Things To Do
in New Windsor
New Windsor sits in the Hudson Valley at the southern edge of Orange County, just north of Newburgh. It combines small-town charm with Revolutionary War history and easy access to the surrounding hills and river views. The town serves as a gateway to outdoor adventures in the Hudson Highlands while offering family-friendly dining and shops.
Visitors can explore historic sites like the National Purple Heart Hall of Honor and enjoy scenic walks along the Hudson River.
Day Trips
Spend a day exploring around
Begin your day with a leisurely stroll through the historic center of New Windsor, where charming colonial architecture greets you at every turn. Stop by the local café for a warm cup of coffee and a pastry while enjoying the quaint atmosphere. Visit the New Windsor Historical Society to learn about the rich history of the area and its significance during the American Revolution.
After lunch, take a guided tour of the nearby Washington's Headquarters State Historic Site, where you'll discover the pivotal moments of the American Revolutionary War. Explore the beautiful grounds, including the historic house and museum, which offer a glimpse into the life of George Washington and his troops. Spend some time at the nearby Hudson River waterfront, enjoying the scenic views and perhaps a brief boat tour.
As the sun sets, indulge in a delightful dinner at a local farm-to-table restaurant, sampling seasonal dishes made from fresh ingredients. After dinner, take a relaxing walk along the riverbanks, where you can catch the last rays of light reflecting off the water. End your evening with a visit to a local pub for live music, soaking in the friendly atmosphere.
Start your day with a visit to the nearby Storm King Art Center, where vast outdoor sculptures are nestled in the natural landscape. Enjoy a peaceful morning hike along the trails, surrounded by breathtaking views of the Hudson Valley. Take your time to appreciate the unique art pieces and the stunning backdrop of rolling hills and trees.
Afterward, head to the Black Rock Forest Consortium for an afternoon of nature exploration. Participate in a guided nature walk or bird-watching session, where you can learn about local flora and fauna. Bring along a picnic to enjoy amidst the serene surroundings, taking in the fresh air and tranquil sounds of nature.
As evening approaches, return to New Windsor and dine at a cozy local restaurant known for its hearty comfort food. After dinner, unwind at a nearby park, perhaps catching a glimpse of local wildlife as dusk falls. Conclude your day with a stargazing session, enjoying the clear night sky away from city lights.
Prices
| Item | Price |
|---|---|
| 🍔Meal at inexpensive restaurant | $10-15 |
| ☕Coffee/tea | $2-5 |
| 🥗Lunch/dinner | $12-20 |
| 🏨Hotel per night | $120-200 |
| 🚗Gasoline per gallon | $3-4 |
Strengths and Weaknesses
- Gateway to the Hudson Valley with outdoor activities and historic sites.
- Compact town with easy day trips to Newburgh, Cornwall and Beacon.
- Limited nightlife within New Windsor itself; some attractions require driving to nearby towns.
- Weather can be variable; plan for outdoor activities with backup indoor options.
Places to Visit in New Windsor
Visit one of these nice places.
Hudson River views and historic earthworks set against the water and hills.
Architectural exterior shots and commemorative grounds suitable for solemn portraits.
Panoramic views of the Hudson Valley from the summit; accessibility varies with trail chosen.
Historic storefronts and churches provide classic small-town Americana photo opportunities.
Open-air sculpture park with striking sculptures set among meadows and woods.
Food in New Windsor
New Windsor Famous Food
Signature dishes, delicacies and famous food
Freshly baked in nearby orchards and farm stands; a sweet reminder of fall harvests.
Must-Try!
A classic Hudson Valley dessert featuring flaky crust and spiced apple filling.
Dishes that highlight locally sourced produce, meats, and dairy from the surrounding countryside.
Food Markets
Explore local food markets
Seasonal market offering fresh produce, local cheeses, baked goods, and prepared foods.
Outdoor market in Beacon featuring seasonal produce, breads, and ready-to-eat options (short drive from New Windsor).
Weather
How to Behave
Tips on cultural norms and respectful behavior
Be polite in queues and shops; tipping is customary; respect quiet hours in residential areas; ask before taking photos of people.
Safety
Tipping in New Windsor
Ensure a smooth experience
In restaurants, 15-20% before tax is standard; servers and bartenders appreciate tips; large groups may have a service charge.
Cash and cards are widely accepted; contactless payments and mobile wallets common; some small venues may be cash-only.
Best Time to Visit
And what to expect in different seasons...
Warm, humid days with occasional thunderstorms; plan outdoor activities for early mornings or evenings and stay hydrated.
Crisp air and vibrant foliage; ideal for hikes, scenic drives, and photography.
Cold temps with potential snow; opportunities for winter hikes, cozy eateries, and indoor attractions.
Mild temperatures with blooming landscapes; expect rain showers and evolving scenery.
New Windsor at Night
Hiking in New Windsor
Immerse in an unforgettable hike.
Popular trail with panoramic views of the Hudson Valley; suitable for various levels.
Open landscapes and sculptures; moderate hikes with memorable overlooks.
Steep ascent with sweeping views of the Hudson River from the beacon tower.
Airports
How to reach New Windsor by plane.
Located in New Windsor, about 15-20 miles from downtown; good for domestic flights.
White Plains; about 40-60 miles away; frequent domestic flights.
Newark, NJ; major international hub about 60-70 miles away.
Walkability
Demographics
Explore demographics in this area.
Strong presence of families with good schools and parks.
Quiet neighborhoods and slower pace attract retirees.
Commuters and remote workers drawn to the Hudson Valley.
A growing community contributing to local culture and cuisine.
Popular Sports
Explore popular sports in region.
Common youth and amateur leagues; local fields and parks.
High school and recreational leagues popular in fall.
Nearby courses and scenic courses in Hudson Valley.
Traffic
Accomodations
Find the best place to stay when visiting New Windsor.
Dietary Restrictions
Tips for restricted diets.
Most eateries offer vegetarian options; look for farm-to-table specials and ask for vegetable-forward dishes.