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

The Yankee Inn
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
17.41 mi from city center
$159 nightly
The price is $178 total per night
$178 total
Jul 6 - Jul 7
Total with taxes and fees
The Yankee Inn features an indoor pool, an outdoor pool, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Additional amenities include free WiFi in public areas, a hot tub, and a seasonal outdoor pool.
Pool
Hot Tub

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
28.42 mi from city center
$143 nightly
The price is $159 total per night
$159 total
Jul 6 - Jul 7
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.

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
17.93 mi from city center
$162 nightly
The price is $181 total per night
$181 total
Jul 29 - Jul 30
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

The Red Lion Inn
30 Main Street Stockbridge MA
11.5 mi from city center
$187 nightly
The price is $209 total per night
$209 total
Jul 6 - Jul 7
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. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
16.41 mi from city center
$167 nightly
The price is $187 total per night
$187 total
Jul 1 - Jul 2
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 water dispenser, and a fireplace in the lobby.
Pet friendly
Parking included

Quality Inn Great Barrington
372 Main Street Great Barrington MA
11.15 mi from city center
$118 nightly
The price is $132 total per night
$132 total
Jul 20 - Jul 21
Total with taxes and fees
Guests of Quality Inn Great Barrington enjoy a gym, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, free newspapers, and a water dispenser.
Breakfast included
Parking included

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
1055 South Street Pittsfield MA
Free Cancellation
17.6 mi from city center
$171 nightly
The price is $191 total per night
$191 total
Jul 6 - Jul 7
Total with taxes and fees
At Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24 hours a day to help with concierge services and securing valuables. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Hotel On North
297 North Street Pittsfield MA
20.43 mi from city center
$249 nightly
The price is $278 total per night
$278 total
Jul 7 - Jul 8
Total with taxes and fees
Hotel On North features free WiFi in public areas, meeting rooms, and a business center. There's free parking if you drive. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include coffee/tea in a common area, an ATM, and a banquet hall.
Pet friendly
Parking included

FairBridge Inn Express
16 Cheshire Road Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
21.05 mi from city center
$63 nightly
The price is $70 total per night
$70 total
Jul 20 - Jul 21
Total with taxes and fees
Guests of FairBridge Inn Express enjoy access to free WiFi in public areas, meeting rooms, and a business center. If you drive, put free parking to good use. Front-desk staff are standing by 24/7 to assist with any requests. This motel also has laundry facilities.
Parking included
Free WiFi
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 | 1,089 hotels |
|---|---|
Lowest Price | $70 |
Highest Price | $278 |
Popular hotels | The Yankee Inn, Vacation Village in the Berkshires, Berkshire Mountain Lodge, The Red Lion Inn, Berkshires Untold, Quality Inn Great Barrington, Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG, Hotel On North, FairBridge Inn Express |
Recent Reviews

The Yankee Inn
5/5 Excellent
"Warm and welcoming. Comfortable room. Generous breakfast buffet. Having a charging station for our hybrid was a pleasant surprise Proximity to Tanglewood was also a plus."
A verified traveler stayed at The Yankee Inn
Posted 8 hours 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


