The Berkshires Family hotels with AARP Discounts

Featured The Berkshires Family Hotels

Vacation Village in the Berkshires
Great for families

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Vacation Village in the Berkshires
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Hotel Downstreet, Ascend Hotel Collection
Stay Berkshires

Stay Berkshires

2 out of 5
1146 Cold Spring Road, Williamstown, MA
Stay Berkshires
Save an average of 15% on thousands of hotels when you're signed in
Williamstown Motel

Williamstown Motel

2 out of 5
295 Main Street, Route 2, Williamstown, MA
Fully refundableReserve now, pay when you stay
Williamstown Motel
Cozy Corner Motel
Great for families

Cozy Corner Motel

2 out of 5
284 Sand Springs Rd. Rte 7, Williamstown, MA
Fully refundableReserve now, pay when you stay
Cozy Corner Motel
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2 out of 5
980 Pleasant Street, Lee, MA
Econo Lodge Lee - Great Barrington
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
Jiminy Peak Mountain Resort
Lantern House Motel

Lantern House Motel

2.5 out of 5
256 Stockbridge Road, Great Barrington, MA
Lantern 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
Hotel On North
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2 out of 5
42 Stockbridge Rd, West Stockbridge, MA
Pleasant Valley Motel West Stockbridge
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
Hampton Inn & Suites Berkshires-Lenox
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The Yankee, Trademark Collection by Wyndham
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Fully refundableReserve now, pay when you stay
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Berkshire Valley Inn

Berkshire Valley Inn

2.5 out of 5
2541 Hancock Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
Berkshire Valley Inn
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Howard Johnson by Wyndham Lenox
Willows Motel Williamstown

Willows Motel Williamstown

2 out of 5
480 Main St, Williamstown, MA
Fully refundableReserve now, pay when you stay
Willows Motel Williamstown
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
Shaker Mill Inn
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
Fully refundableReserve now, pay when you stay
Best Western Plus Berkshire Hills Inn & Suites
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, Massachusetts, United States of America
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Family Friendly Vacations in The Berkshires

Looking to plan your next big trip with the whole family? The Berkshires offers some of the best family-friendly activities, hotels, and amenities, so you can rest easy, because your clan is going to love the vacation that you plan. When you book with the AARP Travel Center Powered by Expedia®, traveling to The Berkshires is easier than ever. You'll find that with your member status, you can combine your members-only discount with the best rates from Expedia. Forget stressing over the cost—you'll be getting the best value available.

Family-Friendly Activities in The Berkshires

Once you and your family arrive in The Berkshires, you'll need some fun activities that everyone will want to be a part of. With so much to do that older adults and kids alike will be excited about, you'll get a win on this trip. If you need more ideas, check out our "Things to do" page. Remember to check the weather forecast before you pack your bags, so you don't have any surprises along the way. Be sure to check out the traffic in the area before you schedule reservations in between excursions, so you won't hit any bumps (or standstills) along the way.

The Berkshires Kid-Friendly Hotels

When you book your hotel with AARP Travel, you'll find an array of amenities waiting for you. Some hotels even offer special care bags for infants or babysitting services so you can get a few hours to yourself.

Your kids and grandkids will be thrilled to stay at one of our The Berkshires kid-friendly hotels. And the adults will love that they will be located near activities, attractions, and dining options.

Book Your Family The Berkshires Trip Today

If you are looking to make a legendary family getaway that you and your relatives will reminisce over for years, you're in good hands with AARP Travel. Whether you are looking for an energetic attraction, educational enjoyment, or just some laid-back family time, all you need to do is pack your bags and get ready to share memories that will last a lifetime. Do not miss out on these all-inclusive deals, and make sure you have your member advantage information handy. The best family getaway in The Berkshires is just a click away.