Two wooden benches facing a calm body of water under a clear sky.

Hotels with Swimming Pools in Darien

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Check availability on Darien Hotels with Swimming Pools

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Darien hotels with a pool

An indoor swimming pool with clear glass walls, a ceiling with skylights, and a visible fitness center in the background.
A spacious hotel lobby with a modern design, featuring a mix of seating areas, a dining area, and a view through large windows.
A reception area with two wooden reception desks, a coffee table with books and a vase of flowers, and a large potted plant.
A hotel room with a bed, a desk, a chair, a lamp, and a view of buildings.

1. The Stamford Hotel

The Stamford Hotel
Downtown Stamford
  • Aquatic oasis in city centre Stamford serves up poolside relaxation and fitness fun.
S$248
includes taxes & fees
21 Oct - 22 Oct
The Stamford Hotel
An indoor swimming pool with a glass ceiling, surrounded by wicker chairs and potted plants.
A spacious atrium with a central bar, surrounded by seating areas and a circular water feature.
A spacious indoor atrium with a central circular fountain, surrounded by seating areas and a bar with a large illuminated sign.
A courtyard with a central pathway, surrounded by greenery and a building with large windows and columns.

2. Hyatt Regency Greenwich

Hyatt Regency Greenwich
Old Greenwich
  • Dive into year-round swimming bliss at this Greenwich hotel's serene indoor pool retreat.
S$262
includes taxes & fees
1 Nov - 2 Nov
Hyatt Regency Greenwich
A swimming pool with a metal ladder, a towel rack, and a table with chairs.
A Courtyard Marriott hotel with a classic architectural style, featuring arched windows and a prominent marquee.
A reception area with a dark wood counter, a green upholstered wall, and a chandelier.
A modern hotel lobby with green and white furniture, a fireplace, and a bar area with a mirrored wall.

3. Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
Downtown Stamford
  • Sink into the oasis of this urban hotel's indoor pool, surrounded by city centre charm and soothing relaxation periods.
S$341
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Stamford Downtown
An indoor swimming pool with a '3 feet deep' sign and a 'no diving' warning.
A bar with a stone wall, multiple shelves of bottles, and bar stools.
A buffet bar with various food items and a selection of liquor bottles in the background.
A modern living room with geometric-patterned furniture, large windows, and a minimalist design.

4. Delamar Westport

Delamar Westport
Westport
S$258
includes taxes & fees
3 Nov - 4 Nov
Delamar Westport
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a covered seating area.
An outdoor dining area with wooden tables and chairs, surrounded by lush greenery and a glass wall.
A modern hotel with a covered entrance, large windows, and a landscaped garden area.
An indoor restaurant with a bar area, seating, and greenery.

5. J House Greenwich

J House Greenwich
Riverside
  • Dive into pool perfection at this modern Art Deco hotel where cabanas and loungers await for a stylish, sun-kissed escape.
S$360
includes taxes & fees
25 Oct - 26 Oct
J House Greenwich
An indoor swimming pool with a no diving sign, chairs, and a wheelchair-accessible lift.
A modern Courtyard by Marriott hotel with a well-lit entrance, a covered outdoor area, and a landscaped garden.
A modern bar area with a counter, stools, and a menu display.
A modern hotel lobby with a sofa, armchairs, a coffee table, and a staircase leading to an upper level.

6. Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk
Cranbury
  • Immerse in year-round aquatic relaxation at this hotel's warm indoor pool, perfect for families seeking a splash of fun.
S$249
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Norwalk
An indoor swimming pool with a metal ladder, tiled floor, a towel rack, and a seating area with chairs and a table.
A modern lounge area with a stone wall, a fireplace, and comfortable seating.
A modern restaurant with wooden tables and booths, a bar area with shelves of bottles, and a large colorful painting on the wall.
A spacious hallway with a marble floor, white chairs, and large blue marble wall panels.

7. Residence Inn Stamford Downtown

Residence Inn Stamford Downtown
Downtown Stamford
  • Dive into city centre Stamford with year-round pool bliss, complete with a hot tub to melt your worries away.
S$381
includes taxes & fees
25 Oct - 26 Oct
Residence Inn Stamford Downtown
An indoor swimming pool with a blue and white tiled floor, a white poolside table with two glasses of water, and lounge chairs.
A central atrium with a circular seating area surrounded by flower arrangements and a glass railing.
A modern indoor lounge area with seating and tables, surrounded by bamboo plants.
A modern indoor seating area with green chairs and a black bench, surrounded by bamboo plants and a textured floor.

8. The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference
Ridgeway-Bullshead
  • Dive into heated indoor pool perfection with hot tub and sauna for complete relaxation after exploring Ridgeway-Bullshead.
S$223
includes taxes & fees
18 Oct - 19 Oct
The Armon Stamford Hotel & Conference
A swimming pool with a clear blue water, surrounded by lounge chairs and exercise equipment.
A restaurant interior with a marble countertop, a tall glass of beer, and plates of food.
A lobby with a green sofa, a fireplace, and various decorative items including jars of lemons and green apples.
A spacious outdoor patio with wicker furniture and potted plants.

9. Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk
Cranbury
  • Float in a year-round indoor oasis with lap lanes and lounge space at this serene hotel.
S$224
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Norwalk
An indoor swimming pool with clear glass ceilings, sunlit areas, and lounge chairs.
A modern hotel with a glass facade, a central fountain, and a well-lit entrance.
A modern hotel lobby with two desktop computers, a reception desk, and seating areas.
A spacious lobby with a high ceiling, modern lighting, and a staircase leading to an upper level.

10. DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford
Waterside
  • Splash into serenity at this inviting hotel's indoor pool sanctuary with lounge chairs for ultimate relaxation.
S$288
includes taxes & fees
25 Oct - 26 Oct
DoubleTree by Hilton Stamford
View all properties

Choose what matters most at hotels with a pool in Darien

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Darien Hotel Reviews

Tarrytown House Estate

Tarrytown House Estate

8/10 Good
"This stay was the perfect, spooky place for our stay! We had tickets to the Pumpkin Blaze event and saw that this was a local stay and we were so excited to be staying right up the street from Washington Irving’s home! Sleepy Hollow is also not that far and we had a peace of mind knowing that other parents with kids were staying on our floor. If you’re wanting a Stephen King’s The Shining vibe, this is the place for you. We absolutely LOVED it; my husband isn’t really a spooky seeking person, but he loved the vibe since we were entering the month of October and we wanted something Fall like. The estate has so many amenities and we greatly appreciated the $10 complimentary bucks for their front desk shop (we had ran out of milk). Pool was fun, outside games and seats was worth it and the restaurant was chef’s kiss. We’re even planning a couples weekend back to this place because we absolutely enjoyed our stay. Please keep in mind that this place is dated and has some dated carpet and beds, but the front desk workers will work with you on anything you need. Cairo was the nice, young man who checked us in and was super informative and helpful; he was even working the next morning to check us out; what a dedicated worker!"
Claudette 1-night trip
Posted 2 hours ago
Tarrytown House Estate
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"Great spot, great staff. Clean and comfortable."
Todd 1-night trip
Posted 3 hours ago
Norwalk Inn & Conference Center
Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent
"It was beautiful and the Halloween decor was spot on. The staff was nice and the food at the bar was delicious. There was one thing though....my wife and I were reading in the courtyard and she asked me if there was a basketball next to the gazebo. It was...which was weird because I feel like I should have noticed a bright orange basketball before we sat. I picked it up and bounced it around then returned it thinking nothing of it. Later that night while we were laying in the bed waiting to fall asleep there was the sound of a bouncing ball in the hallway followed by giggles ..it went on for longer than it should have if it was just a kid passing by. My wife talked me into thinking the bouncing was just the sound of kids shoes hitting the hard hallway floor....I'm not saying the hotel is haunted ...but I'm not saying it's not."
Payne 2-night trip
Posted 5 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

10/10 Excellent
"I've stayed here before, and I very likely will be back. The building is in the process of renovation. That did not really impact the quality of my experience. The breakfast furnished by the hotel was quite good. I was there each morning when it opened. Construction workers and guests mingled; it was enjoyable. I'm a traveling educator who relies on local public transportation to get around. The proximity of this hotel to public bus stops is a plus -though be warned that sidewalks are not consistently located along Harvard Avenue. That's not the hotel's fault."
Jeffrey 4-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Stamford / New York City

Frequently asked questions

What are some accommodation options with pools in Darien?
Tarrytown House Estate: Features a seasonal outdoor pool, an indoor pool and a sauna. Inn at Jericho: Hotel located near Westchester County Center. Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Westchester Marriott: Offers 2 restaurants, an indoor pool and complimentary wireless Internet access. Amsterdam Hotel: Offers a snack bar/deli, a seasonal outdoor pool and free self parking. Sonesta White Plains Downtown: Hotel located near Fairfield University. Features daily, a seasonal outdoor pool and free self parking.
What is there to see and do in Darien?
Make a point to visit attractions such as Cove Island Park and Sleepy Hollow Park. During your stay, visit sights such as Woodway Park, The Mather Homestead and Valley Street Open Space.
When is the best time to book a hotel with a pool in Darien?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Darien in the hottest months of July, August or June, when the average temperature is 22°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temperature is 2°C.
What's the best way to travel around Darien?
Knowing the transportation options in and around Darien can help you enjoy the area beyond your hotel pool. To explore the surrounding area, ride one of the trains from Darien Station or Noroton Heights Station. Darien might not have many public transport choices, so consider renting a car to explore more.

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