Photo by Wanderlustfemale

Find Hotels with Connecting Rooms in New Windsor, NY

Start date: Check-in selected.
To Date
End date: Check-out
    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on New Windsor Hotels with Connecting Rooms

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Top New Windsor Hotels with Connecting Rooms

Hampton Inn Harriman Woodbury
Lobby

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Great place to stay, very clean and conveniently located"
$118 nightly
The price is $145
Oct 27 - Oct 28
Total with taxes and fees
Hampton Inn Harriman Woodbury
Fairfield Inn & Suites by Marriott Goshen Middletown
View from property

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
8.8 out of 10, Excellent, (1001)
"Great place to stay when you’re in need of relaxation and some family time!"
$101 nightly
The price is $124
Nov 2 - Nov 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
Holiday Inn Express Hotel & Suites Chester by IHG
Exterior

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
8.4 out of 10, Very Good, (1000)
"Everything was amazing! Thank You for a great stay. "
$112 nightly
The price is $132
Oct 7 - Oct 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Homewood Suites Stewart Airport
Blackout drapes, iron/ironing board, free cribs/infant beds, free WiFi

Homewood Suites Stewart Airport

3.0 star property
9.2 out of 10, Wonderful, (1001)
"We’ve stayed here once before and the service continues to be excellent. Breakfast buffet is great, staff is friendly and the rooms are clean and comfortable."
$165 nightly
The price is $186
Oct 13 - Oct 14
Total with taxes and fees
Homewood Suites Stewart Airport
Holiday Inn Express West Point by IHG
Free daily full breakfast

Holiday Inn Express West Point by IHG

2.5 star property
9.2 out of 10, Wonderful, (175)
"Nice hotel in a nice area"
$156 nightly
The price is $176
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express West Point by IHG
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Free daily self-serve breakfast

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Area and parking was safe and convenient. Staff were efficient and friendly. Breakfast was great as usual."
$152 nightly
The price is $174
Oct 26 - Oct 27
Total with taxes and fees
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Home2 Suites By Hilton Poughkeepsie
Terrace/patio

Home2 Suites By Hilton Poughkeepsie

3.0 star property
9.4 out of 10, Exceptional, (338)
"A great location. "
$111 nightly
The price is $129
Nov 2 - Nov 3
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Restaurant

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.6 out of 10, Exceptional, (404)
"Nice rooms, a good restaurant on site "
$167 nightly
The price is $189
Oct 27 - Oct 28
Total with taxes and fees
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Hampton Inn & Suites Poughkeepsie
Room, 2 Queen Beds, Accessible, Non Smoking | Premium bedding, pillowtop beds, in-room safe, desk

Hampton Inn & Suites Poughkeepsie

2.5 star property
8.6 out of 10, Excellent, (1004)
"Excellent facility with great breakfast buffet."
$114 nightly
The price is $132
Nov 2 - Nov 3
Total with taxes and fees
Hampton Inn & Suites Poughkeepsie
Overlook Lodge at Bear Mountain
Restaurant

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1001)
"Wonderful staff!"
$117 nightly
The price is $133
Nov 3 - Nov 4
Total with taxes and fees
Overlook Lodge at Bear Mountain
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top New Windsor Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Was good "
David 1-night trip
Posted 15 hours ago
Hampton Inn & Suites Poughkeepsie

Frequently asked questions

How much do hotels with connecting rooms in New Windsor cost?
Hotels with connecting rooms in New Windsor range from $124 to $189 per night. This will give you lots of room for your whole crew at a price that fits your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in New Windsor?
New Windsor offers multiple hotels with connecting rooms with a total average guest review rating of 8.9. Hampton Inn & Suites Newburgh Stewart Airport is a highly rated option if you're on the road with the kids or close friends. Guests staying at this 2.5-star hotel can access a swimming pool and proposal/romance packages. Homewood Suites Stewart Airport is also very popular. This 3-star hotel offers connecting rooms and also has a barbecue grill and a swimming pool.
How many hotels with adjoining rooms are there in New Windsor?
New Windsor has 2 hotels with adjoining rooms. To help you book a place that's perfect, use our filter tool to search for other must-have amenities or perks.
What are the best cheap hotels with connecting rooms in New Windsor?
With hotels with connecting rooms starting from only $124 per night, you may be tempted to stay a little longer in New Windsor! One stay that's easy on the hip pocket is Hampton Inn & Suites Newburgh Stewart Airport. It comes with the layout you need as well as a swimming pool and premium bedding. Another affordable choice is Howard Johnson by Wyndham Newburgh/West Point. Besides connecting rooms, it offers a restaurant and a nearby casino. When you're ready to get acquainted with New Windsor, don't miss New Windsor Cantonment State Historic Site. This terrific attraction is free if you also want to sightsee on the cheap. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top motels with connecting rooms in New Windsor?
West Point Motel is a leading choice, located around 8 mi south of downtown New Windsor. Offering self check-in services and free WiFi, this motel with connecting rooms is an excellent wallet-friendly place to put your feet up once you've finished exploring.When the time comes to pull on your walking shoes and explore, head for Kristi Babcock Memorial Park. National Purple Heart Hall of Honor is another leading attraction in New Windsor.
Are there any family-friendly hotels with connecting rooms in New Windsor?
Kick back at Homewood Suites Stewart Airport, a 3-star option just a short drive from town. Amenities here include complimentary breakfast and a laundry service. Another family-friendly hotel with connecting rooms is Courtyard by Marriott Newburgh Stewart Airport. Free extra beds and laundry facilities help make this 3-star stay a top pick. After checking in and chilling together in your comfy new digs, it's time to hit the road and start sightseeing. SplashDown Beach and Hudson River Adventures are just two family-friendly attractions in New Windsor.
Why book your hotel with connecting rooms in New Windsor with Expedia?
Getaways with the family should be a piece of cake, so if you're on the lookout for hotels with connecting rooms at the perfect price, Expedia can help. Keep the budget in check and check in to a comfortable motel with connecting rooms, or splurge on 5-star accommodations and really spoil your crew. Our search filters make it easy to find a place in New Windsor that meets your needs.
How can I find cheap hotels with connecting rooms in New Windsor?
Expedia is here to help you narrow your search for cheap hotels with connecting rooms in New Windsor. To lock in a fantastic stay in a few quick clicks, simply use the filter tool to tailor your search results by budget, star rating and amenities.
What is there to do in New Windsor near my hotel with connecting rooms?
The best travel accessory is a well-thought-out travel plan. Kristi Babcock Memorial Park is a wonderful place to begin your sightseeing in New Windsor.

Explore a world of travel with Expedia

Explore a world of travel with Expedia