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

Hotels with Swimming Pool in West Chatham, Massachusetts

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Check availability on West Chatham Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for West Chatham hotels with a pool

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

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.
P11,203
P15,543 total
includes taxes & fees
Nov 1 - Nov 2
Chatham Wayside 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 deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
A pathway leading to a beach with boats in the background and a building with a tower.

2. 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.
P24,458
P27,992 total
includes taxes & fees
Nov 3 - Nov 4
Chatham Bars 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 bedroom with a large bed, two side tables with lamps, a wooden nightstand, a wooden dresser, and a large window with a view of greenery.
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 vacation bliss at this Cape Cod retreat with outdoor pool and soothing hot tub.
P15,106
P17,289 total
includes taxes & fees
Oct 7 - Oct 8
Pleasant Bay Village Resort
A swimming pool with clear blue water, surrounded by blue and white lounge chairs.
An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.
A house with a brick exterior, white exterior walls, and a front porch with white chairs.
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.
P12,139
P13,893 total
includes taxes & fees
Oct 7 - Oct 8
Chatham Seafarer Inn
Four sun loungers aligned along a poolside with a tiled floor.
A modern kitchen with white cabinetry, a wooden island with two barstools, and a decorative wall art piece.
A white house with a grey roof, surrounded by a well-maintained lawn and flowering bushes.
A modern bathroom with a double sink vanity, a large mirror, and a glass-enclosed shower area.

5. 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.
P10,049
P13,792 total
includes taxes & fees
Nov 1 - Nov 2
Greyfinch Chatham Inn
A swimming pool with lounge chairs and a building in the background.
A blue door labeled "Office" with a small window and a mailbox.
A bedroom with a bed, a table, two chairs, a lamp, and a window with curtains.
A sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.

6. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
P8,360
P9,569 total
includes taxes & fees
Oct 7 - Oct 8
Handkerchief Shoals Inn
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

7. 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.
P25,315
P31,001 total
includes taxes & fees
Oct 18 - Oct 19
Wequassett Resort and Golf Club
A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.
A cozy living room with a fireplace, a Christmas tree, and festive decorations.
A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.

8. Winstead Inn

Winstead Inn
Harwich
  • Heated poolside oasis beckons with lush gardens, private beach access, and free shuttle service.
P16,420
P18,793 total
includes taxes & fees
Oct 7 - Oct 8
Winstead Inn
A swimming pool with a metal ladder, surrounded by colorful plastic chairs, a red umbrella, and a building with a wooden exterior.
A kitchen with a brick stove, a white countertop, and a sign labeled "POOL TOWELS".
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.
A hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.

9. Olde Tavern Motel And Inn

Olde Tavern Motel And Inn
Orleans
  • Soak in coastal charm at the seasonal outdoor pool surrounded by lush garden views at this beautifully renovated motel.
P6,193
P7,087 total
includes taxes & fees
Oct 7 - Oct 8
Olde Tavern Motel And Inn
A swimming pool with lounge chairs and a covered seating area.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.
A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.
A hotel room with a bed, a bench, a desk, a microwave, and a television.

10. 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.
P11,822
P14,613 total
includes taxes & fees
Oct 26 - Oct 27
Pelham on Earle
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

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 less than an hour ago
Cape Sands Inn
Blue Water Resort

Blue Water Resort

10/10 Excellent
"Great hotel on the oceanfront with modern amenities and a clean, sandy beach. And right down the street from Skipper Restaurant!"
Arkadiy 1-night trip
Posted 3 hours ago
Blue Water Resort
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"The staff was great and the kids loved the amenities"
Joshua 2-night trip
Posted 3 hours ago
Holiday Hill Inn & Suites
Red Jacket Beach Resort

Red Jacket Beach Resort

8/10 Good
"We enjoy our stay. Staff was friendly, plenty of parking- the beach with chairs, lounges and games was easily accessible. The pool area was very nice."
Marci 2-night trip
Posted 12 hours ago
Red Jacket Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved the hotel and can’t speak more highly of the staff. Only disappointment was the restaurant and grounds were closed our second night due to a private function. Our first night was rained out so giving up our last night to a private party was unfortunate. Maybe in the future they will open some part of the property for hotel guests to enjoy while accommodating a private party."
Melissa 2-night trip
Posted 1 day ago
Uncommoner Hotel by Reverie Boutique Collection
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Great property and excellent location!"
Brian 2-night trip
Posted 2 days ago
Riviera Beach Resort
Sunbird ANNEX Resort

Sunbird ANNEX Resort

10/10 Excellent
"Great area, fun spot, cozy. I suggest getting the cottages is very nice. We loved it"
Jose 1-night trip
Posted 2 days ago
Sunbird ANNEX Resort
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The staff were friendly and helpful. Great location. I would definitely stay again!"
Tracy 3-night trip
Posted 2 days ago
Hyannis Travel Inn

Frequently asked questions

What are some accommodations 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 like Hardings Beach and Ridgevale Beach. During your stay, check out 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 into account the local weather in West Chatham can help you maximize your time at the pool during your trip. 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 West Chatham is 54 inches.

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