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
$119 nightly
The price is $133 total per night
$133 total
Nov 14 - Nov 15
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 concierge services and access to locker space. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.

Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
Free Cancellation
$136 nightly
The price is $152 total per night
$152 total
Dec 11 - Dec 12
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.

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

Williamstown Motel
295 Main Street, Route 2, Williamstown, MA
$84 nightly
The price is $94 total per night
$94 total
Nov 13 - Nov 14
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.

Cozy Corner Motel
284 Sand Springs Rd. Rte 7, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Nov 13 - Nov 14
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 securing valuables and luggage storage. Other amenities at this family-friendly motel include coffee/tea in a common area, free newspapers, and laundry facilities.

Econo Lodge Lee - Great Barrington
980 Pleasant Street, Lee, MA
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $66 total per night
$66 total
Nov 30 - Dec 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.
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
Nov 13 - Nov 14
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.

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
$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.

Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd, West Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $66 total per night
$66 total
Nov 18 - Nov 19
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.

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.

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Dec 7 - Dec 8
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 concierge services, and answer any questions about the area. Additional amenities include a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $160 total per night
$160 total
Nov 16 - Nov 17
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 securing valuables and dry cleaning/laundry. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.

Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
$154 nightly
The price is $172 total per night
$172 total
Nov 13 - Nov 14
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 concierge services and luggage storage. 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 fireplace in the lobby, and a banquet hall.

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
Nov 13 - Nov 14
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.
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 | $66 |
Highest Price | $172 |
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

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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