Town · New York
New Windsor
1,097 trails and outdoor spots within 30 miles, 205 places to eat, stay and see in town. Pick your dates and Roamze builds the days.
Photo near New Windsor: The original uploader was Daniel Case at English Wikipedia., CC BY-SA 3.0 (via Wikimedia Commons)
Plan a trip to New Windsor
Any dates
No dates yet? That's fine. Pick a length and add dates later.
OUTSIDE
Outside near New Windsor
- Bear MountainSummit · 11 mi away
- Stony Kill FallsWaterfall · 23 mi away
Sugarloaf MountainSummit · 3.0 mi away
Storm King MountainSummit · 3.2 mi away- Hudson Valley Greenway Trail (Hopewell Junction to Poughkeepsie)Hike · 13 mi · Hard · 17 mi away
- Hudson Valley Greenway Trail (Poughkeepsie to New Paltz)Hike · 9.6 mi · Easy · 19 mi away
- Hudson Valley Greenway Trail (New Paltz to South Kingston)Hike · 13 mi · Hard · 19 mi away
Trail to Stony Kill FallsHike · 0.6 mi · Easy · 23 mi away- Suffern-Bear Mountain TrailCross country skiing · 0.5 mi · 12 mi away
EAT
Eat in New Windsor
- Planet WingsRestaurant · In townsource: OpenStreetMap · checked Oct 29, 2026
- PopeyesFast food · In townHours: Mon-Thu 10:00-22:00; Fri-Sat 10:00-23:00; Sun 10:00-22:00Websitesource: OpenStreetMap · checked Oct 29, 2026
DRINK
Drink
- Ginny's Sports Bar & GrillPub · In townsource: OpenStreetMap · checked Oct 29, 2026
- Rock Wall Pub & GrubBar · In townsource: OpenStreetMap · checked Oct 29, 2026
- Newburgh Brewing CompanyBrewery · 2.3 mi from New WindsorWebsitesource: OpenStreetMap · checked Oct 29, 2026
- The WherehouseBar · 2.3 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
- The ShamrockBar · 2.3 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
- 2 Way BreweryBrewery · 3.7 mi from New WindsorHours: Mon-Tue 16:00-20:00; Wed 16:00-21:00; Thu 16:00-22:00; Fri 15:00-22:00; Sat…Websitesource: OpenStreetMap · checked Oct 29, 2026
- Saxon HallPub · 3.9 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
STAY
Where to stay
- Windsor MotelMotel · In townsource: OpenStreetMap · checked Oct 29, 2026
- Maplehurst InnApartment · 2.0 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
- Red Roof InnHotel · 2.8 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
- Hampton InnHotel · 3.1 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
- Cromwell Manor InnHotel · 3.2 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
- Howard Johnson Inn - NewburghHotel · 3.3 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
- Super 8 by Wyndham Newburgh/West Point Near Stewart AirportMotel · 3.3 mi from New WindsorWebsitesource: OpenStreetMap · checked Oct 29, 2026
- Chrystie House Bed and BreakfastHotel · 3.3 mi from New WindsorWebsitesource: OpenStreetMap · checked Oct 29, 2026
SEE
See
The original uploader was Daniel Case at English Wikipedia ., CC BY-SA 3.0 National Purple Heart Hall of HonorMuseum · In townHours: Mon closed; Tue-Sat 10:00-17:00; Sun 13:00-17:00Websitesource: OpenStreetMap · checked Oct 29, 2026
The original uploader was Daniel Case at English Wikipedia ., CC BY-SA 3.0 Edmonston HouseMuseum · 1.9 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
The original uploader was Daniel Case at English Wikipedia ., CC BY-SA 3.0 Sands Ring Homestead MuseumMuseum · 2.0 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
Rolf Müller ( User:Rolfmueller ), CC BY-SA 3.0 Dia:BeaconMuseum · 3.3 mi from New WindsorHours: Sat-Sun 12:00-13:30; Mon-Fri 10:00-17:00Websitesource: OpenStreetMap · checked Oct 29, 2026
Doug Kerr from Albany, NY, United States, CC BY-SA 2.0 Storm King Art CenterMuseum · 3.5 mi from New WindsorOpen-air museum and sculpture park located in Mountainville, New YorkWebsitesource: OpenStreetMap · checked Oct 29, 2026- Motorcyclepedia MuseumMuseum · In townHours: Thu 17:00-20:00; Fri-Sun 10:00-16:00source: OpenStreetMap · checked Oct 29, 2026
- Hudson Valley GalleryGallery · 1.9 mi from New WindsorWebsitesource: OpenStreetMap · checked Oct 29, 2026
- Hudson Highlands Nature Center - Wildlife Education CampusMuseum · 2.4 mi from New WindsorWebsitesource: OpenStreetMap · checked Oct 29, 2026
SHOP
Shop
- ShopRiteSupermarket · In townHours: Mon-Sat 06:00-00:00Websitesource: OpenStreetMap · checked Oct 29, 2026
- HannafordSupermarket · In townHours: Mon-Sun 06:00-00:00Websitesource: OpenStreetMap · checked Oct 29, 2026
- Price ChopperSupermarket · In townsource: OpenStreetMap · checked Oct 29, 2026
- Cumberland FarmsConvenience · 1.9 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
- Stewart's ShopsConvenience · 2.4 mi from New WindsorWebsitesource: OpenStreetMap · checked Oct 29, 2026
- AldiSupermarket · 2.5 mi from New WindsorHours: Mon-Sun 09:00-20:00Websitesource: OpenStreetMap · checked Oct 29, 2026
- Cornwall CollectiveSupermarket · 2.5 mi from New Windsorsource: OpenStreetMap · checked Oct 29, 2026
Places © OpenStreetMap contributors · checked Oct 29, 2026. Hours change, so check before you go.
HAPPENING
This week near New Windsor
- Sun, Nov 1 · 4:30 AMNYC Marathon BusRace · 17 mi from New Windsor
- Sun, Nov 1 · 8:00 AMPine Bush Area Volunteer Ambulance Corp 5K Run/WalkRace · 17 mi from New Windsor
- Sun, Nov 1 · 8:00 AMRaven Rocks Course CheckClass · 28 mi from New Windsor
- Sun, Nov 1 · 9:00 AMNAMI Rockland 5K Run / Walk for Mental Wellness 2026Race · 23 mi from New Windsor
- Sun, Nov 1 · 10:30 AMHit the Trails: Daylight Savings Hike (for everyone ages 8+)Walk or hike · 21 mi from New Windsor
- Tue, Nov 3 · 5:30 AMTrail TuesdayEvent · 28 mi from New Windsor
GUIDES
