Book 2 Star Hotels in The Berkshires
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured The Berkshires 2 Stars Hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
28.42 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

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free Cancellation
36.81 mi from city center
$124 nightly
The price is $138 total per night
$138 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
Guests of Hotel Downstreet, an Ascend Collection Hotel have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The front desk is staffed 24 hours a day to help with securing valuables and luggage storage. Additional amenities include a hot tub, express check-out, and laundry facilities.
Pool
Hot Tub

The Williams Inn
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
37.59 mi from city center
$195 nightly
The price is $218 total per night
$218 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At The Williams Inn, guests have access to a gym, free WiFi in public areas, and a conference center. If you drive, put free parking to good use. The front desk is staffed 24/7 to help with securing valuables, luggage storage, and concierge services. Additional amenities include coffee/tea in a common area, a terrace, and a ballroom.
Pet friendly
Parking included

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
17.41 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
20.16 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
11.5 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
17.93 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
16.41 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
9.73 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
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.
The Berkshires hotels essential information
Accommodation | 1,084 hotels |
|---|---|
Lowest Price | $99 |
Highest Price | $218 |
Popular hotels | Vacation Village in the Berkshires, Hotel Downstreet, an Ascend Collection Hotel, The Williams Inn, 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 |
Recent Reviews

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"The room is so spotless, bathroom is so luxurious! The bed is so soft and sleep very quickly! The staffs are so great! Quick to answer to my questions and my needs. Definitely come back again to stay! "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 7 days ago
More to Explore
- Hotels near Becket Land Trust Historic Quarry
- 5 Star Hotels in Dalton
- 4 Star Hotels in Tyringham
- 5 Star Hotels in Tyringham
- B&B in Tyringham
- Cabin Rentals in Tyringham
- Cottages in Tyringham
- Hotels with Pool in Tyringham
- Lodges in Tyringham
- Rv Parks in Tyringham
- Resorts in Tyringham
- 5 Star Hotels in Goshen
- 5 Star Hotels in Russell
- 4 Star Hotels in Western Massachusetts
- 5 Star Hotels in Western Massachusetts
- 3 Star Hotels in Great Barrington
- B&B in Otis
- Cabin Rentals in Otis
- Guest Houses in Otis
- Pet Friendly Hotels in Otis
- Otis Hotels
- Motels in Otis
- Vacation Homes in Otis
- Rv Parks in Otis
- Resorts in Otis
- 5 Star Hotels in Stockbridge
- 4 Star Hotels in Southampton
- 5 Star Hotels in Southampton
- 4 Star Hotels in Lanesborough
- 5 Star Hotels in Norwich Lake
- 5 Star Hotels in West Stockbridge
- Hotels near Lee Premium Outlets
- Hotels near Pyramid Lake
- Hotels near Les Trois Emme Winery
- Condo Rentals in Sandisfield
- Sandisfield Hotels
- Inns in Sandisfield
- 4 Star Hotels in Holyoke
- 5 Star Hotels in Holyoke
- Hotels near Ski Butternut
- Cottages in New Marlborough
- Cheap Hotels in New Marlborough
- Hotels with Pool in New Marlborough
- Hotels with Bar in New Marlborough
- Pet Friendly Hotels in New Marlborough
- Ski Resorts & in New Marlborough
- Inns in New Marlborough
- 4 Star Hotels in Cummington
- Hotels near Jacob's Pillow
- 5 Star Hotels in South Lee
- B&B in South Lee
- Cabin Rentals in South Lee
- Resorts in South Lee
- 3 Star Hotels in Monterey
- Apartments in Monterey
- B&B in Monterey
- Monterey Hotels
- Lodges in Monterey
- Motels in Monterey
- Vacation Homes in Monterey
- Rv Parks in Monterey
- 5 Star Hotels in Southwick
- B&B in Tolland
- Extended Stay Hotels in Tolland
- Tolland Hotels
- Apartments in Mill River
- Motels in Mill River
- Town Houses in Mill River
- 5 Star Hotels in Hinsdale
- 5 Star Hotels in Richmond
- 3 Star Hotels in Granville
- 5 Star Hotels in Granville
- Hotels near Otis Ridge
- 4 Star Hotels in Pittsfield
- 5 Star Hotels in Lee
- Hotels near Ashintully Gardens
- 5 Star Hotels in Huntington
- 5 Star Hotels in Becket
- Hotels near Otis Reservoir
- 4 Star Hotels in Lenox
- 4 Star Hotels in Southfield
- B&B in Southfield
- Inns in Southfield
- Motels in Southfield
- Resorts in Southfield
- Villas in Southfield
- Hotels near Bidwell House Museum


