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Luxurious hotels with indoor pools for Valentine's Day getaway
For a romantic Valentine's Day getaway within a 4-hour drive from Cheshire, CT, you can expect luxurious and modern hotels in vibrant cities like New York City, Boston, or Philadelphia. These hotels typically offer upscale amenities, including indoor swimming pools, fine dining options, and proximity to local attractions and romantic spots.
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60% Match










The Standard, High Line New York
848 Washington Street, New York NY 10014

Storied Collection:
luxurious
romantic
vibrant
This hotel offers a **luxurious** experience with stunning floor-to-ceiling windows and a vibrant atmosphere, perfect for a romantic getaway. While it doesn't have an indoor pool, the rooftop hot tub and on-site dining options create a unique and memorable experience for Valentine's Day.... Read more
7.9
Good
(1943 reviews)
Matched amenities:
Parking
Restaurant
Pets allowed
Room service
Meeting/banquet facilities
75% Match










Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk NY 11954

Storied Collection:
luxury
spa
ocean view
This hotel offers a **full-service spa** with a unique ocean-fed seawater pool, perfect for a romantic Valentine's Day getaway. Enjoy stunning **ocean views** and a relaxing atmosphere, making it an ideal choice for luxury and relaxation.... Read more
7.9
Good
(189 reviews)
Matched amenities:
Parking
Restaurant
Pets allowed
Room service
Meeting/banquet facilities
90% Match










The Ritz-Carlton, Boston
10 Avery Street, Boston MA 02111

Storied Collection:
luxurious
indoor pool
romantic
This hotel offers a **luxurious** experience with an **indoor pool** available for guests aged 16 and older, making it perfect for a romantic Valentine's Day getaway.... Read more
6.6
Pleasant
(52 reviews)
Matched amenities:
Swimming pool
Spa and wellness centre
Restaurant
Bar
Fitness centre
70% Match










CIVILIAN Hotel
305 West 48th Street, New York NY 10036

Storied Collection:
luxurious
romantic
restaurant
This hotel offers a **luxurious** experience in the heart of New York, perfect for a romantic Valentine's Day getaway. Enjoy the vibrant atmosphere with a **restaurant** and bar on-site, ideal for a cozy evening together.... Read more
8.6
Very Good
(4582 reviews)
Matched amenities:
Swimming pool
Restaurant
Bar
24-hour front desk
Air conditioning
70% Match










Margaritaville Resort Times Square
560 7th Avenue, New York NY 10018

Storied Collection:
luxurious
romantic
fitness
This hotel offers a **luxurious** experience with a range of facilities, including a fitness centre and an outdoor swimming pool, perfect for a romantic getaway. Its prime location near popular attractions like Times Square adds to the charm of your Valentine's Day celebration.... Read more
8.5
Very Good
(3902 reviews)
Matched amenities:
Parking
Restaurant
Pets allowed
Room service
Meeting/banquet facilities