Ask Layla AI

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.
Powered by
Booking
60% Match
The Standard, High Line New York
starstarstarstar
pin
848 Washington Street, New York NY 10014
layla
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:
ParkingParking
RestaurantRestaurant
Pets allowedPets allowed
Room serviceRoom service
Meeting/banquet facilitiesMeeting/banquet facilities
Lowest price
Booking
/night
Available from:Feb 14-16
View Hotel
75% Match
Gurney's Montauk Resort & Seawater Spa
starstarstarstarstar
pin
290 Old Montauk Highway, Montauk NY 11954
layla
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:
ParkingParking
RestaurantRestaurant
Pets allowedPets allowed
Room serviceRoom service
Meeting/banquet facilitiesMeeting/banquet facilities
Lowest price
Booking
/night
Available from:Feb 14-16
View Hotel
90% Match
The Ritz-Carlton, Boston
starstarstarstarstar
pin
10 Avery Street, Boston MA 02111
layla
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 poolSwimming pool
Spa and wellness centreSpa and wellness centre
RestaurantRestaurant
BarBar
Fitness centreFitness centre
Lowest price
Booking
/night
Available from:Feb 14-16
View Hotel
70% Match
CIVILIAN Hotel
starstarstarstar
pin
305 West 48th Street, New York NY 10036
layla
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 poolSwimming pool
RestaurantRestaurant
BarBar
24-hour front desk24-hour front desk
Air conditioningAir conditioning
Lowest price
Booking
/night
Available from:Feb 14-16
View Hotel
70% Match
Margaritaville Resort Times Square
starstarstarstar
pin
560 7th Avenue, New York NY 10018
layla
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:
ParkingParking
RestaurantRestaurant
Pets allowedPets allowed
Room serviceRoom service
Meeting/banquet facilitiesMeeting/banquet facilities
Lowest price
Booking
/night
Available from:Feb 14-16
View Hotel