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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

Book a stay at this 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 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

Book a stay at this 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 B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Veterans Field and Mayo House are located nearby.

See all 4,793 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 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! (304 reviews)

Fantastic hotel! Super friendly, helpful staff, clean and spacious rooms, beautiful propert!

Reviewed on Nov 2, 2025

Chatham Bars Inn

297 Shore Rd Chatham MA

Book a stay at this 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! (797 reviews)

Helpful staff & food & drinks were great !

Reviewed on Dec 12, 2025