Hotels with a Pool in Chatham, MA
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Featured Chatham Hotels with Pool

Pleasant Bay Village Resort
1191 Orleans Road 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 assist with securing valuables and luggage storage. Additional amenities include meeting rooms, coffee/tea in a common area, and free newspapers.
Pool
Hot Tub

Chatham Bars Inn
297 Shore Rd Chatham MA
$364 nightly
The price is $417 total per night
$417 total
Jan 28 - Jan 29
Total with taxes and fees
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, concierge services, and securing valuables. Other amenities at this beach resort include a sauna, outdoor tennis courts, and free WiFi in public areas.
On private beach
Pool

The Chatham Motel
1487 Main Street Chatham MA
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
70 Queen Anne Rd Chatham MA
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.

Greyfinch Chatham Inn
946 Main Street (Rte 28) Chatham MA
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.
Pool
Parking included

Captain's House Inn
369 Old Harbor Road Chatham MA
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.
Breakfast included
Parking included

Chatham Wayside Inn
512 Main St Chatham MA
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $179 total per night
$179 total
Jan 27 - Jan 28
Total with taxes and fees
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 concierge services, securing valuables, and luggage storage. Other amenities at this golf hotel include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included

The Hawthorne
196 Shore Rd Chatham MA
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.
On private beach
Parking included

Chatham Seafarer Inn
2079 Main St Chatham MA
Guests of Chatham Seafarer Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a garden. 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 barbecue grills and a picnic area.
Pool
Parking included
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.
Chatham hotels essential information
Accommodation | 4,757 hotels |
|---|---|
Lowest Price | $179 |
Highest Price | $417 |
Popular hotels | Pleasant Bay Village Resort, Chatham Bars Inn, The Chatham Motel, Queen Anne Inn, Greyfinch Chatham Inn, Captain's House Inn, Chatham Wayside Inn, The Hawthorne, Chatham Seafarer Inn |
Recent Hotels with Pool Reviews

Chatham Bars Inn
5/5 Excellent
"Beautiful property "
A verified traveler from Dorchester stayed at Chatham Bars Inn
Posted 2 days ago
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