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Check availability on Monterey Family Hotels

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Top Monterey Family Hotels

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (883)
"Our stay was very pleasant "
The price is ￥14,665
￥16,381 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn
Property grounds

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (821)
"The bed was very comfortable."
The price is ￥12,855
￥14,359 total
includes taxes & fees
Sep 29 - Sep 30
Berkshire Inn
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (60)
"Atmosphere, service and food was excellent. Definitely going back!"
Little Cat Lodge
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1017)
"Great Indian restaurant in the hotel!"
The price is ￥17,154
￥19,161 total
includes taxes & fees
Oct 27 - Oct 28
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (549)
"Excellent location, friendly service, clean, comfortable room."
The price is ￥11,212
￥12,525 total
includes taxes & fees
Sep 29 - Sep 30
Travelodge by Wyndham Great Barrington Berkshires
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (404)
"Peaceful area and great staff; Thank you for the service and experience "
The price is ￥15,696
￥18,050 total
includes taxes & fees
Sep 29 - Sep 30
Locust Tree Bed and Breakfast LLC
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (492)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
The price is ￥19,858
￥22,181 total
includes taxes & fees
Sep 29 - Sep 30
Whistler's Inn Bed & Breakfast
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1012)
"Great property would certainly stay again."
The price is ￥17,028
￥19,020 total
includes taxes & fees
Sep 30 - Oct 1
Best Western Plus Berkshire Hills Inn & Suites
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (738)
"Thank you for nice hospity. Staff was very friendly and professional."
The price is ￥23,769
￥26,550 total
includes taxes & fees
Oct 2 - Oct 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Home in Great Barrington
Fridge, microwave, oven, stovetop

Home in Great Barrington

9.8 out of 10, Exceptional, (23)
"Enjoyed our stay!!!"
The price is ￥30,645
￥48,425 total
includes taxes & fees
Oct 21 - Oct 22
Home in Great Barrington
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.
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Top Monterey Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"It's just a nice place and the staff is very nice "
Robin 5-night trip
Posted 4 days ago
The Yankee, Trademark Collection by Wyndham

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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 Jacob's Pillow and Mahaiwe Performing Arts Center.