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Top New Windsor hotels

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd New Windsor NY
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $260 total per night from Sep 20 to Sep 21
$260 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. Free WiFi in public areas, ...
"Great place to stay"

Reviewed on Aug 19, 2026

Opens in a new windowHomewood Suites Stewart Airport
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
$110 nightly
The price is $130 total per night from Sep 27 to Sep 28
$130 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
"We always enjoy our stay. The rooms are very clean and the staff is very pleasant and attentive to our needs."

Reviewed on Aug 30, 2026

Opens in a new windowSleep Inn & Suites Middletown - Goshen
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road Poughkeepsie NY
Fully refundable
$98 nightly
The price is $114 total per night from Sep 28 to Sep 29
$114 total
Sep 28 - Sep 29
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. ...
"Rooms were clean and the beds were comfy. Even though the hotel seemed busy, didn’t hear a lot of commotion once inside the room. The rooms were in need of some renovations and could def use a refresh, but completely livable. The bathroom was much smaller than expected. Really disliked that when ..."

Reviewed on Aug 29, 2026

Opens in a new windowHoliday Inn Express Poughkeepsie by IHG
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $173 total per night from Aug 31 to Sep 1
$173 total
Aug 31 - Sep 1
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's ...
"Great"

Reviewed on Aug 30, 2026

Opens in a new windowOverlook Lodge at Bear Mountain
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Sep 7 to Sep 8
$100 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"The lady at the front desk was so friendly and helpful. The property is clean, the rooms were huge. I would definitely stay again"

Reviewed on Aug 29, 2026

Opens in a new windowSureStay Plus Hotel by Best Western Highland Poughkeepsie
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $117 total per night from Sep 13 to Sep 14
$117 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Free ...
Opens in a new windowRed Roof Inn & Suites Newburgh – Stewart Airport/ West Point
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $157 total per night from Aug 31 to Sep 1
$157 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Middletown-Goshen
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $117 total per night from Sep 8 to Sep 9
$117 total
Sep 8 - Sep 9
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowHyatt Place Poughkeepsie / Hudson Valley
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3 out of 5
1 LEGOLAND BLVD Goshen NY
$313 nightly
The price is $369 total per night from Sep 7 to Sep 8
$369 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. There's fun for all ages with a playground and an arcade/game room. Enjoy the seasonal outdoor pool ...
Opens in a new windowLEGOLAND Hotel NEW York
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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.

Cheap New Windsor hotels

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

915 Union Ave New Windsor NY
$99 nightly
The price is $117 total per night from Sep 13 to Sep 14
$117 total
Sep 13 - Sep 14
Total with taxes and fees
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.

New Windsor Hotel & Travel Guide

There are a great range of rooms on Travelocity to weigh up when it's time to start dreaming about your adventure in New Windsor. If you want to take the path less traveled in New Windsor, Travelocity boasts no less than 15 places to stay within a 6-mile (10-kilometer) radius of the main center.

The Econo Lodge Near Stewart Inter is a great option for your stay because it is one of the most ideally positioned hotels, one of just a small number of options within a short walk of the New Windsor central area.

One of the relatively small number of no-frills hotel options in New Windsor is the Days Inn Newburgh Stewart International.

16 miles (25 kilometers) from the main part of New Windsor, you will find the Buttermilk Falls Inn. Alternatively, the Caldwell House Bed & Breakfast is located 3 miles (5 kilometers) away. Two other Travelocity-listed hotel and apartment options in the vicinity include the The Roundhouse along with the Peach Grove Inn.

Making plans to get a little further afield? Hudson Valley is home to many exciting things to check out. Spend time at Hudson Valley's historic bridges and open-air markets or relish the region's rivers and valleys. Popular activities in this corner of United States of America include rock climbing.

Beacon is 7 miles (11 kilometers) northeast of New Windsor and boasts Dia Beacon and Bannerman Castle. A few Travelocity-listed Beacon places to base yourself include the Quality Inn & Suites and Countryside Motel. For another option, stay in West Point, 7 miles (11 kilometers) to the southeast of New Windsor, where you'll find the West Point Motel and FairBridge Inn & Suites at West Point. During your time in West Point, be sure to visit the United States Military Academy and West Point Museum.

Simply because you and your family are on vacation, should not mean that you can't indulge in your obsession with all things sport. Madison Square Garden is situated 50 miles (79 kilometers) to the south of New Windsor. Anybody wanting to find a Travelocity-listed hotel in the area surrounding the game can make a choice from the The St. Regis New York or the Mandarin Oriental, New York.

Stewart International Airport is 3 miles (5 kilometers) from the center of New Windsor. Modern visitors who would like to find accommodation in the area can look into a room via Travelocity at the Newburgh/Stewart Airport Hotel or the Four Points by Sheraton Newburgh Stewart Airport.

Frequently asked questions

What are the top kid-friendly hotels in New Windsor?
Take some of the hassles out of traveling with kids by staying in a family-friendly hotel in New Windsor. From special amenities to services that bring a smile, these stays feature perks that'll make your getaway plain sailing: Cozy cottage with hot tub, game room & backyard will help make your break the best one yet. It features a variety of conveniences geared toward families, such as a playground and a firepit. Also consider staying at Windsor Motel. It offers room service, front desk services and lots of opportunities for precious family time.
Where can I find cheap hotels in New Windsor?
At Travelocity you'll find really nice hotels in New Windsor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near New Windsor rather than in New Windsor. We may find you even better rates, too.
How do I find the best New Windsor hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in New Windsor then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in New Windsor?
The cheapest hotel in New Windsor is $100. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in New Windsor?
There are 1,019 hotels in New Windsor on Travelocity.
What are the best hotels in New Windsor?
New Windsor has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in New Windsor for you!
When is the best time to visit New Windsor?
If you want the joy of a fun-filled trip in peak season, visit New Windsor during April, May and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, June and December.
When is the cheapest time to stay in New Windsor?
Based on historic data is usually the cheapest month to visit New Windsor. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in New Windsor?
There are multiple hotels in New Windsor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to New Windsor. We have plenty of kid-friendly hotels in New Windsor to choose from on Travelocity!
Why book a hotel in New Windsor through Travelocity?
Because we have the top hotels in New Windsor! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in New Windsor on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent New Windsor hotel reviews by fellow wanderers

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Great"
A verified traveler stayed at Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain

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