New Windsor

Day Trips

Make the most of your day with our curated plans, packed with New Windsor's hidden gems and unique experiences!

day 1
Nature Explorations
morning
:

Start your day with a refreshing hike at the nearby Storm King Art Center, where you can enjoy large-scale sculptures surrounded by nature. Don't forget to bring your camera for stunning photo opportunities.

afternoon
:

Visit the beautiful, sprawling grounds of the Hudson River and enjoy a picnic lunch. Explore the nearby hiking trails for some more outdoor adventure.

evening
:

Wind down with a leisurely dinner at a local favorite restaurant in New Windsor. Take a stroll along the riverfront to enjoy the evening views.

day 2
History and Culture
morning
:

Begin your morning by visiting the New Windsor Cantonment State Historic Site, where you can learn about the Revolutionary War. Enjoy guided tours to understand the rich history of the area.

afternoon
:

Head to the nearby Knox’s Headquarters State Historic Site for more historical insights and captivating stories. Lunch at a quaint café in town will fuel your afternoon adventures.

evening
:

Explore local art galleries in the area that showcase both contemporary and traditional pieces. Enjoy dinner at a restaurant that highlights Hudson Valley cuisine.

day 3
Adventure Awaits
morning
:

Kick off your day with some mountain biking at the nearby Highlands Trail. The trails range in difficulty, so choose one that matches your experience level.

afternoon
:

After a morning of biking, grab lunch at a local deli and then go kayaking on the Hudson River. It's a great way to cool off and enjoy the scenic views.

evening
:

Unwind at a local brewery or winery where you can sample regional craft drinks. Pair your beverage with some light snacks as you relax.

day 4
Culinary Delights
morning
:

Start your day with a visit to a local farmer's market to gather fresh ingredients for the day. Enjoy a light breakfast at an artisanal café.

afternoon
:

Participate in a cooking class offered at a culinary school in the area, where you can learn to make local dishes. Share lunch with fellow participants to enjoy your creations.

evening
:

End the day with dinner at a farm-to-table restaurant, indulging in seasonal favorites. Consider joining a food tasting tour to explore more culinary offerings.

day 5
Scenic Views
morning
:

Head to the Hudson Highlands State Park for breathtaking views of the river and surrounding landscapes. Hiking trails are plentiful, so choose one that suits your fitness level.

afternoon
:

Picnic at a scenic overlook to enjoy your lunch while surrounded by nature. Afterward, take a leisurely walk along the riverbank.

evening
:

Visit a local theater for an evening performance or a movie. Grab dinner nearby to round out your entertainment-filled day.

day 6
Chill in Town
morning
:

Stroll through the historic district of New Windsor, taking in the charming architecture. Stop by a local coffee shop for breakfast.

afternoon
:

Explore boutique shops and specialty stores in town for unique finds. Enjoy a relaxed lunch at a trendy café.

evening
:

Attend a local event or festival if one is available. Wrap up your day with a casual meal at a community eatery.

day 7
Wellness Retreat
morning
:

Begin with a morning yoga session at a local studio to refresh your mind and body. Follow this with a healthy breakfast smoothie at a juice bar.

afternoon
:

Visit a local spa for a massage or facial to pamper yourself. Enjoy a nutritious lunch at a health-conscious restaurant to continue the theme.

evening
:

Before calling it a night, take a calming walk in a nearby park to enjoy the tranquility of nature.

day 8
Wildlife Watching
morning
:

Start with a visit to a local nature reserve known for its diverse wildlife. Bring binoculars for birdwatching at dawn.

afternoon
:

Have lunch at a nearby picnic spot and then explore more of the wildlife trails. Consider joining a guided nature walk for a greater experience.

evening
:

Spend your evening observing the sunset at a scenic viewpoint. Wrap up with dinner at a rustic restaurant with a cozy atmosphere.

day 9
Creative Vibes
morning
:

Participate in a painting or pottery class at a local studio to unleash your inner artist. Enjoy some light snacks or brunch before you start.

afternoon
:

Visit local art galleries and studios to appreciate works from regional artists. Lunch can be enjoyed at a café that showcases local art.

evening
:

Join an evening art stroll if available to view open studios and exhibitions. Dinner at a stylish eatery can cap off your creative day.

day 10
Live Music Night
morning
:

Explore local music shops to discover instruments and memorabilia. You can even try your hand at playing an instrument if interested.

afternoon
:

Attend a local band practice or workshop to learn more about music. Enjoy lunch at a restaurant with live music as you relax.

evening
:

Spend your evening enjoying a live music performance at a local venue. Make reservations for dinner at a restaurant with a vibrant atmosphere.

Discover New Windsor

Read more in our New Windsor 2024 Travel Guide.

New Windsor Travel Guide