New Windsor New York Hotels & Motels

Find hotels & motels in New Windsor using the list below. Search for cheap and discounted hotel and motel rates in or near New Windsor, NY for your upcoming personal or group trip. Discover the most favored New Windsor, New York motel and hotel rooms. Browse the New Windsor area hotels to find the perfect lodging! Please use the provided map of the New Windsor hotels. Need 5+ Rooms? Secure New Windsor Group Hotel Discounts

The New Windsor center point is about 2 miles south of Newburgh Auto Auction and 2 miles southeast of Orange County Choppers.

Located in the scenic Hudson Valley, New Windsor, NY is a lovely destination brimming with history, natural beauty, and a plethora of exciting attractions. From its lively arts scene to its rich past, New Windsor provides a mix of experiences that are sure to captivate every traveler. For art enthusiasts, the Storm King Art Center, an outdoor museum spanning 500 acres, displays sculptures amidst a backdrop of hills, fields, and woodlands. The town's parks offer numerous open-air pursuits, including hiking and picnicking, assuring an unforgettable adventure in nature. The town is also a gateway to an array of other intriguing sites in the Hudson Valley. Its proximity to famous landmarks such as West Point Military Academy, Washington's Headquarters, and the wineries of the Shawangunk Wine Trail make it an ideal base for exploring the region. When it comes to accommodation, the New Windsor area boasts a range of lodging options to suit every traveler's needs. From luxury hotels and cozy inns to budget-friendly motels and spacious suites, there's something for everyone. These properties not only offer comfortable rooms and top-notch amenities but also provide easy access to the area's major attractions. So pack your bags and embark on a journey to New Windsor, where a unique blend of history, art, nature, and adventure awaits you. More from this guide...

New Windsor Hotels/Accommodations

Countryside Inn & Suites - New Windsor 310 Windsor Highway, New Windsor, NY 12553 Call
  • Economical Rural hotel
  • Hotel has 7 suites
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 915 Union Ave. I 84, New Windsor, NY 12553 Call
  • 2-star Airport property
  • 97 sleeping rooms in hotel
From$100
Very good 4.0 /5 Guest Reviews Call BookMore Details
Windsor Motel 2976 Us Route 9w, New Windsor, NY 12553 Call
  • 2-star hotel
  • Check in: 2:00 P.M
Howard Johnson by Wyndham Newburgh / West Point 95 State Route 17k, Newburgh, NY 12550 Call ~2.40 miles north of New Windsor
  • Inexpensive Highway property
  • 2 floors in hotel
Hudson Valley Hotel and Conference Center by Fairbridge 90 Rt. 17k, Newburgh, NY 12550 Call ~2.46 miles north of New Windsor
  • 2-star Highway property
  • Check-in: 3pm
Hampton Inn & Suites Newburgh Stewart Airport : 1 Crossroads Court 1 Crossroads Court, Newburgh, NY 12550 Call ~2.50 miles northwest of New Windsor
  • Three Star Suburban hotel
  • 5 floors in property
From$139
Very good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport - New Windsor 180 Breunig Rd., New Windsor, NY 12553 Website Call
  • Expensive Rural hotel
  • Fitness / Gym is on-site
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport 1287 Route 300, Newburgh, NY 12550 Call ~2.52 miles north of New Windsor
  • 2-star Airport hotel
  • Airport shuttle available
Ramada by Wyndham Newburgh / West Point - Newburgh 1289 Route 300, Newburgh, NY 12550 Call ~2.56 miles north of New Windsor
  • Inexpensive Airport hotel
  • Fitness center on property
Courtyard by Marriott Newburgh Stewart Airport - Newburgh 4 Governor Dr., Newburgh, NY 12550 Call ~4.13 miles northwest of New Windsor
  • Midscale Rural property
  • Airport shuttle provided
From$114
Average 3.0 /5 Reviews Call BookMore Details
The Crossroads Hotel, Newburgh 5 Lakeside Rd., Newburgh, NY 12550 Call ~4.46 miles northwest of New Windsor
  • 3 star Airport hotel
  • Shuttle to airport available
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Roundhouse - Beacon 2 East Main St., Beacon, NY 12508 Call ~5.30 miles east of New Windsor
  • Mid-scale property
  • 3 suites in hotel
From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Suites 835 Route 52, Fishkill, NY 12524 Call ~8.03 miles east of New Windsor
  • Mid-scale Highway hotel
  • 57 suites in property
From$82
Very good 4.5 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Fishkill South near I-84 in Fishkill 849 Route 52, Fishkill, NY 12524 Call ~8.06 miles east of New Windsor
  • Economy Highway hotel
  • Comp. Breakfast
From$73
Very good 4.0 /5 Reviews Call BookMore Details
The Thayer Hotel at West Point - West Point 674 Thayer Rd., West Point, NY 10996 Call ~8.21 miles southeast of New Windsor
  • Midscale Suburban hotel
  • Check-in: 4:00 PM
From$108
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery, an IHG Hotel 2105 Ny 208, Montgomery, NY 12549 Call ~8.45 miles west of New Windsor
  • 3 star hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Montgomery by IHG - Montgomery 2105 State Route 208, Montgomery, NY 12549 Call ~8.45 miles west of New Windsor
  • Mid-scale Highway hotel
  • Hotel has 81 rooms
From$96
Very good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Montgomery Maybrook : 207 Montgomery Rd. 207 Montgomery Rd., Montgomery, NY 12549 Call ~8.47 miles west of New Windsor
  • Cheap Airport hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Extended Stay America Suites Fishkill Westage Center : 55 West Merritt Blvd. 55 West Merritt Blvd., Fishkill, NY 12524 Call ~9.03 miles east of New Windsor
  • Inexpensive Highway hotel
  • 3 floors in hotel
From$69
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Fishkill in Fishkill 500 a Westage Business Center Dr., Fishkill, NY 12524 Call ~9.10 miles east of New Windsor
  • Midscale Downtown property
  • 4 conference rooms in property
From$169
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Fishkill - Fishkill 500 B Westage Business Center Dr., Fishkill, NY 12524 Call ~9.10 miles east of New Windsor
  • Mid-scale Downtown hotel
  • Hotel has 4 floors
From$99
Excellent 5.0 /5 Latest Reviews Call BookMore Details
FairBridge Inn & Suites at West Point 17 Main St., Highland Falls, NY 10928 Call ~9.16 miles southeast of New Windsor
  • Inexpensive Suburban property
  • 52 sleeping rooms in hotel
From$52
Average 3.0 /5 Latest Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie : 100 Westage Business Center Dr. 100 Westage Business Center Dr., Fishkill, NY 12524 Call ~9.18 miles east of New Windsor
  • 3-star Suburban hotel
  • Hotel has 135 rooms
From$105
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Fishkill 25 Westage Dr., Fishkill, NY 12524 Call ~9.18 miles east of New Windsor
  • Three Star Highway hotel
  • Check-in time: 3:00 PM
From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Fishkill : 17 Westage Dr. 17 Westage Dr., Fishkill, NY 12524 Call ~9.26 miles east of New Windsor
  • Mid-scale Suburban hotel
  • 4 floors in property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn in Fishkill 544 Route 9, Fishkill, NY 12524 Call ~9.32 miles east of New Windsor
  • Three Star Suburban property
  • Fitness / Gym is on-site
From$79
Very good 4.5 /5 Read Reviews Call BookMore Details
Best Western Fishkill Inn & Suites in Fishkill 14 Schuyler Blvd., Fishkill, NY 12524 Call ~9.35 miles east of New Windsor
  • Mid-scale Suburban hotel
  • Fitness / Gym is on-site
From$80
Average 3.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Fishkill in Fishkill 542 Rout 9, Fishkill, NY 12524 Call ~9.38 miles east of New Windsor
  • Mid-scale Highway property
  • 2 suites in property
Wingate by Wyndham Fishkill 20 Schuyler Blvd., Fishkill, NY 12524 Call ~9.40 miles east of New Windsor
  • Two-star Suburban hotel
  • Hotel has a green policy Learn more
From$59
Very good 4.0 /5 Recent Reviews Call BookMore Details
Extended Stay America Suites Fishkill Route 9 : 25 Merritt Blvd. 25 Merritt Blvd., Fishkill, NY 12524 Call ~9.41 miles east of New Windsor
  • Cheap Highway hotel
  • Fitness / Gym is on-site
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express - Fishkill 21 Schuyler Blvd., Fishkill, NY 12524 Call ~9.41 miles east of New Windsor
  • Three Star Suburban property
  • Comp. Breakfast
From$64
Very good 4.0 /5 Reviews Call BookMore Details
Wingate by Wyndham Fishkill : 20 Schuyler Blvd. 20 Schuyler Blvd., Fishkill, NY 12542 Call ~9.42 miles east of New Windsor
  • 2 star Suburban hotel
  • Free complimentary breakfast
From$60
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Fishkill 544 Us 9, Fishkill, NY 12524 Call ~9.46 miles east of New Windsor
  • Affordable Suburban hotel
  • Fitness / Gym is on-site
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express West Point by IHG : 1106 Rte 9w 1106 Rte 9w, Fort Montgomery, NY 10922 Call ~10.13 miles southeast of New Windsor
  • Mid-scale property
  • Check in time: 3:00 PM
From$170
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Monroe - Woodbury in Monroe 1 Sleep Way, Monroe, NY 10950 Call ~10.43 miles southwest of New Windsor
  • Affordable Suburban property
  • Fitness / Gym is on-site
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Suites : 100 Estrada Rd. 100 Estrada Rd., Woodbury, NY 10917 Call ~10.52 miles south of New Windsor
  • Midscale Suburban hotel
  • 85 suites in hotel
From$145
Average 3.0 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn at Central Valley-Woodbury 139 Route 32, Central Valley, NY 10917 Call ~10.83 miles south of New Windsor
  • 2 star Suburban hotel
  • Free comp. breakfast
From$68
Average 3.0 /5 Guest Reviews Call BookMore Details
Overlook Lodge at Bear Mountain in Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911 Call ~10.96 miles south of New Windsor
  • 3-star Mountain property
  • 2 floors in hotel
From$40
Average 3.5 /5 Guest Reviews Call BookMore Details
Bear Mountain Inn - Bear Mountain 3020 Seven Lakes Dr., Bear Mountain, NY 10911 Call ~11.82 miles south of New Windsor
  • Three Star Mountain property
  • 4 conference rooms in property
From$149
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Harriman Woodbury 60 Centre Dr., Central Valley, NY 10917 Call ~11.82 miles south of New Windsor
  • Affordable Mountain hotel
  • 136 sleeping rooms in hotel
From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Poughkeepsie 2165 South Rd., Poughkeepsie, NY 12601 Call ~13.33 miles northeast of New Windsor
  • 3-star Highway property
  • 93 rooms in property
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Poughkeepsie An Ihg Hotel 2170 South Rd., Poughkeepsie, NY 12601 Call ~13.52 miles northeast of New Windsor
  • Midscale Suburban property
  • 11 suites in property
From$189
Very good 4.0 /5 Read Reviews Call BookMore Details
Red Roof PLUS+ Poughkeepsie 2349 South Rd. Route 9, Poughkeepsie, NY 12601 Call ~13.90 miles northeast of New Windsor
  • Economy Highway hotel
  • Free breakfast available
From$75
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie - Poughkeepsie 2361 South Rd., Poughkeepsie, NY 12601 Call ~13.93 miles northeast of New Windsor
  • Midscale Suburban hotel
  • Fitness / Gym is on-site
From$95
Average 3.0 /5 Latest Reviews Call BookMore Details
The Abbey Inn & Spa - Peekskill 900 Fort Hill Rd., Peekskill, NY 10566 Call ~14.07 miles southeast of New Windsor
  • High end Riverfront hotel
  • Hotel has 42 rooms
From$500
Average 3.0 /5 Hotel Reviews Call BookMore Details
Inn on the Hudson - Peekskill 634 Main St., Peekskill, NY 10566 Call ~14.19 miles southeast of New Windsor
  • Inexpensive Riverfront hotel
  • 2 floors in property
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG - Chester 2 Bryle Pl, Chester, NY 10918 Call ~14.27 miles southwest of New Windsor
  • Three Star Rural hotel
  • Gym / Fitness Center Available
From$109
Very good 4.0 /5 Reviews Call BookMore Details
Arrow Park - Monroe 1061 Orange Turnpike, Monroe, NY 10950 Call ~14.40 miles southwest of New Windsor
  • 2 star Lake hotel
  • 4 meeting rooms in property
From$375
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton 900 Thomas Watson Rd., Poughkeepsie, NY 12601 Call ~14.45 miles northeast of New Windsor
  • 3-star Rural hotel
  • 16 suites in hotel
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Inn at Arbor Ridge 17 Route 376, Hopewell Junction, NY 12533 Call ~14.57 miles east of New Windsor
  • Low Cost Suburban property
  • Hotel has 2 floors

Next: See My New Windsor Hotels with Pricing

Discovering New Windsor: When to Plan Your Visit

New Windsor, NY enjoys a temperate climate with four distinct seasons, each offering unparalleled experiences. The summer months from June to August are warm and sunny with average temperatures around 80 °F, making it an ideal time for outdoor activities such as hiking in the Storm King State Park or taking a scenic boat tour on the Hudson River. The winters can be chilly, with temperatures often dropping below freezing, but provide opportunities for winter sports like skiing and snowboarding at nearby resorts. Notable events include the New Windsor Community Day held in August, featuring food, music, and various family-friendly activities. The Hudson Valley Wine & Food Fest in September is also worth attending, offering a taste of local cuisine and wines. The most pleasant months to visit this lovely town are June, September, and August, while January and February are a bit more challenging due to the winter cold and plenty of snow. Whatever the season, New Windsor's welcoming ambiance and superb beauty make it a worthwhile destination all year round. So start planning your trip today.

Stretch Your Budget: Hotel Discounts in New Windsor, NY

In New Windsor, your travel budget can go even further with a variety of hotel discounts available. If you're planning an extended stay, take advantage of the extended stay deals that provide significant savings over regular nightly rates. Seasonal deals are offered during specific times of the year, providing reduced room rates, discounts for dining and even local attractions. Traveling in a group? HotelPlanner has you covered with group rates that offer substantial savings when booking multiple rooms. Solo travelers can also benefit from solo rates, making it more affordable to explore New Windsor on your own. Be sure to check out the latest promotions on the HotelPlanner website to get the best value for your trip.

Fun Under the Sun: Outdoor Activities in New Windsor

New Windsor and the surrounding area brim with fascinating destinations that cater to a broad range of interests. For outdoor enthusiasts, Schunnemunk State Park is a must-visit. Covering over 3,000 acres, the park boasts stunning panoramic views of the Hudson Highlands. With eight marked trails, it's a haven for hikers and nature lovers, ensuring an unforgettable adventure amidst rolling meadows, dense woodlands, and rugged mountain terrain. History buffs will find themselves drawn to the National Purple Heart Hall of Honor, an institution dedicated to the recipients of the Purple Heart medal. This site offers visitors a profound journey through the experiences of brave men and women who have served in the US military, with interactive exhibits and a collection of oral histories that pay tribute to their sacrifice and valor. Art lovers will be captivated by Dia Beacon, located just a short drive from New Windsor. This museum exhibits a world-renowned collection of contemporary art from the 1960s to the present. Its expansive, light-filled spaces create a unique backdrop for the large-scale sculptures and installations it houses. For adrenaline junkies, Storm King Adventure Tours offers an exciting range of open-air activities. You can enjoy kayaking down the Hudson River, hiking up Storm King Mountain, or biking through scenic trails. These guided tours ensure an exhilarating experience. New Windsor and its surrounding areas have a variety of attractions for everyone to enjoy and explore.

Verified reviews of the city: New Windsor, NY

Below are reviews of the city of New Windsor, NY from an actual visitor's perspective.

"The Lake view was totally unexpected & the balcony was the cake on the icing!"
Score 4.0 / 5

Victor B., from 03-Sep-2025
"Great Stay"
Score 4.0 / 5

Clean & quiet.

Dona H., from 20-Jun-2025
"Clean Hotel"
Score 5.0 / 5

It was clean.

Louise T., from 10-Feb-2025
"Superb Hospitality!"
Score 4.0 / 5

The hospitality was superb!

Demetra W., from 03-Jan-2025
"Cosimos restaurant was great!"
Score 4.0 / 5

Cosimos restaurant was great!

Nancy U., from 18-Dec-2024
"Quiet Town"
Score 4.0 / 5

Quiet town with family to visit.

Matthew A., from 26-Jul-2024
"The Feast at Round Hill! "
Score 5.0 / 5

If you're looking for an excellent wedding venue, you'll love The Feast at Round Hill! Beautiful place.

Gary T., from 06-Aug-2022
"Convenient location!"
Score 4.0 / 5

Easy to find off 84

Harold D., from 14-Apr-2022
"Perfect Location!"
Score 4.0 / 5

We booked a large number of rooms for my daughter's softball team and their families. The rooms were nice and clean. The hotel was also in very close proximity to the softball fields.

Lori H., from 10-Jul-2016
"Sports Team Outing"
Score 5.0 / 5

Our girl's softball team came to the city for a game. Stayed close to fields where we were playing. Overall, a nice city and would return.

Kelly H., from 14-Jun-2015
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