The Berkshires Luxury Hotels
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Featured The Berkshires Luxury Hotels

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
$358 nightly
The price is $399 total per night
$399 total
Jun 7 - Jun 8
Total with taxes and fees
Guests of The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood enjoy access to free WiFi in public areas, conference space, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this luxury bed & breakfast include coffee/tea in a common area, a computer station, and a library.
Pool
Breakfast included

The Orchards Hotel
222 Adams Rd Williamstown MA
Guests of The Orchards Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, securing valuables, and tours or tickets. Additional amenities include conference space, a business center, and a seasonal outdoor pool.
Pool
Breakfast included

Lantern House Motel
256 Stockbridge Road Great Barrington MA
Guests of Lantern House Motel enjoy free WiFi in public areas, a seasonal outdoor pool, and a garden. If you decide to drive, there's free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. This motel also has a picnic area.
Pool
Breakfast included

Wagon Wheel Inn
484 Pittsfield Rd Lenox MA
Guests of Wagon Wheel Inn enjoy free WiFi in public areas, a hot tub, and coffee in a common area. Free parking is available if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. This motel also has express check-out.
Hot Tub
Parking included

Hotel On North
297 North Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $144 total per night
$144 total
May 24 - May 25
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 tours or tickets, 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

1896 House Country Inn & Motels
910 Cold Spring Road Williamstown MA
$104 nightly
The price is $116 total per night
$116 total
May 24 - May 25
Total with taxes and fees
1896 House Country Inn & Motels features free WiFi in public areas, conference space, and a business center. Free parking is included with your stay. Staff members are on hand to provide tour or ticket assistance and luggage storage. Additional amenities include a computer station, a terrace, and a garden.
Pet friendly
Parking included

The Yankee Inn
461 Pittsfield Rd Lenox MA
$109 nightly
The price is $122 total per night
$122 total
May 26 - May 27
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 concierge services, 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

Sunset Inn
150 Housatonic Street Lee MA
$99 nightly
The price is $111 total per night
$111 total
May 26 - May 27
Total with taxes and fees
Guests of Sunset Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and express check-out. If you drive, take advantage of free parking. Front-desk staff are standing by 24/7 to assist with any requests. This motel also has a picnic area.

Maple Terrace Motel
555 Main St. Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $122 total per night
$122 total
May 26 - May 27
Total with taxes and fees
Maple Terrace Motel features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with tours or tickets, and offer advice about sights and eateries nearby. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a microwave in a common area, express check-out, and free newspapers.
Pool
Breakfast included

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
May 25 - May 26
Total with taxes and fees
Howard Johnson by Wyndham Lenox features an outdoor pool, free WiFi in public areas, and coffee in a common area. There's free parking if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include express check-out, a vending machine, and a garden.
Pool
Parking included

Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $84 total per night
$84 total
May 25 - May 26
Total with taxes and fees
Guests staying at Travelodge by Wyndham Great Barrington Berkshires enjoy free WiFi in public areas, laundry facilities, and a garden. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with dry cleaning/laundry and securing valuables. Additional amenities include a vending machine, a picnic area, and barbecue grills.

Econo Lodge Lee - Great Barrington
980 Pleasant Street Lee MA
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
May 31 - Jun 1
Total with taxes and fees
Econo Lodge Lee - Great Barrington features free WiFi in public areas and a vending machine. 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.

Chambery Inn
199 Main St Lee MA
$190 nightly
The price is $212 total per night
$212 total
May 24 - May 25
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 securing valuables and luggage storage. Additional amenities include express check-in, express check-out, and free newspapers.

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
$116 nightly
The price is $130 total per night
$130 total
Jun 1 - Jun 2
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.

Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
Free Cancellation
$110 nightly
The price is $122 total per night
$122 total
Jun 15 - Jun 16
Total with taxes and fees
At Quality Inn Lee - Lenox South, guests have access to free WiFi in public areas, express check-in, and express check-out. Onsite parking is offered for a fee. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations. This hotel also has free newspapers.
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 | 1,125 hotels |
|---|---|
Lowest Price | $79 |
Highest Price | $399 |
Popular hotels | The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Orchards Hotel, Lantern House Motel, Wagon Wheel Inn, Hotel On North, 1896 House Country Inn & Motels, The Yankee Inn, Sunset Inn, Maple Terrace Motel, Howard Johnson by Wyndham Lenox, Travelodge by Wyndham Great Barrington Berkshires, Econo Lodge Lee - Great Barrington, Chambery Inn, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Quality Inn Lee - Lenox South |
Recent Luxury Hotels Reviews

Vacation Village in the Berkshires
5/5 Excellent
"Everything was great Room staff kitchen and pool . It was a quiet and peaceful stay"
A verified traveler stayed at Vacation Village in the Berkshires
Posted 1 hour ago
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