Book Cheap Hotels in New Windsor

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Check prices in New Windsor for tonight, Dec 17 - Dec 18
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Check prices in New Windsor for this weekend, Dec 19 - Dec 21
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Dec 26 - Dec 28

Most frequently booked New Windsor hotels

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
Free cancellation
Reserve now, pay when you stay
4.66 km from city centre
Get rates
Book a stay at this business-friendly hotel in New Windsor. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Pool
Pet-friendly
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
180 Breunig Rd New Windsor NY
Free cancellation
Reserve now, pay when you stay
6.19 km from city centre
The price is CA $179 per night
CA $179
CA $203 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this hotel in New Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Hamilton Fish Bridge and National Purple Heart Hall of Honor are located nearby.
Pool
Hot tub
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Free cancellation
Reserve now, pay when you stay
19.93 km from city centre
The price is CA $134 per night
CA $134
CA $165 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodbury Common Premium Outlets and Old Glory Mall Shopping Center are located nearby.
Pool
Breakfast included
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Free cancellation
Reserve now, pay when you stay
17.69 km from city centre
The price is CA $146 per night
CA $146
CA $166 total
Jan 15 - Jan 16, 2026
includes taxes & fees
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and Monteverde at Oldstone are located nearby.
Pool
Spa
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
20.82 km from city centre
The price is CA $129 per night
CA $129
CA $149 total
Dec 27 - Dec 28
includes taxes & fees
Book a stay at this golf hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Casperkill Golf Club and Bananas Comedy Club are located nearby.
Pool
Breakfast included
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
26.4 km from city centre
The price is CA $127 per night
CA $127
CA $148 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.
Pool
Breakfast included
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free cancellation
Reserve now, pay when you stay
19.79 km from city centre
The price is CA $139 per night
CA $139
CA $161 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bananas Comedy Club and Casperkill Golf Club are located nearby.
Pool
Pet-friendly
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Free cancellation
25.56 km from city centre
The price is CA $113 per night
CA $113
CA $133 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Castle Fun Center are located nearby.
Pool
Breakfast included
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
2702 Main St Gardiner NY
27.15 km from city centre
The price is CA $1,680 per night
CA $1,680
CA $1,942 total
Dec 18 - Dec 19
includes taxes & fees
Book a stay at this luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tuthilltown Spirits and DM Weil Gallery are located nearby.
Pool
Spa
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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.

Top family friendly New Windsor hotel deals

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

180 Breunig Rd New Windsor NY
The price is CA $179 per night from Jan 4 to Jan 5
CA $179
CA $203 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)

Top cheap New Windsor hotel deals

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

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

915 Union Ave New Windsor NY
Get rates
8.2/10 Very Good! (1,007 reviews)

Top hotels in New Windsor for Extended Stay

Villa Verde B&B, bsm, Greenwood Lake NY

Villa Verde B&B, bsm, Greenwood Lake NY

Greenwood Lake NY
The price is CA $216 per night from Jan 1 to Jan 2
CA $216
CA $401 total
Jan 1 - Jan 2, 2026
includes taxes & 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 hotels essential information

Accommodation
1,010 hotels
Lowest Price
CA $133
Highest Price
CA $1,942
Popular hotels
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point, Homewood Suites Stewart Airport, Hampton Inn Harriman Woodbury, Overlook Lodge at Bear Mountain, Hampton Inn & Suites Poughkeepsie, Quality Inn Poughkeepsie, Hyatt Place Poughkeepsie / Hudson Valley, Holiday Inn Express Hotel & Suites Chester by IHG, Wildflower Farms, Auberge Collection

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 CA $133 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 1,010 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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very nice and cleab"
A verified traveller stayed at Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen

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Areas of New Windsor