Historical Hotels in The Berkshires, MA
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Featured The Berkshires Historic Hotels

The Red Lion Inn
30 Main Street, Stockbridge, MA
$183 nightly
The price is $205 total per night
$205 total
Nov 16 - Nov 17
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 concierge services, securing valuables, 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

Shaker Mill Inn
2 Oak Street, West Stockbridge, MA
$102 nightly
The price is $112 total per night
$112 total
Nov 19 - Nov 20
Total with taxes and fees
Shaker Mill Inn features free WiFi in public areas and a library. There's free parking if you drive.
Breakfast included
Parking included

Heart of Lenox!! - renovated downtown apartment
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer

Chambery Inn
199 Main St, Lee, MA
$190 nightly
The price is $212 total per night
$212 total
Nov 13 - Nov 14
Total with taxes and fees
Guests of Chambery Inn enjoy free WiFi in public areas, a hot tub, and spa services. A stay here includes free parking. Front-desk staff can assist with luggage storage and securing valuables. Additional amenities include express check-in, express check-out, and free newspapers.
Hot Tub
Spa

The Cornell Inn, Lenox & The Berkshires
203 Main St, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $183 total per night
$183 total
Nov 13 - Nov 14
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Additional amenities include a refrigerator in a common area, a computer station, and a library.
Breakfast included
Parking included

Hotel On North
297 North Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $149 total per night
$149 total
Nov 16 - Nov 17
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 luggage storage, tours or tickets, and securing valuables. 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, a banquet hall, and an ATM.
Pet friendly
Parking included

Whistler's Inn Bed & Breakfast
5 Greenwood Street, Lenox, MA
$188 nightly
The price is $210 total per night
$210 total
Nov 13 - Nov 14
Total with taxes and fees
Whistler's Inn Bed & Breakfast features free WiFi in public areas, coffee in a common area, and a meeting room. Free parking is included with your stay. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Additional amenities include a library, a terrace, and a picnic area.
Breakfast included
Pet friendly

The Porches Inn at Mass MoCA
231 River Street, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
$181 nightly
The price is $202 total per night
$202 total
Dec 11 - Dec 12
Total with taxes and fees
Guests staying at The Porches Inn at Mass MoCA enjoy an outdoor pool, a 24-hour gym, and a sauna. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with concierge services and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free WiFi in public areas, a hot tub, and a business center.
Pool
Hot Tub

The Egremont Village Inn
17 Main Streeet, South Egremont, MA
At The Egremont Village Inn, guests enjoy features like a nightclub, karaoke, and free WiFi in public areas. There's free parking and an airport shuttle for a fee. Staff members are on hand to provide dry cleaning/laundry services, tour or ticket assistance, and luggage storage. Additional amenities include a meeting room, an arcade/game room, and a library.
Pet friendly
Parking included

Devonfield Inn B&B
85 Stockbridge Rd., Lee, MA
$339 nightly
The price is $379 total per night
$379 total
Nov 16 - Nov 17
Total with taxes and fees
At Devonfield Inn B&B, guests have access to an outdoor pool, free WiFi in public areas, and a business center. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with tours/tickets and luggage storage. Other amenities at this golf bed & breakfast include a meeting room, a library, and free newspapers.
Pool
Breakfast included

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $124 total per night
$124 total
Nov 23 - Nov 24
Total with taxes and fees
Guests staying at Hampton Inn & Suites Berkshires-Lenox enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and litter boxes. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included
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 | 1,097 hotels |
|---|---|
Lowest Price | $112 |
Highest Price | $379 |
Popular hotels | The Red Lion Inn, Shaker Mill Inn, Heart of Lenox!! - renovated downtown apartment, Chambery Inn, The Cornell Inn, Lenox & The Berkshires, Hotel On North, Whistler's Inn Bed & Breakfast, The Porches Inn at Mass MoCA, The Egremont Village Inn, Devonfield Inn B&B, Hampton Inn & Suites Berkshires-Lenox |
Recent Historic Hotels Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG
5/5 Excellent
"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."
A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG
Posted 3 days ago
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