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Find Family Hotels in Monterey, MA

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Our top choices for Monterey family-friendly hotels

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"The room we stayed in was extremely clean and comfy. The whole hotel was very nice and had an awesome breakfast. Will be staying here again for sure. "
United States
Keith
The price is NT$4,377
NT$4,889 total
includes taxes & fees
Jan 21 - Jan 22
Element Lenox Berkshires

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1002)
"Very friendly and good Breakfast."
United States
Jesse
The price is NT$2,405
NT$2,686 total
includes taxes & fees
Jan 25 - Jan 26
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1000)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is NT$3,086
NT$3,447 total
includes taxes & fees
Jan 23 - Jan 24
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is NT$3,452
NT$3,856 total
includes taxes & fees
Jan 27 - Jan 28
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (73)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is NT$3,859
NT$4,310 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (566)
"Excellent location!!"
United States
Abdul Samad
The price is NT$2,361
NT$2,638 total
includes taxes & fees
Jan 11 - Jan 12
Travelodge by Wyndham Great Barrington Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (761)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is NT$4,251
NT$4,748 total
includes taxes & fees
Jan 25 - Jan 26
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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 star property
South Lee
9.0 out of 10, Wonderful, (817)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is NT$3,542
NT$4,572 total
includes taxes & fees
Jan 21 - Jan 22
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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.

Find out more about Monterey

Family friendly things to do in Monterey

Monterey, Massachusetts, offers a serene escape for families seeking quality experiences. Begin your adventure at the picturesque Monterey Town Beach, where your kids can splash in the gentle waves and build sandcastles while you relax on the shore. Just a short drive away, the charming Berkshire Natural Resources Council’s trails provide family-friendly hiking opportunities, allowing you to explore stunning landscapes and spot local wildlife. If you’re looking for cultural enrichment, the nearby Norman Rockwell Museum showcases captivating exhibits that can spark creativity in your children. For a unique twist, consider visiting the nearby Tanglewood Music Center, where you can enjoy outdoor concerts and even participate in family-friendly events during the summer. When it comes to accommodations, the cozy inns and family-friendly hotels around Lake Garfield offer a perfect base. Many of these places feature amenities like spacious rooms and on-site activities, ensuring that after a day of exploration, you can unwind comfortably with your loved ones.

Top Monterey Hotel Reviews

Frequently asked questions

What's Monterey like for family-friendly vacations?
The destination of Monterey is a great choice if you've been thinking about a vacation with your kids. The boating, parks, and swimming spots are just some of the things that make this the perfect spot for family trips. Arrange a flight into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 17.5 mi (28.1 km) from the city center.
When's the best time to book a family-friendly vacation in Monterey?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Monterey are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Monterey?
While you are visiting Monterey, you might want to round up the kiddos and make time to see interesting attractions such as Bidwell House Museum and Ski Butternut. Make sure you have lots of time for activities like Otis Ridge and Jacob's Pillow.

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