TOP Hotels with Swimming Pool in Chatham, MA for 2026

Q: What are some accommodation options with pools in Chatham?

Chatham Wayside Inn : Hotel, 11-minute walk from Cape Cod Beaches. Features daily, a seasonal outdoor pool and free self parking. Chatham Bars Inn : Resort, 4-minute walk from Cape Cod Beaches. Offers a private beach, a seasonal outdoor pool and a full-service spa. The Chatham Motel : Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access.

Chatham showing wild flowers, general coastal views and a windmill

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Our top choices for Chatham hotels with a pool

Chatham Wayside Inn

Chatham

Angela

Chatham Bars Inn

Chatham

Eric

₹38,643 total

includes taxes & fees

11 Mar - 12 Mar

Hyannis Travel Inn

Hyannis

Shane and Jessica

₹8,295 total

includes taxes & fees

29 Mar - 30 Mar

The Escape Inn

Bass River

Karim

₹10,419 total

includes taxes & fees

10 Mar - 11 Mar

Indoor pool, seasonal outdoor pool, pool loungers

Aiden by Best Western Cape Cod - West Yarmouth

West Yarmouth

Lilian

₹9,577 total

includes taxes & fees

10 Mar - 11 Mar

Anchor In Distinctive Waterfront Lodging

Hyannis

Robert

₹15,032 total

includes taxes & fees

10 Mar - 11 Mar

Uncommoner Hotel by Reverie Boutique Collection

West Yarmouth

Malbis

₹12,792 total

includes taxes & fees

11 Mar - 12 Mar

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Choose what matters most at hotels with a pool in Chatham

Breakfast included

Hot tub

Top Chatham Hotel Reviews

Edgewater Beach Resort, a VRI resort

10/10 Excellent

"Great staff, very accommodating. I’d recommend & book there in the future. "

Comfort Inn Hyannis - Cape Cod

6/10 Okay

"Hotel is in need of a good cleaning and renovation. Hallway carpet needs to be vacuumed and has threads coming up at numerous seams. Doors to hallways from elevator lobbies are showing major wear & tear with large paint chips & marks from the housekeeping carts. Breakfast offerings are very limited to waffles, powdered scrambled eggs, sausage patty, yogurt, instant oatmeal, cereal (corn flakes or Raisin Bran), toast or small blueberry muffins. Coffee is also weak. "

Frequently asked questions

What are some accommodation options with pools in Chatham?

Chatham Wayside Inn: Hotel, 11-minute walk from Cape Cod Beaches. Features daily, a seasonal outdoor pool and free self parking. Chatham Bars Inn: Resort, 4-minute walk from Cape Cod Beaches. Offers a private beach, a seasonal outdoor pool and a full-service spa. 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, visit sights such as Chatham Lighthouse, Cape Cod Beaches 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 the local weather in Chatham into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.

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