A cozy, rustic shop interior with wooden beams, patterned rugs, and various items on display including bags, jars, and greeting cards.

Hotels with Swimming Pools in West Chatham

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Check availability on West Chatham Hotels with Swimming Pools

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for West Chatham hotels with a pool

A swimming pool with lounge chairs and a white fence.
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.
A garden with a pergola structure, a pathway, and a seating area.

1. Chatham Wayside Inn

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.
S$318
includes taxes & fees
1 Nov - 2 Nov
Chatham Wayside Inn
Four sun loungers aligned along a poolside with a tiled floor.
A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.
A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.
A modern bathroom with a double sink vanity, a large mirror, and a glass-enclosed shower area.

2. Greyfinch Chatham Inn

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.
S$282
includes taxes & fees
5 Nov - 6 Nov
Greyfinch Chatham Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
A circular wooden structure with illuminated edges in a garden setting.
A dining area with a glass table, chairs, and a vase with flowers.
A covered porch with a lattice design, a stone pathway, and a view of a garden.

3. Pleasant Bay Village Resort

Pleasant Bay Village Resort
Chatham
  • Splash into holiday bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.
S$286
includes taxes & fees
12 Oct - 13 Oct
Pleasant Bay Village Resort
A swimming pool with clear blue water, surrounded by blue and white lounge chairs.
A house with a brick exterior, white exterior walls, and a front porch with white chairs.
A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.
A beach with a fallen tree, clear blue water, and a forested shoreline.

4. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
S$284
includes taxes & fees
14 Oct - 15 Oct
Chatham Seafarer Inn
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A series of tents with beds and seating areas, surrounded by a garden with various plants and a wooden deck.
A pathway leading to a beach with boats in the background and a building with a tower.
An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.

5. Chatham Bars Inn

Chatham Bars Inn
Chatham
  • Dive into beachside bliss with a private shoreline, seasonal pool, and chauffeured beach shuttle for ultimate seaside luxury.
S$573
includes taxes & fees
3 Nov - 4 Nov
Chatham Bars Inn
A swimming pool with lounge chairs and a building in the background.
A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.
An outdoor patio with round tables and chairs, picnic tables, and umbrellas.
A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.

6. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
S$195
includes taxes & fees
11 Oct - 12 Oct
Handkerchief Shoals Inn
A swimming pool with lounge chairs and a covered seating area.
A hotel room with a bed, a bench, a desk, a microwave, and a television.
A two-story house with a front porch, a mailbox, and a well-maintained garden.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

7. Pelham on Earle

Pelham on Earle
West Harwich
  • Coastal getaway with a seasonal outdoor pool where relaxation awaits after exploring Cape Cod's beautiful beaches.
S$299
includes taxes & fees
26 Oct - 27 Oct
Pelham on Earle
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A dining area with tables set for two, overlooking a body of water with a sailboat.

8. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
  • Swim through summer in a luxury cabana paradise with poolside bars and ocean breezes.
S$633
includes taxes & fees
18 Oct - 19 Oct
Wequassett Resort and Golf Club
A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
A beverage station with a Coca-Cola machine, ice dispensers, and a variety of drink options.
A reception desk with a marble top, a wooden panel base, a desk lamp, a potted plant, and a wicker chair with a cushion.
A hotel room with two beds, a desk, a television, and a window with curtains.

9. Holiday Hill Inn & Suites

Holiday Hill Inn & Suites
Dennis Port
  • Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.
S$193
includes taxes & fees
9 Oct - 10 Oct
Holiday Hill Inn & Suites
A clear swimming pool with blue lounge chairs and a blue umbrella.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.
A golf course with sand bunkers, trees, and a clear blue sky.
Three children playing in shallow water on a beach.

10. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
  • Dive into paradise with 7 amazing pools, each offering a different vibe for every holiday mood.
S$223
includes taxes & fees
8 Nov - 9 Nov
The Villages at Ocean Edge
View all properties

Choose what matters most at hotels with a pool in West Chatham

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top West Chatham Hotel Reviews

Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Always, the best!"
Elizabeth 2-night trip
Posted 1 hour ago
Red Jacket Beach Resort
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Very happy"
Sharon 1-night trip
Posted 20 hours ago
Hyannis Plaza Hotel
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent
"This is the perfect little place to stay. Everything was very clean, staff was all very friendly! Will 100% be going back and staying here again!!!"
Molly 2-night trip
Posted 2 days ago
The Corsair & Cross Rip Oceanfront Resort
Blue Water Resort

Blue Water Resort

10/10 Excellent
"Every thing was good, we havew a good time."
Rebeca 4-night trip
Posted 2 days ago
Blue Water Resort
Cape Sands Inn

Cape Sands Inn

8/10 Good
"Comfortable room. Great view. The adjoining room door did not lock."
Delene 2-night trip
Posted 2 days ago
Cape Sands Inn

Frequently asked questions

What are some accommodation options with pools in West Chatham?
Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Features a children's pool, an indoor pool and a water park. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Offers a seasonal outdoor pool, an indoor pool and 2 pool bars. Uncommoner Hotel by Reverie Boutique Collection: Hotel located near Hyannis Harbor. Provides a seasonal outdoor pool, an indoor pool and 2 bars. Lighthouse Inn: Hotel, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool and a snack bar/deli. Holiday Inn Express Hyannis Cape Cod by IHG: Hotel located near Hyannis Harbor. Offers a children's pool, an indoor pool and a sauna.
What is there to see and do in West Chatham?
Make a point to visit attractions such as Hardings Beach and Ridgevale Beach. During your stay, visit sights such as Cape Cod Beaches, Hardings Lighthouse and Monomoy National Wildlife Refuge. The beaches and seafood restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in West Chatham?
Taking the local weather in West Chatham into account can help you maximise your time at the pool during your trip. 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 West Chatham is 1362 mm.

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