Hotels with a Pool in Chatham, MA

Pleasant Bay Village Resort offers an outdoor pool, free WiFi in public areas, and a hot tub. Free parking is available if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include meeting rooms, free newspapers, and laundry facilities.

Guests of Chatham Bars Inn have access to a private beach, a full-service spa, and a gym. Free valet and self parking are available, and there's also limo/town car service. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this beach resort include a sauna, outdoor tennis courts, and free WiFi in public areas.

The Chatham Motel features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you drive, put free parking to good use. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include express check-in, express check-out, and free newspapers.

Queen Anne Inn features a gym, free WiFi in public areas, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can assist with concierge services and securing valuables. Additional amenities include a library, express check-out, and free newspapers.

Guests of Greyfinch Chatham Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you decide to drive, there's free parking. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this family-friendly motel include free use of bicycles, a picnic area, and a vending machine.

Guests of Captain's House Inn enjoy free WiFi in public areas, microwave in a common area, and a computer station. If you decide to drive, there's free parking. A multilingual staff is on hand to assist with concierge services and securing valuables. Additional amenities include a library, express check-in, and express check-out.

Renovated in 2022, Chatham Wayside Inn offers a gym, free WiFi in public areas, and meeting rooms. If you decide to drive, there's free parking. Multilingual staff at the 24-hour front desk can assist with securing valuables, luggage storage, and concierge services. Other amenities at this golf hotel include a business center, a seasonal outdoor pool, and coffee/tea in a common area.

Guests of The Hawthorne enjoy features like a private beach, free WiFi in public areas, and a business center. If you drive, take advantage of free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach hotel include coffee/tea in a common area, a computer station, and free newspapers.

Guests of Chatham Seafarer Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a picnic area. You can put free parking to good use if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a garden and barbecue grills.