Find Hotels with a Pool in Chatham, MA

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Check availability on Chatham Hotels with a Pool

Top Chatham Hotels with a Pool

Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers
Chatham Wayside Inn
Chatham Wayside Inn
4.0 star property
9.2 out of 10, Wonderful, (574)
"Great hotel, great locatiion"
Chatham Wayside Inn
Seasonal outdoor pool
Chatham Seafarer Inn
Chatham Seafarer Inn
3.5 star property
9.0 out of 10, Wonderful, (314)
"Great experience "
Chatham Seafarer Inn
Seasonal outdoor pool, sun loungers
Greyfinch Chatham Inn
Greyfinch Chatham Inn
3.0 star property
8.8 out of 10, Excellent, (250)
"Wonderful place to stay"
Greyfinch Chatham Inn
Outdoor pool
Pleasant Bay Village Resort
Pleasant Bay Village Resort
3.0 star property
9.6 out of 10, Exceptional, (298)
"Beautiful place to stay!"
The price is NT$7,028
NT$8,044 total
includes taxes & fees
Oct 20 - Oct 21
Pleasant Bay Village Resort
Seasonal outdoor pool
The Chatham Motel
The Chatham Motel
2.0 star property
9.2 out of 10, Wonderful, (631)
"Very safe . Cafe Mood great food run by Jamaican family"
The Chatham Motel
Seasonal outdoor pool
Chatham Bars Inn
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, (792)
"Excellent experience all around Gorgeous location and beautiful hotel Lively lobby "
The price is NT$11,559
NT$13,890 total
includes taxes & fees
Oct 20 - Oct 21
Chatham Bars Inn
Indoor pool, seasonal outdoor pool
Wellfleet Motel and Lodge
Wellfleet Motel and Lodge
2.5 star property
9.4 out of 10, Exceptional, (1000)
"The room was so nice and breakfast was delicious "
The price is NT$2,720
NT$3,113 total
includes taxes & fees
Oct 20 - Oct 21
Wellfleet Motel and Lodge
Property grounds
The Escape Inn
The Escape Inn
2.5 star property
9.4 out of 10, Exceptional, (634)
"a great clean room you can tell the owners take pride in the Escape inn . we enjoyed our stay "
The price is NT$2,743
NT$3,140 total
includes taxes & fees
Oct 20 - Oct 21
The Escape Inn
Indoor pool
Courtyard Resort
Courtyard Resort
2.0 star property
7.4 out of 10, Good, (29)
"Excellent location. Nicely equipped kitchenette."
The price is NT$3,331
NT$3,812 total
includes taxes & fees
Oct 19 - Oct 20
Courtyard Resort
Exterior
Eagle Wing Inn - Cape Cod
Eagle Wing Inn - Cape Cod
3.0 star property
9.8 out of 10, Exceptional, (415)
"Would stay there again "
The price is NT$3,514
NT$4,022 total
includes taxes & fees
Oct 21 - Oct 22
Eagle Wing Inn - Cape Cod
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.
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Top Chatham Hotel Reviews

Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

10/10 Excellent
"Overall, this was a wonderful stay from start to finish. I would absolutely return and recommend it to anyone looking for a relaxing, high-quality hotel experience — and seriously, don’t miss the breakfast lots of choice. From the moment I arrived, the staff were welcoming, attentive, and genuinely helpful — it set the tone for a great stay. Used the laundry facilities too they were good"
Karen 4-night trip
Posted 2 days ago
Hampton Inn & Suites Cape Cod-West Yarmouth

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Frequently asked questions

What are some accommodations with pools in Chatham?
Chatham Wayside Inn: Features daily, a seasonal outdoor pool, and free self parking. The Chatham Motel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Chatham?
Spend some time experiencing the great outdoors at Chatham Lighthouse Beach and Ridgevale Beach. During your stay, check out sights such as Chatham Fish Pier, Chatham Lighthouse, and Cape Cod National Seashore. Visitors to Chatham speak highly of the natural attractions, including the beautiful beaches.
When is the best time to book a hotel with a pool in Chatham?
Taking into account the local weather in Chatham is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chatham is 54 inches.