Hotels with a Pool in Chatham, MA

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Oct 25 - Oct 26
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Check prices in Chatham for tonight, Oct 25 - Oct 26
Oct 26 - Oct 27
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Featured Chatham Hotels with Pool

Pleasant Bay Village Resort

Pleasant Bay Village Resort

3 out of 5
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 help secure valuables, and provide local restaurant recommendations. Additional amenities include meeting rooms, free newspapers, and laundry facilities.
Pool
Hot Tub
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
$397 nightly
The price is $455 total per night
$455 total
Oct 30 - Oct 31
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, dry cleaning/laundry, and tours or tickets. 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

The Chatham Motel

2 out of 5
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.
Pool
Parking included
Queen Anne Inn

Queen Anne Inn

4 out of 5
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 tours/tickets and securing valuables. Additional amenities include a library, express check-out, and free newspapers.
Pool
Breakfast included
Greyfinch Chatham Inn

Greyfinch Chatham Inn

3 out of 5
946 Main Street (Rte 28), Chatham, MA
$189 nightly
The price is $216 total per night
$216 total
Oct 27 - Oct 28
Total with 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 vending machine, and a picnic area.
Pool
Parking included
Captain's House Inn

Captain's House Inn

4 out of 5
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

Chatham Wayside Inn

4 out of 5
512 Main St, Chatham, MA
$196 nightly
The price is $224 total per night
$224 total
Nov 11 - Nov 12
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 securing valuables, concierge services, 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

The Hawthorne

2 out of 5
196 Shore Rd, Chatham, MA
$231 nightly
The price is $264 total per night
$264 total
Oct 26 - Oct 27
Total with 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

Chatham Seafarer Inn

3.5 out of 5
2079 Main St, Chatham, MA
$171 nightly
The price is $196 total per night
$196 total
Oct 28 - Oct 29
Total with taxes and fees
Guests of Chatham Seafarer Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and barbecue grills. 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 a picnic area.
Pool
Parking included
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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
4,592 hotels
Lowest Price
$196
Highest Price
$455
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

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