The Best Hotels with a Pool in Westport, CT from NT$4,433 in 2026

Q: What are some hotels with pools in Westport?

Delamar Westport : Hotel located near Fairfield University. Features a sauna, an indoor pool, and buffet. Amsterdam Hotel : Features 2 restaurants, an indoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City : Hotel located near Fairfield University. Offers daily, a seasonal outdoor pool, and free self parking. Hyatt Regency Greenwich : Features a snack bar/deli, a seasonal outdoor pool, and free self parking. The Circle Hotel Fairfield : Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

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Our top choices for Westport hotels with a pool

An indoor swimming pool with a '3 feet deep' sign and a 'no diving' warning.

1. Delamar Westport

Westport

NT$8,989 total

includes taxes & fees

Nov 29 - Nov 30

An indoor swimming pool with a no diving sign, chairs, and a wheelchair-accessible lift.

2. 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.

NT$5,740 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with a clear blue water, surrounded by lounge chairs and exercise equipment.

3. Hilton Garden Inn Norwalk

Cranbury

Float in a year-round indoor oasis with lap lanes and lounge space at this serene hotel.

NT$5,419 total

includes taxes & fees

Nov 29 - Nov 30

A clear blue swimming pool with lounge chairs and umbrellas, surrounded by trees.

4. The Circle Hotel Fairfield

Grasmere

Enjoy serene poolside relaxation at this updated Fairfield retreat with umbrellas and loungers for ultimate comfort.

NT$5,727 total

includes taxes & fees

Nov 18 - Nov 19

An indoor swimming pool with a metal ladder, tiled floor, a towel rack, and a seating area with chairs and a table.

5. Residence Inn Stamford Downtown

Downtown Stamford

Dive into downtown Stamford with year-round pool bliss, complete with a hot tub to melt your worries away.

NT$10,148 total

includes taxes & fees

Nov 13 - Nov 14

An indoor swimming pool with a glass ceiling, surrounded by wicker chairs and potted plants.

6. Hyatt Regency Greenwich

Old Greenwich

Dive into year-round swimming bliss at this Greenwich hotel's serene indoor pool retreat.

NT$7,891 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with a blue and white tiled floor, a white poolside table with two glasses of water, and lounge chairs.

7. 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.

NT$6,417 total

includes taxes & fees

Nov 7 - Nov 8

A swimming pool with a metal ladder, a towel rack, and a table with chairs.

8. Courtyard by Marriott Stamford Downtown

Downtown Stamford

Sink into the oasis of this urban hotel's indoor pool, surrounded by downtown charm and soothing relaxation periods.

NT$8,752 total

includes taxes & fees

Nov 13 - Nov 14

An indoor swimming pool with clear glass walls, a ceiling with skylights, and a visible fitness center in the background.

9. The Stamford Hotel

Downtown Stamford

Aquatic oasis in downtown Stamford serves up poolside relaxation and fitness fun.

NT$6,060 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with a spiral staircase, lounge chairs, and a tiled floor.

10. Hampton Inn by Hilton Shelton

Shelton

Take a dip in Shelton's serene indoor oasis where comfort meets convenience at this relaxing pool retreat.

NT$5,098 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

Choose what matters most at hotels with a pool in Westport

Breakfast included

Hot tub

Top Westport Hotel Reviews

Courtyard by Marriott Norwalk

Cranbury

10/10 Excellent

Delroy

Residence Inn Stamford Downtown

Downtown Stamford

10/10 Excellent

Michelle

The Circle Hotel Fairfield

Grasmere

10/10 Excellent

Wellington Douglas

A large indoor swimming pool with clear water, surrounded by large windows and a modern architectural design.

Homewood Suites by Hilton Orange New Haven

Orange

10/10 Excellent

Meyra

Hyatt Regency Greenwich

Old Greenwich

10/10 Excellent

Briana

Courtyard by Marriott Stamford Downtown

Downtown Stamford

10/10 Excellent

Gerthy

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a covered seating area.

J House Greenwich

Riverside

10/10 Excellent

Amanda

A rectangular swimming pool with a diving board, surrounded by lounge chairs and a fence.

Residence Inn by Marriott Milford

Milford

10/10 Excellent

Jeffrey

A rectangular pool with a tiled edge, surrounded by a brick wall and a metal fence. There are lounge chairs and a table with a sign indicating pool rules.

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Danbury

10/10 Excellent

Robert

An indoor swimming pool with a tiled floor, a staircase, and a seating area with chairs.

Homewood Suites by Hilton Stratford

Stratford

10/10 Excellent

Starr

A modern lobby with a fireplace, seating area, and a reception desk.

Hyatt House Shelton

Shelton

10/10 Excellent

Anonymous traveler

An indoor swimming pool with a clear view of exercise equipment and seating areas.

Hilton Garden Inn Milford

Milford

10/10 Excellent

Hotel was nice. Pros: location, free parking, clean, microwave and fridge, free water, pool, staff friendly, nice size bathroom and also a nice size bathroom at entrance, coffee and tea was out in morning Cons: no free breakfast. Pillows; my sister said her pillows were to soft. I found them quite nice. Seems to be a preference. The Tv was rather small for two queen beds to share (around 30 inches). Area: Milford beach parking is $40 and beach wasn’t special. Wood mount beach FREE street...

Jade

Courtyard By Marriott Shelton

Shelton

10/10 Excellent

Raita

The Armon Stamford Hotel & Conference

Ridgeway-Bullshead

10/10 Excellent

Lionel

Frequently Asked Questions

What are some hotels with pools in Westport?

Delamar Westport: Hotel located near Fairfield University. Features a sauna, an indoor pool, and buffet. Amsterdam Hotel: Features 2 restaurants, an indoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City: Hotel located near Fairfield University. Offers daily, a seasonal outdoor pool, and free self parking. Hyatt Regency Greenwich: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. The Circle Hotel Fairfield: Offers a snack bar/deli, an indoor pool, and complimentary wireless internet access.

What is there to see and do in Westport?

Spend some time experiencing the great outdoors at Compo Beach and Old Mill Beach. During your stay, check out sights such as Levitt Pavilion, Westport Country Playhouse, and Westport Historical Society.

When is the best time to book a hotel with a pool in Westport?

You may want to consider an accommodation that has an outdoor pool if you're planning to visit Westport in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or March when the average temp is 35°F.

What's the best way to travel around Westport?

Knowing the transportation options in Westport can help you enjoy the area beyond your hotel pool. To see more of the surrounding area, hop aboard a train at Westport Station or Green's Farms Station. Westport may not have many public transit options so consider a car rental to maximize your time.

Find Hotels with a Pool in Westport, CT

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westport hotels with a pool

1. Delamar Westport

2. Courtyard by Marriott Norwalk

3. Hilton Garden Inn Norwalk

4. The Circle Hotel Fairfield

5. Residence Inn Stamford Downtown

6. Hyatt Regency Greenwich

7. The Armon Stamford Hotel & Conference

8. Courtyard by Marriott Stamford Downtown

9. The Stamford Hotel

10. Hampton Inn by Hilton Shelton

Choose what matters most at hotels with a pool in Westport

Top Westport Hotel Reviews

Courtyard by Marriott Norwalk

10/10 Excellent

Frequently Asked Questions

What are some hotels with pools in Westport?

What is there to see and do in Westport?

When is the best time to book a hotel with a pool in Westport?

What's the best way to travel around Westport?

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