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Check availability on Monterey Family Hotels

Top Monterey Family Hotels

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Fridge, microwave, oven, stovetop

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

10.0 out of 10, Exceptional, (96)
"amazing home, great communication with the host. "
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
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.

Top Monterey Hotel Reviews

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Fabulous place"
Mary 1-night trip
Posted 1 day ago
Courtyard by Marriott Lenox Berkshires

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.
How many family-friendly hotels can I expect to find in Monterey?
Expedia has 8 family-friendly hotels and other accommodations in Monterey.
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 Jacob's Pillow and Mahaiwe Performing Arts Center.