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Kid-Friendly Hotels in Chatham

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Featured Chatham Family Hotels

The Chatham Motel
The Chatham Motel
2 out of 5
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 ...
The Chatham Motel
Chatham Bars Inn
Chatham Bars Inn
5 out of 5
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 ...
Chatham Bars Inn
Pleasant Bay Village Resort
Pleasant Bay Village Resort
3 out of 5
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 ...
Pleasant Bay Village Resort
Greyfinch Chatham Inn
Greyfinch Chatham Inn
3 out of 5
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. ...
Greyfinch Chatham Inn
The Hawthorne
The Hawthorne
2 out of 5
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 ...
The Hawthorne
Old Harbor Inn
Old Harbor Inn
3.5 out of 5
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 Veterans Field are located ...
Old Harbor Inn
See all 5,079 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
Pleasant Bay Village Resort
3 out of 5
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! (274 reviews)
"The gardens were unique and enjoyable. The staff were very friendly and accommodating."

Reviewed on Jun 6, 2025

Pleasant Bay Village Resort
Chatham Bars Inn
Chatham Bars Inn
5 out of 5
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 ...
9.2/10 Wonderful! (769 reviews)
"Absolutely gorgeous property. Everything was top notch and close enough to be able to walk into town. Just what we were looking for."

Reviewed on Jun 30, 2025

Chatham Bars Inn
The Chatham Motel
The Chatham Motel
2 out of 5
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 ...
9.2/10 Wonderful! (607 reviews)
"It was great. Staff was very friendly and helpful and convenient location. Very clean room"

Reviewed on Jun 16, 2025

The Chatham Motel
See all 5,079 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 Connecting Rooms in Chatham

Chatham Bars Inn
Chatham Bars Inn
5 out of 5
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 ...
Chatham Bars Inn
Queen Anne Inn
Queen Anne Inn
4 out of 5
70 Queen Anne Rd, Chatham, MA
Stay at this 4-star business-friendly hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Queen Anne Inn
The Chatham Motel
The Chatham Motel
2 out of 5
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 ...
The Chatham Motel
See all 5,079 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.