Ossining Hotels near Pleasant Square

Where to?

Dates

July 2025

August 2025

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay near Pleasant Square?

RM1,084 total

includes taxes & fees

27 Jul - 28 Jul

RM967 total

includes taxes & fees

15 Jul - 16 Jul

Relax in our spacious lobby with sofas, armchairs, and large windows offering a view of the outside.

RM619 total

includes taxes & fees

5 Aug - 6 Aug

Enjoy the view from the large windows, featuring a checkered floor and a potted plant.

RM632 total

includes taxes & fees

18 Jul - 19 Jul

Relax in our spacious lobby, featuring a seating area with sofas and armchairs, a small table, and a graphic wall sign.

RM480 total

includes taxes & fees

20 Jul - 21 Jul

Relax in comfort with a large bed and two smaller beds, a flat-screen TV, and a desk with a chair.

Relax in our spacious lobby with a seating area, food counter, and large window offering a view of the surrounding greenery.

RM740 total

includes taxes & fees

3 Aug - 4 Aug

Enjoy dining and socializing in this stylish kitchen with a central island and bar.

RM817 total

includes taxes & fees

10 Aug - 11 Aug

Welcome to Springhill Suites, featuring a modern entrance with a covered seating area.

RM822 total

includes taxes & fees

21 Jul - 22 Jul

Enjoy a formal dining experience with a high ceiling, ornate chandelier, and elegant table settings.

RM774 total

includes taxes & fees

13 Aug - 14 Aug

Experience the welcoming atmosphere of this Sheraton hotel, where guests can enjoy a convenient entrance via a covered walkway and beautifully landscaped surroundings.

RM698 total

includes taxes & fees

3 Aug - 4 Aug

Experience the modern lobby with a digital reception desk, comfortable seating, and a touch of greenery.

RM862 total

includes taxes & fees

14 Aug - 15 Aug

Enjoy a delicious breakfast spread with a variety of options at the breakfast counter.

RM665 total

includes taxes & fees

27 Jul - 28 Jul

Stay America hotel features a symmetrical facade with a central entrance and grid-patterned windows.

RM608 total

includes taxes & fees

3 Aug - 4 Aug

Welcome to our hotel lobby, featuring a digital screen, self-service beverage station, and a large window offering a view of the outdoors.

RM510 total

includes taxes & fees

15 Jul - 16 Jul

Guests can check in at the office and enjoy a convenient parking area.

RM298 total

includes taxes & fees

15 Jul - 16 Jul

Welcome to our reception area, featuring a stone wall reception desk and a warm dark wood floor.

RM470 total

includes taxes & fees

20 Jul - 21 Jul

Relax by the serene pool surrounded by lounge chairs and umbrellas, with a castle-like building in the background.

RM1,042 total

includes taxes & fees

20 Jul - 21 Jul

Relax in the inviting lobby with a comfortable sofa, armchair, and leather chair, surrounded by a stone accent wall and a cozy fireplace.

RM822 total

includes taxes & fees

27 Jul - 28 Jul

Relax in the stylish lobby with a central seating area, decorative wall panel, and reception desk.

RM668 total

includes taxes & fees

10 Aug - 11 Aug

Other landmarks in Ossining

Van Cortlandt Manor

You can learn about the history of Croton-on-Hudson with a visit to Van Cortlandt Manor. Amble around this family-friendly area's riverfront or attend a sporting event.

Frequently asked questions

What are the best hotels near Pleasant Square?

Guests love staying at The Opus Westchester, Autograph Collection, which is a hotel near Pleasant Square.
Another highly rated hotel is Westchester Marriott, which is a short drive away.
With 8,517 hotels, vacation rentals, and other accommodations in the area, you'll have plenty to choose from.

How much does it cost to stay in a hotel near Pleasant Square?

You can find a variety of room prices on Hotels.com depending on where you plan to go and when. To see the lowest rates available, filter by your preferred criteria and sort by price.

Search for the lowest price per night from RM268

Can I find hotels close to Pleasant Square that are fully refundable?

Yes, there are many hotels with refundable room rates, but be sure to check the cancellation deadline. Find refundable rates using the "Fully refundable" filter when you search for hotels.

Both The Opus Westchester, Autograph Collection and Westchester Marriott are highly rated hotels near Pleasant Square that offer these rates.

What are the best romantic hotels near Pleasant Square?

For travelers looking for a romantic stay, The Opus Westchester, Autograph Collection offers 3 restaurants, an indoor pool, and a spa. It's a short 20-minute drive from Pleasant Square.
Westchester Marriott is another great choice, and it's a short drive away.

What are the best hotels close to Pleasant Square with free breakfast?

You can begin your day with a free buffet breakfast at WestHouse New York, which is within reach of Pleasant Square.
Honey Maple Grove BnB is also a recommended place to stay with a free full breakfast, and it's located 35 minutes away by car.

What are the best family hotels close to Pleasant Square?

The entire family will enjoy a stay at The Opus Westchester, Autograph Collection which offers free cribs, children's meals, and an indoor pool. Pleasant Square is a short drive away.
Also consider Westchester Marriott as another great choice for your family's trip.

What are the best luxury hotels near Pleasant Square?

Pamper yourself with a stay at The Opus Westchester, Autograph Collection, which is a short 20-minute drive from Pleasant Square. This hotel features 3 restaurants including Kanopi, and offers an indoor pool.
Another luxe option is Trump International Hotel & Tower New York, which is in the larger area.

What are the best hotels near Pleasant Square with free parking?

Drive and park with ease when you stay at Westchester Marriott, which offers free extended parking. You'll be a short 16-minute drive from Pleasant Square.
Another property that offers free parking is Hotel Nyack, a JdV by Hyatt Hotel, which is 22 minutes away by car.

What are the best hotels near Pleasant Square with a pool?

Travelers can enjoy the indoor pool at The Opus Westchester, Autograph Collection. Pleasant Square is a short 20-minute drive from the hotel.
Another great choice for a hotel with a pool is Trump International Hotel & Tower New York.

What cheap motels can I book close to Pleasant Square?

To save on your stay near Pleasant Square, take a look at FairBridge Inn Express Nyack, which offers a free on-the-go breakfast and parking.
Also consider Tappan Zee Hotel, which is another inexpensive motel in the area.

What are the best things to see and do around my hotel near Pleasant Square?

You may also want to see sights near Pleasant Square like Tarrytown Music Hall, Lyndhurst Mansion, and Van Cortlandt Manor.
Other places in the area are Palisades Center, Kykuit, and Edward Hopper House Art Center.

What are the best pet-friendly hotels close to Pleasant Square?

Bring your furry friend to The Opus Westchester, Autograph Collection, which is a short 20-minute drive from Pleasant Square.
Another pet-friendly spot is Trump International Hotel & Tower New York. The hotel offers food and water bowls.

Are all taxes and fees included in the prices shown on Hotels.com for hotels near Pleasant Square?

Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Ossining Hotels near Pleasant Square

Room 1

Check prices for these dates

Where to stay near Pleasant Square?

Windrose On Hudson

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hotel Nyack, a JdV by Hyatt Hotel

West Gate Inn Nyack

FairBridge Inn Express Nyack

Tappan Zee Hotel

Baymont by Wyndham White Plains - Elmsford

Courtyard by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County

Sleepy Hollow Hotel

Sheraton Tarrytown Hotel

Westchester Marriott

Hampton Inn White Plains/Tarrytown

Extended Stay America Suites White Plains Elmsford

Motel 6 Elmsford, NY - White Plains

Budget Motor Inn - Stony Point

Days Inn by Wyndham Elmsford / White Plains

Tarrytown House Estate

Hotel MTK Mount Kisco

DoubleTree by Hilton Hotel Nanuet

Other landmarks in Ossining

Van Cortlandt Manor

Merchants Square

Sing Sing Prison Museum

Ossining Public Library

Snowden Avenue Park

Depot Square

Frequently asked questions

Keep exploring

Most popular destinations