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Find Hotels with Restaurants in New Windsor, NY

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Dec 7 - Dec 8
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Dec 8 - Dec 9
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top New Windsor Hotels with Restaurants

Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.8 out of 10, Excellent, (32)
"We loved everything from the staff to the stay "
United States
Arnassia
$294 nightly
The price is $346
Dec 22 - Dec 23
Total with taxes and fees
LEGOLAND Hotel NEW York
Exterior
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1005)
"Lovely property, wonderful staff will definitely return back."
United States
Dennis
$101 nightly
The price is $117
Dec 10 - Dec 11
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1004)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
$100 nightly
The price is $114
Dec 20 - Dec 21
Total with taxes and fees
Overlook Lodge at Bear Mountain
Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1000)
"Clean room, staff is friendly especially at the cafe. "
United States
Cynthia
$84 nightly
The price is $95
Dec 22 - Dec 23
Total with taxes and fees
Courtyard by Marriott Poughkeepsie
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1004)
"It was a great place to stay "
United States
Amanda
$92 nightly
The price is $104
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Garden Inn Fishkill
Bar (on property)
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very Good, (1004)
"Courteous staff, clean and well outfitted rooms, nice breakfast buffet. "
United States
Kaye
$102 nightly
The price is $119
Dec 12 - Dec 13
Total with taxes and fees
DoubleTree by Hilton Poughkeepsie Convention Center
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1001)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
$93 nightly
The price is $109
Dec 28 - Dec 29
Total with taxes and fees
Courtyard by Marriott Middletown Goshen
Premium bedding, down comforters, in-room safe, laptop workspace
The Heartwood

The Heartwood

3.5 star property
Arlington
9.8 out of 10, Exceptional, (227)
"Thanks this place is amazing we loved it. "
United States
Scott
$149 nightly
The price is $173
Dec 10 - Dec 11
Total with taxes and fees
The Heartwood
Exterior detail
Borland House Inn

Borland House Inn

3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
$114 nightly
The price is $129
Dec 8 - Dec 9
Total with taxes and fees
Borland House Inn
BBQ/picnic area
Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG

3.0 star property
Poughkeepsie
7.8 out of 10, Good, (808)
"Room was clean and quiet. Staff very pleasant. Would stay again."
United States
Kristine
$101 nightly
The price is $117
Dec 10 - Dec 11
Total with taxes and fees
Holiday Inn 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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"Clean staff was friendly "
Lillian 2-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Frequently asked questions

How much do hotels with dining in New Windsor cost?
The price for hotels in New Windsor ranges from $95 to $346 per night. Expedia has great deals on properties with restaurants or near terrific dining experiences that'll satisfy both your cravings and 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 dining in New Windsor?
New Windsor has multiple hotels with dining with a total average guest review rating of 8.7. Hampton Inn & Suites Newburgh Stewart Airport is a popular option if you'd like to sink your teeth into the local dining scene. It has a 2.5-star rating and offers amenities such as a swimming pool and golf. Thayer Hotel is another recommended choice. This 3.5-star hotel offers access to some delightful food experiences and features a terrace and a restaurant.
How many hotels with dining are there in New Windsor?
Choose from 4 hotels with dining in New Windsor. Whether you're taking a trip with the family or organizing a weekend break with some friends, Expedia will help you find the perfect place.
What are the best cheap hotels with dining in New Windsor?
With hotels with dining starting from $95 per night, you'll have more money in your pocket to enjoy some superb culinary experiences in New Windsor! Hampton Inn & Suites Newburgh Stewart Airport is an affordable option that features amenities such as a swimming pool and proposal/romance packages. Alternatively, sample the flavors of this destination from Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point. A swimming pool and a lake view are among this stay's conveniences. If you're exploring New Windsor and want to save money, there are lots of free and popular attractions to add to your to-do list. Van Wyck Homestead Museum and Palaia Vineyards Winery are visitor favorites. 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.
Are there any family-friendly hotels with dining in New Windsor?
Check out Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point — a 2-star option located a quick drive from downtown New Windsor. This family-friendly hotel with dining has convenient amenities such as laundry facilities and WiFi. After checking in and kicking back together in your comfortable new digs, it's time to head out and discover some of the local sights. SplashDown Beach and Hudson River Adventures are among the best family-friendly attractions in New Windsor.
Why book your hotel with dining in New Windsor with Expedia?
Booking a hotel with dining in New Windsor is as easy as clicking on your travel dates and selecting an option suited to your needs. In search of a stay that has an on-site restaurant or is in an epicurean hot spot? Want it to be low cost or luxurious? Use Expedia's filters to narrow your results even further and find your ideal match.
How can I find cheap hotels with dining in New Windsor?
With Expedia's convenient filter tool, comparing cheap hotels with dining in New Windsor is a snap. To discover accommodations that are very pocket friendly, refine your search by meal plans, budget and star rating.
What is there to do in New Windsor near my hotel with dining?
Once you've checked in to your hotel, head out and discover the fantastic things New Windsor has on offer. Kristi Babcock Memorial Park is a great attraction to add to your itinerary.

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