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Kid-Friendly Hotels in Chatham

Chatham showing a windmill, wildflowers and general coastal views

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Featured Chatham Family Hotels

The Chatham Motel

1487 Main Street, Chatham, MA

Stay at this motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hardings Beach and Ridgevale Beach are located ...

Chatham Bars Inn

297 Shore Rd, Chatham, MA

Stay at this 5-star luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...

Pleasant Bay Village Resort

1191 Orleans Road, Chatham, MA

Stay at this 3-star hotel in Chatham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...

Greyfinch Chatham Inn

946 Main Street (Rte 28), Chatham, MA

Stay at this 3-star family-friendly motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...

The Hawthorne

196 Shore Rd, Chatham, MA

Book a stay at this beach hotel in Chatham. Enjoy free WiFi, free parking, and a private beach. Popular attractions Chatham Seaside Links and Mayo House are ...

Old Harbor Inn

22 Old Harbor Rd., Chatham, MA

Stay at this 3.5-star B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Railroad Museum and Gallery Antonia are ...

See all 4,954 properties in Chatham

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.

Hotels with Pools in Chatham

Pleasant Bay Village Resort

1191 Orleans Road, Chatham, MA

Stay at this 3-star hotel in Chatham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...

9.6/10 Exceptional! (294 reviews)

"It was terrific! Check in was very helpful and loved the property."

Reviewed on Sep 25, 2025

Chatham Bars Inn

297 Shore Rd, Chatham, MA

Stay at this 5-star luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...

9/10 Wonderful! (788 reviews)

"Beautiful property. Great service!"

Reviewed on Sep 28, 2025