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Find Hotels with Connecting Rooms in New Windsor, NY

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Top New Windsor Hotels with Connecting Rooms

Blackout drapes, iron/ironing board, free cribs/infant beds, free WiFi
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1000)
"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."
United States
Michael
$127 nightly
The price is $144
Nov 30 - Dec 1
Total with taxes and fees
Homewood Suites Stewart Airport
Lobby
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1007)
"Staff were friendly and very helpful and the hotel was well cared after. "
United States
Jason
$95 nightly
The price is $117
Dec 11 - Dec 12
Total with taxes and fees
Hampton Inn Harriman Woodbury
Exterior
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
8.4 out of 10, Very Good, (1001)
"Great for a quick stay 👍"
United States
Jerry
$78 nightly
The price is $93
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG
Terrace/patio
Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

3.0 star property
Poughkeepsie
9.6 out of 10, Exceptional, (1002)
"Rooms were clean, comfortable and spacious."
United States
MARIA
$103 nightly
The price is $120
Dec 7 - Dec 8
Total with taxes and fees
Homewood Suites by Hilton Poughkeepsie
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
8.8 out of 10, Excellent, (1001)
"This place is fantastic from the staff to the rooms. Very clean. Will definitely stay here again."
United States
Linda
$97 nightly
The price is $119
Dec 3 - Dec 4
Total with taxes and fees
Fairfield Inn & Suites by Marriott Goshen Middletown
Restaurant
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (425)
"Nice rooms, a good restaurant on site "
United States
Laura
$161 nightly
The price is $182
Dec 3 - Dec 4
Total with taxes and fees
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1012)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
$102 nightly
The price is $116
Nov 30 - Dec 1
Total with taxes and fees
Overlook Lodge at Bear Mountain
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$93 nightly
The price is $109
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1006)
"Comfortable room."
United States
Samantha
$93 nightly
The price is $105
Dec 21 - Dec 22
Total with taxes and fees
Courtyard by Marriott Poughkeepsie
Exterior
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1002)
"Great breakfast, very nice staff, clean room."
United States
Lisa
$81 nightly
The price is $94
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Poughkeepsie by IHG
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.
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Top New Windsor Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"This is our second stay at this hotel. The staff is super friendly, the rooms are always clean and comfortable, and the complementary breakfast area is very clean and the food is yummy. Eggs were a little watery though, but that’s OK!"
Gail E 1-night trip
Posted 3 days 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 $93 to $182 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 $93 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.

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