Compare Family Hotels in The Berkshires

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Featured The Berkshires Family Hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
The price is NZ$220 per night from 15 Jan to 16 Jan
NZ$220
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff in their ...
Opens in a new windowVacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
The price is NZ$242 per night from 19 Jan to 20 Jan
NZ$242
19 Jan - 20 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in North Adams. Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the ...
Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
Stay Berkshires

Stay Berkshires

2 out of 5
1146 Cold Spring Road Williamstown MA
Stay at this hotel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Margaret Lindley Park and Lindley Park are located ...
Opens in a new windowStay Berkshires
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Williamstown Motel

Williamstown Motel

2 out of 5
295 Main Street Williamstown MA
Stay at this business-friendly motel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowWilliamstown Motel
Cozy Corner Motel

Cozy Corner Motel

2 out of 5
284 Sand Springs Rd. Rte 7 Williamstown MA
Fully refundableReserve now, pay when you stay
The price is NZ$153 per night from 24 Dec to 25 Dec
NZ$153
24 Dec - 25 Dec
includes taxes & fees
Stay at this family-friendly motel in Williamstown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowCozy Corner Motel
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street Lee MA
Fully refundableReserve now, pay when you stay
The price is NZ$117 per night from 5 Jan to 6 Jan
NZ$117
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this business-friendly motel in Lee. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowEcono Lodge Lee - Great Barrington
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd Hancock MA
The price is NZ$424 per night from 4 Jan to 5 Jan
NZ$424
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this ski condo in Hancock. Enjoy free parking, 2 restaurants and 2 hot tubs. Our guests praise the property condition in their reviews. Popular attractions ...
Opens in a new windowJiminy Peak Mountain Resort
Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road Great Barrington MA
Stay at this motel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Housatonic River and Lake Mansfield Park are located ...
Opens in a new windowLantern House Motel
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$288 per night from 30 Dec to 31 Dec
NZ$288
30 Dec - 31 Dec
includes taxes & fees
Stay at this business-friendly hotel in Pittsfield. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHotel On North
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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.

Family Hotels The Berkshires

If you need a holiday like The Bachelor needs fancy tropical proposals, but can’t bear to leave the rugrats behind, you’re in luck: There are plenty of hotels for families in The Berkshires that are ready to cater to your kiddos. Pack up the fruit snacks and tablets (and don’t forget the headphones, so your teens can ignore you!) and get on the road to family bonding. A break from the ordinary could be just what you need to put the “dear” back in “nearest and dearest.”

Whether you’re embarking on the trip of a lifetime with the extended family or just taking a sickie so you can have a long-weekend escape with your tween, The Berkshires family hotels are fun for all ages. Offering things like activity areas, kids’ pools, lessons, child care and more, kid-friendly accommodation options can go the distance to add true relaxation to your bank of new favourite memories. You can easily get off the property, too; check out the action near the city centre, explore the local landmarks and chow down on the best of the best cuisine (no Happy Meals necessary).

You’re busy remembering birthdays and anniversaries, so if you forgot to plan that next family getaway, no worries. lastminute.co.nz has the best deals on family hotels in The Berkshires and the widest variety, so finding your match is easier than saying your ABCs. Your trip will be so legendary, no one ever has to know it came down to the wire.

The Berkshires hotels essential information

Accommodation
1,084 hotels
Lowest Price
NZ$117
Highest Price
NZ$424
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

Most recent The Berkshires hotel reviews

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