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
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for West Chatham hotels with a pool

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 white desk with a woven hat, a vase with white flowers, and two glasses of white wine.
A house with a brick exterior, white exterior walls, and a front porch with white chairs.

1. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
  • Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
S$338
includes taxes & fees
22 Sept - 23 Sept
Chatham Seafarer Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
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 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.

2. 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$347
includes taxes & fees
22 Sept - 23 Sept
Pleasant Bay Village Resort
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 bathroom with a double sink vanity, a large mirror, and a glass-enclosed shower area.
A modern bedroom with a wooden wardrobe, a white robe hanging on the door, and a bed with a wooden frame.

3. 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$372
includes taxes & fees
1 Sept - 2 Sept
Greyfinch Chatham Inn
A swimming pool with lounge chairs and a white fence.
A garden with a pergola structure, a pathway, and a seating area.
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.

4. 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$573
includes taxes & fees
25 Aug - 26 Aug
Chatham Wayside 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 hotel room with a large bed, teal walls, and a wooden headboard. There are two bedside tables with lamps and small plants.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack with folded towels.

5. 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.
S$185
includes taxes & fees
2 Sept - 3 Sept
Olde Tavern Motel And Inn
A swimming pool with blue lounge chairs aligned along the edge.
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.
A reception area with a blue and white color scheme, a map on the wall, and a bookshelf filled with travel brochures.
A motel with a two-story structure, a flagpole with an American flag, and a parking lot with yellow curbs and directional arrows.

6. GuestLodge

GuestLodge
West Dennis
  • Refreshing pool oasis awaits at Cape Cod motel with aquatic fun just steps from beaches.
S$104
includes taxes & fees
30 Aug - 31 Aug
GuestLodge
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 sign for Handkerchief Shoals Inn with a well-maintained garden in the foreground.
An outdoor patio with round tables and chairs, picnic tables, and umbrellas.

7. Handkerchief Shoals Inn

Handkerchief Shoals Inn
South Harwich
S$259
includes taxes & fees
14 Sept - 15 Sept
Handkerchief Shoals Inn
A hotel with a pool area, multiple balconies, and a fenced deck with lounge chairs.
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.
A miniature golf course with two holes, a small pond, and a wooden bridge.

8. 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$169
includes taxes & fees
30 Aug - 31 Aug
Holiday Hill Inn & Suites
A swimming pool with a fenced area, lounge chairs, and a building in the background.
A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.
A bathroom with a toilet, sink, and shower.
A covered patio with a round table and four chairs.

9. Skaket Beach Motel

Skaket Beach Motel
Orleans
  • Dive into relaxation at this coastal motel's seasonal outdoor pool, just steps from beautiful Skaket Beach and sunset views.
S$201
includes taxes & fees
15 Sept - 16 Sept
Skaket Beach Motel
A clear swimming pool with blue lounge chairs and a blue umbrella.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
A golf course with sand bunkers, trees, and a clear blue sky.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

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$283
includes taxes & fees
20 Sept - 21 Sept
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

Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Clean basic hotel. Nice that breakfast was included and nice fire pit and outdoor spaces. Finishes are all mid grade but overall it was a good experience, especially for a family."
Caitlin 1-night trip
Posted 7 hours ago
Bayside Resort Hotel
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

10/10 Excellent
"A good place to rest and relax; good service, comfort, and cleanliness."
Alejandra 3-night trip
Posted 7 hours ago
The Mariner Resort Cape Cod by The Red Collection
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Great location to walk to the Melody Tent for a show."
Katherine T 1-night trip
Posted 10 hours ago
Hyannis Plaza Hotel
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Very clean room and well kept all around. The location was perfect! Across the street from the ferry terminal to Nantucket. Lots of great dining options too!"
Kim 1-night trip
Posted 10 hours ago
Hyannis Harbor Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Gorgeous rooms, both pools are lovely, the dinner and drinks were phenomenal, and the outdoor seating/fire pits were a lovely touch. Did not take advantage of the outdoor games or bike rentals but I would love to stay here again!"
Leah 2-night trip
Posted 16 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"The staff was very friendly and helpful. We were placed in a room directly outside the pool so our room smelt overwhelming like chlorine as soon as we opened the door. The two double beds were a full size, as apposed to queen, so they were a bit small for two people. The room was very clean, as was the entire property. The pool area was nice, but unfortunately, it was rainy and overcast curing our stay, so we did not use it. Based on this experience, I would stay there again in the future."
Jessica 1-night trip
Posted 17 hours ago
Holiday Hill Inn & Suites
Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"Clean and convenient"
Kathy 2-night trip
Posted 17 hours ago
Freebird Motor Lodge by Reverie Boutique Collection
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

8/10 Good
"Good stay"
Stephen 3-night trip
Posted 1 day ago
Holiday Inn Express Hyannis Cape Cod by IHG

Frequently asked questions

What are some accommodation options with pools in West Chatham?
Margaritaville Resort Cape Cod: Resort located near Cape Cod Beaches. Features a children's pool, an indoor pool and a water park. Uncommoner Hotel by Reverie Boutique Collection: Hotel, 8-minute walk from Main Street Hyannis. Offers a seasonal outdoor pool, an indoor pool and 2 bars. Bayside Resort Hotel: Hotel, 15-minute walk from Main Street Hyannis. Provides a seasonal outdoor pool, an indoor pool and 2 pool bars. Holiday Inn Express Hyannis Cape Cod by IHG: Hotel located near Cape Cod Melody Tent. Features a children's pool, an indoor pool and a sauna. Cape Sands Inn: Offers a seasonal outdoor pool, an indoor pool and a sauna.
What is there to see and do in West Chatham?
Explore places such as Cape Cod Beaches while you're in West Chatham. The picturesque setting of Hardings Beach and Ridgevale Beach showcase the area's natural beauty. 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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