Family Resorts in The Berkshires, The Berkshires
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Featured The Berkshires Kid Friendly Hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $143 total per night
$143 total
Sep 28 - Sep 29
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
Reserve now, pay when you stay
$145 nightly
The price is $162 total per night
$162 total
Oct 26 - Oct 27
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 luggage storage and securing valuables. Additional amenities include a hot tub, express check-out, and laundry facilities.
Pool
Hot Tub

Stay Berkshires
1146 Cold Spring Road, Williamstown, MA
Guests of Stay Berkshires enjoy free WiFi in public areas, a seasonal outdoor pool, and a communal living room. Free parking is included with your stay. This smoke-free hotel also has a vending machine.
Pool
Breakfast included

Williamstown Motel
295 Main Street, Route 2, Williamstown, MA
$129 nightly
The price is $144 total per night
$144 total
Sep 28 - Sep 29
Total with taxes and fees
Williamstown Motel features free WiFi in public areas, a library, and express check-out. There's free parking if you drive. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Additional amenities include free newspapers, a terrace, and laundry facilities.
Breakfast included
Pet friendly

Cozy Corner Motel
284 Sand Springs Rd. Rte 7, Williamstown, MA
$94 nightly
The price is $105 total per night
$105 total
Sep 30 - Oct 1
Total with taxes and fees
Guests of Cozy Corner Motel enjoy a lazy river, free WiFi in public areas, and a business center. If you drive, take advantage of free parking. Front-desk staff can assist with luggage storage and securing valuables. Other amenities at this family-friendly motel include coffee/tea in a common area, free newspapers, and laundry facilities.
Breakfast included
Parking included

Econo Lodge Lee - Great Barrington
980 Pleasant Street, Lee, MA
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $74 total per night
$74 total
Oct 14 - Oct 15
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.
Breakfast included
Pet friendly

Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $166 total per night
$166 total
Oct 19 - Oct 20
Total with taxes and fees
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

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

Hotel On North
297 North Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $178 total per night
$178 total
Sep 28 - Sep 29
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, 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. Additional amenities include coffee/tea in a common area, a banquet hall, and an ATM.
Pet friendly
Parking included

Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd, West Stockbridge, MA
$68 nightly
The price is $75 total per night
$75 total
Sep 28 - Sep 29
Total with taxes and fees
Guests of Pleasant Valley Motel West Stockbridge enjoy features like free WiFi in public areas. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Parking included
Free WiFi

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $167 total per night
$167 total
Sep 28 - Sep 29
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 securing valuables, dry cleaning/laundry, and luggage storage. 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

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $130 total per night
$130 total
Oct 1 - Oct 2
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 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.
Pool
Hot Tub

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $178 total per night
$178 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included

Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
$185 nightly
The price is $207 total per night
$207 total
Oct 1 - Oct 2
Total with taxes and fees
At Berkshire Valley Inn, guests have access to free WiFi in public areas, a seasonal outdoor pool, and express check-in. A stay here includes free parking. Front-desk staff can assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include express check-out, a banquet hall, and a fireplace in the lobby.
Pool
Breakfast included

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Sep 28 - Sep 29
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 garden, and a vending machine.
Pool
Parking 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 | 1,111 hotels |
---|---|
Lowest Price | $74 |
Highest Price | $207 |
Popular hotels | Vacation Village in the Berkshires, Hotel Downstreet, an Ascend Collection Hotel, Stay Berkshires, Williamstown Motel, Cozy Corner Motel, Econo Lodge Lee - Great Barrington, Jiminy Peak Mountain Resort, Lantern House Motel, Hotel On North, Pleasant Valley Motel West Stockbridge, Hampton Inn & Suites Berkshires-Lenox, The Yankee, Trademark Collection by Wyndham, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Berkshire Valley Inn, Howard Johnson by Wyndham Lenox |
Recent Kid Friendly Hotels Reviews

Berkshire Mountain Lodge
5/5 Excellent
"Clean and spacious one bedroom suite with well stocked kitchen. Large indoor pool and outdoor year round Jacuzzi are wonderful. Also very affordable. Second time staying here and will stay here again. "
A verified traveler from Weymouth stayed at Berkshire Mountain Lodge
Posted 1 day ago
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