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
$230 nightly
The price is $263 total per night
$263 total
Jun 3 - Jun 4
Total includes taxes and fees
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.
Pool
Hot Tub

Chatham Bars Inn
297 Shore Rd, Chatham, MA
$567 nightly
The price is $649 total per night
$649 total
Jun 5 - Jun 6
Total includes 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, 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.
On private beach
Pool

The Chatham Motel
1487 Main Street, Chatham, MA
$160 nightly
The price is $183 total per night
$183 total
May 29 - May 30
Total includes taxes and fees
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.
Pool
Parking included

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 securing valuables and tours/tickets. Additional amenities include a library, express check-out, and free newspapers.
Pool
Breakfast included

Greyfinch Chatham Inn
946 Main Street (Rte 28), Chatham, MA
$225 nightly
The price is $258 total per night
$258 total
Jun 1 - Jun 2
Total includes taxes and fees
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
$445 nightly
The price is $509 total per night
$509 total
May 29 - May 30
Total includes taxes and fees
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
$360 nightly
The price is $412 total per night
$412 total
Jun 1 - Jun 2
Total includes 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 luggage storage, concierge services, and securing valuables. 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
$303 nightly
The price is $346 total per night
$346 total
May 29 - May 30
Total includes taxes and fees
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
$171 nightly
The price is $196 total per night
$196 total
Jun 1 - Jun 2
Total includes taxes and fees
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 a picnic area and barbecue grills.
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 | 4,974 hotels |
---|---|
Lowest Price | $183 |
Highest Price | $649 |
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

Bayside Resort Hotel
5/5 Excellent
"Great stay at the Bayside Resort. We loved the continental breakfast and also spending time in the back by the river. Beautiful view! "
A verified traveler from North Easton stayed at Bayside Resort Hotel
Posted 2 days ago
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