Find Family Hotels in Chatham, MA

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Compare Chatham Family Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Chatham Motel

2.0 star property
9.2 out of 10, Wonderful, (601)
"This place is a real gem. We loved our stay and will definitely return."
The Chatham Motel

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (738)
"Great service. Beautiful location and had the best room "
The price is SAR 1,277
SAR 1,535 total
includes taxes & fees
22 Jan - 23 January 2025
Chatham Bars Inn

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (272)
"Property grounds were very beautiful and relaxing"
Pleasant Bay Village Resort

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (214)
"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...
Greyfinch Chatham Inn

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

The Hawthorne

2.0 star property
9.4 out of 10, Exceptional, (177)
"Property is the best beachfront location for the price. Very clean. Beach is literally outside your front door and so easily accessible. Rooms were very clean. A 5 minute drive to Main Street Chatham with so many restaurants nearby. Would stay again. "
The Hawthorne

Old Harbor Inn

3.5 star property
9.6 out of 10, Exceptional, (158)
"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."
Old Harbor Inn
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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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 Gallery Antonia. Make sure you have lots of time for activities like Monomoy Theatre and Veterans Field.