Find Family Hotels in Chatham, MA

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Pick from 10 Chatham Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Pleasant Bay Village Resort
Outdoor pool
Pleasant Bay Village Resort
3.0 star property
9.6 out of 10, Exceptional, (261)
"Excellent! Already planning another stay! "
The price is ￥24,441
￥27,973 total
includes taxes & fees
Sep 30 - Oct 1
Pleasant Bay Village Resort
Old Harbor Inn
Hiking
Old Harbor Inn
3.5 star property
9.6 out of 10, Exceptional, (157)
"Judy and Ray were so warm and welcoming. The property was pristine, quiet, and very conveniently located to town. I would highly recommend this stay from someone who wants a touch of luxury with a home like feel."
The price is ￥45,888
￥52,518 total
includes taxes & fees
Sep 29 - Sep 30
Old Harbor Inn
The Hawthorne
View from property
The Hawthorne
2.0 star property
9.4 out of 10, Exceptional, (174)
"Lovely view and layout. Some outdated items in room and not enough plugs for phone etc. tv is hard to watch where located. "
The price is ￥36,682
￥41,983 total
includes taxes & fees
Oct 13 - Oct 14
The Hawthorne
The Chatham Motel
Superior Room, 2 Double Beds, Kitchenette | Private kitchen | Fridge, coffee/tea maker
The Chatham Motel
2.0 star property
9.2 out of 10, Wonderful, (598)
"Na"
The price is ￥28,770
￥32,927 total
includes taxes & fees
Sep 30 - Oct 1
The Chatham Motel
Chatham Bars Inn
Seasonal outdoor pool
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (721)
"The rooms are a bit dated and there is no security to get into the buildings. Restaurants are fabulous and excellent service. "
The price is ￥55,023
￥66,122 total
includes taxes & fees
Oct 21 - Oct 22
Chatham Bars Inn
Chatham 3 Bedroom/2 Bath Retreat
Sun loungers
Chatham 3 Bedroom/2 Bath Retreat
9.0 out of 10, Wonderful, (43)
"Our group of four adults stayed here for a friends wedding. The house was as advertised, the price matched the accomodations. Communication with owner was exceptional. Through no fault of owner, the TP supply ran out, after notifying Pam, she immediately delivered a plentiful supply of TP, and other paper goods. Beds were super comfortable! Thank you for the stay Pam, we definitely would rent again for future visits!!"
Chatham 3 Bedroom/2 Bath Retreat
Greyfinch Chatham Inn
Seasonal outdoor pool, sun loungers
Greyfinch Chatham Inn
3.0 star property
8.8 out of 10, Excellent, (211)
"The room was well decorated and furnished and had a fresh feel to it. We liked The large bathroom area which looked newly refurbished was well stocked. It could however have done with a door to the sinks area to separate it from the bedroom. Though we only had limited time we did make brief use of the pool and bikes. It was a relatively short walk to restaurants and shopping area. We were disappointed in the staff on reception when we arrived as they were not very helpful or welcoming but...
The price is ￥30,065
￥39,349 total
includes taxes & fees
Sep 25 - Sep 26
Greyfinch Chatham Inn
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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.

Frequently asked questions

What's Chatham like for family-friendly vacations?
The destination of Chatham is a great choice if you’ve been thinking about a vacation with your kids. The beaches, baseball games, and seafood restaurants are just some of the things that make this an attractive family vacation spot. Arrange a flight into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) from the city center.
What's the best place to stay for a family vacation to Chatham?
Chatham Wayside Inn is a hotel with a restaurant and free parking, and it’s a top choice on Expedia for families. Other good options for your family trip include Greyfinch Chatham Inn and Pleasant Bay Village Resort.
How many family-friendly hotels will I be able to find in Chatham?
Expedia has 9 family-friendly hotels and other accommodations in Chatham.
When's the best time to book a family-friendly vacation in Chatham?
The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chatham is 54 inches.
What's there to see and do with your family in Chatham?
While you are visiting Chatham, you and the family might want to check out some interesting spots such as Chatham Fish Pier, Cape Cod National Seashore, and Monomoy National Wildlife Refuge. Make sure you have lots of time for activities like Gallery Antonia and Monomoy Theatre.