friendly hotel include a seasonal outdoor pool, an arcade/game room, and express check-out.
Pool
Air conditioning

Hotel Northampton
36 King Street Northampton MA
Free Cancellation
Reserve now, pay when you stay
19.72 mi from city center
$165 nightly
The price is $184 total per night
$184 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Guests of Hotel Northampton enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. There's free parking if you drive. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this historic hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Parking included
Free WiFi

Huttopia Berkshires
312 Kittle Rd Williamstown MA
22.17 mi from city center
$196 nightly
The price is $219 total per night
$219 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at Huttopia Berkshires enjoy an outdoor pool, free WiFi in public areas, and a picnic area. You can put free parking to good use if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Pool
Pet friendly

The Ellery
259 Elm Street Northampton MA
Free Cancellation
Reserve now, pay when you stay
18.93 mi from city center
$123 nightly
The price is $137 total per night
$137 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Ellery features free WiFi in public areas, coffee in a common area, and express check-in. Free parking is included with your stay. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include express check-out, a picnic area, and a fireplace in the lobby.
Breakfast included
Pet friendly

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St Pittsfield MA
Free Cancellation
16.25 mi from city center
$76 nightly
The price is $85 total per night
$85 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Best Western Plus Berkshire Hills Inn & Suites enjoy a gym, free WiFi in public areas, and conference space. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Breakfast included
Pet friendly

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
12.64 mi from city center
$104 nightly
The price is $116 total per night
$116 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Guests of The Black Swan Lee - Lenox, an Ascend Collection Hotel enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a meeting room.
Breakfast included
Pet friendly
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.
Where is a good place to stay in Middlefield?
What are some of the best hotels in Middlefield?
Here are some top hotels around Middlefield:
- Vacation Village in the Berkshires is located 20.5 mi away, and this condo has free parking, private patios, and a fitness center.
- The Yankee, Trademark Collection by Wyndham is located 13.4 mi away, and this hotel has free breakfast, free WiFi, and free parking.
- Holiday Inn & Suites Pittsfield-Berkshires by IHG is located 14.1 mi away, and this hotel has free WiFi, free parking, and a health club.
Middlefield hotels essential information
Accommodation | 1,060 hotels |
|---|---|
Lowest Price | $85 |
Highest Price | $219 |
Popular hotels | Vacation Village in the Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Red Lion Inn, Berkshire Mountain Lodge, Berkshires Untold, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Hotel Northampton, Huttopia Berkshires , The Ellery, Best Western Plus Berkshire Hills Inn & Suites, The Black Swan Lee - Lenox, an Ascend Collection Hotel |
Recent Reviews

Berkshire Mountain Lodge
5/5 Excellent
"Clean and warm, very spacious and cozy. People here are very nice too! Very good experience here. "
A verified traveler stayed at Berkshire Mountain Lodge
Posted 3 days ago
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