Chatham Hotels with Pool, Massachusetts: Chatham Hotel Guide

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

Chatham Bars Inn : Resort, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool and a full-service spa. Chatham Wayside Inn : Hotel, 11-minute walk from Cape Cod Beaches. Offers 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.

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Our top choices for Chatham hotels with a pool

Ocean Street Inn on Hyannis Harbor

Hyannis

Seaside serenity awaits at this harbor-front motel, where nearby pools and marina access promise refreshing coastal relaxation.

includes taxes & fees

15 Jul - 16 Jul

Love Farms Lodge

West Dennis

Seasonal outdoor pool creates a sunny retreat near Cape Cod beaches with free shuttles to sand and surf adventures.

includes taxes & fees

10 Aug - 11 Aug

Queen Anne Inn

Chatham

Victorian oasis offers seasonal outdoor pool with comfortable loungers and shaded umbrellas.

includes taxes & fees

20 Jul - 21 Jul

The Escape Inn

Bass River

Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.

includes taxes & fees

14 Jul - 15 Jul

Greyfinch Chatham Inn

Chatham

Escape to the Cape Cod oasis with a seasonal outdoor pool, free bicycles, and modern comforts just steps from local beaches.

includes taxes & fees

28 Jul - 29 Jul

The Chatham Motel

Chatham

Soak up summer vibes in this Cape Cod retreat with a seasonal outdoor pool, playground, and peaceful garden setting.

includes taxes & fees

14 Jul - 15 Jul

Pleasant Bay Village Resort

Chatham

Splash into holiday bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.

includes taxes & fees

14 Jul - 15 Jul

Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, pool loungers

Chatham Wayside Inn

Chatham

Dive into seaside bliss at this Cape Cod hotel with a sun-soaked seasonal pool and relaxing loungers for perfect summer days.

includes taxes & fees

14 Jul - 15 Jul

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Choose what matters most at hotels with a pool in Chatham

Breakfast included

Hot tub

Top Chatham Hotel Reviews

Margaritaville Resort Cape Cod

10/10 Excellent

"Excellent customer service!!"

Chatham Wayside Inn

10/10 Excellent

"We had a very pleasant stay at Chatham Wayside Inn! The location is perfect, right on Main Street where you can walk to all the shops and restaurants. My kids enjoyed the pool and the complementary cookies in the lobby. We ate at the wild goose Tavern for a nice dinner. A perfect location to stay in to explore Chatham!"

Riviera Beach Resort

8/10 Good

"The beach at this place was phenomenal and the folks at the desk were really nice. We were relying on going to their restaurant (Jona’s) but they said for some reason they weren’t able to open that morning/midday (would be open only in evening) so we didn’t get to try it, that was unfortunate since we were counting on it. The next morning my son went to the breakfast café but couldn’t get anything because they’d decided to close 5 minutes early. Again, very disappointing when you rely on a schedule. The pools and the beach were anwesome and the ocean view (seen in the pic I posted)we had was so peaceful and gorgeous. We’d definitely come back again but hope the restaurant & breakfast place will open during the full hours advertised next time!"

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"Wonderful stay for a girls weekend trip! Great staff, clean hotel & amenities. Great restaurant that recently opened - beautiful view, great food & service. Cute cafe open every morning with a wide variety of coffee drinks & pastries. Highly convenient area located only 5 minutes from cute downtown Hyannis & 30 minutes from Chatham. Definitely recommend!"

Frequently asked questions

What are some accommodation options with pools in Chatham?

Chatham Bars Inn: Resort, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool and a full-service spa. Chatham Wayside Inn: Hotel, 11-minute walk from Cape Cod Beaches. Offers 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?

Explore places such as Cape Cod Beaches and Cape Cod National Seashore while you're in Chatham. Make a point to visit attractions such as Chatham Lighthouse Beach and Chatham Railroad Museum. 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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