Hotels in The Berkshires

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Sep 29 - Sep 30
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Top Rated The Berkshires Hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
28.42 mi from city center
The price is $143 total per night
$143 total
per night
Sep 30 - Oct 1
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

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
17.93 mi from city center
The price is $143 total per night
$143 total
per night
Oct 19 - Oct 20
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
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Free Cancellation
Reserve now, pay when you stay
9.73 mi from city center
The price is $159 total per night
$159 total
per night
Oct 2 - Oct 3
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
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
16.41 mi from city center
The price is $143 total per night
$143 total
per night
Sep 30 - Oct 1
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.
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
11.5 mi from city center
The price is $245 total per night
$245 total
per night
Oct 30 - Oct 31
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 securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
37.59 mi from city center
The price is $265 total per night
$265 total
per night
Oct 29 - Oct 30
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 concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include coffee/tea in a common area, a terrace, and a gift shop.
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
36.81 mi from city center
The price is $162 total per night
$162 total
per night
Oct 29 - Oct 30
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 luggage storage and securing valuables. Additional amenities include a hot tub, express check-out, and laundry facilities.
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
20.16 mi from city center
The price is $110 total per night
$110 total
per night
Oct 5 - Oct 6
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 tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
17.41 mi from city center
The price is $130 total per night
$130 total
per night
Oct 1 - Oct 2
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 tours or tickets, and answer any questions about the area. Additional amenities include a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
Free Cancellation
Reserve now, pay when you stay
28 mi from city center
The price is $166 total per night
$166 total
per night
Oct 19 - Oct 20
At Jiminy Peak Mountain Resort, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with tours or tickets, luggage storage, and securing valuables. Other amenities at this ski condominium resort include 2 hot tubs, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
20.23 mi from city center
The price is $127 total per night
$127 total
per night
Oct 2 - Oct 3
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 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 an off-leash area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 out of 5
1055 South Street, Pittsfield, MA
17.6 mi from city center
The price is $141 total per night
$141 total
per night
Oct 2 - Oct 3
At Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. 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 meeting rooms, a business center, and coffee/tea in a common area.
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Cheap The Berkshires hotels options

    Pleasant Valley Motel West Stockbridge

    Pleasant Valley Motel West Stockbridge

    42 Stockbridge Rd, West Stockbridge, MA
    The price is $75 total per night from Sep 30 to Oct 1
    $75 total
    per night
    Sep 30 - Oct 1
    6.6/10 (1,006 reviews)
    Wagon Wheel Inn

    Wagon Wheel Inn

    484 Pittsfield Rd, PO Box 808, Lenox, MA
    The price is $88 total per night from Oct 1 to Oct 2
    $88 total
    per night
    Oct 1 - Oct 2
    7/10 Good! (627 reviews)
    Lantern House Motel

    Lantern House Motel

    256 Stockbridge Road, Great Barrington, MA
    The Weathervane Motel

    The Weathervane Motel

    475 South Main St. Route 7, Lanesborough, MA
    Howard Johnson by Wyndham Lenox

    Howard Johnson by Wyndham Lenox

    462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
    The price is $88 total per night from Sep 30 to Oct 1
    $88 total
    per night
    Sep 30 - Oct 1
    7.4/10 Good! (802 reviews)
    Monument Mountain Motel

    Monument Mountain Motel

    247 Stockbridge Rd, Great Barrington, MA
    The price is $96 total per night from Sep 30 to Oct 1
    $96 total
    per night
    Sep 30 - Oct 1
    8.8/10 Excellent! (759 reviews)
The Berkshires Hotels

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The Berkshires hotels essential information

Accommodation
1,120 hotels
Lowest Price
$75
Highest Price
$265
Popular hotels
Vacation Village in the Berkshires, Berkshire Mountain Lodge, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Berkshires Untold, The Red Lion Inn, The Williams Inn, Hotel Downstreet, an Ascend Collection Hotel, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Jiminy Peak Mountain Resort, Best Western Plus Berkshire Hills Inn & Suites, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Recent Reviews

Berkshires Untold

Berkshires Untold

5/5 Excellent
"It was ideal"
A verified traveler stayed at Berkshires Untold
Posted 2 days ago
Berkshires Untold

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