Rye Brook

Day Trips

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

day 1
Exploring Rye Nature Preserve
morning
:

Start your adventure with a refreshing hike through Rye Nature Preserve, where you'll encounter a variety of flora and fauna. The crisp morning air will invigorate you as you stroll along the serene trails. Don't forget your camera to capture the stunning views of the natural landscape.

afternoon
:

Afterward, enjoy a leisurely lunch at a local café that features farm-to-table options. Spend the afternoon relaxing in the park, possibly having a picnic or reading your favorite book under the shade of a tree. The peaceful atmosphere will enhance your experience of nature.

evening
:

Finish your day with a sunset walk, as the golden hour casts a magical glow over the preserve. Afterward, treat yourself to dinner at one of Rye Brook's charming restaurants, enjoying local dishes. Reflect on the day's adventures as you unwind in the cozy ambiance.

day 2
Visit to Playland Park
morning
:

Kick off your day at Playland Park, a classic amusement park known for its historic rides and vibrant atmosphere. Enjoy the thrill of roller coasters and the laughter of children as you explore the grounds. The morning is the perfect time to beat the crowds and savor your favorite rides.

afternoon
:

Grab a bite to eat at the park's dining options, sampling some nostalgic fair food like cotton candy and hot dogs. Spend your afternoon riding ferris wheels and playing games, reliving the joy of your childhood. The energy of the park will keep you entertained as you make lasting memories.

evening
:

As the sun sets, soak in the stunning views of Long Island Sound from the park. Join in on the evening festivities, which often include entertainment and music shows. Conclude your day with a delicious dinner at a waterfront restaurant, reminiscing about the amazing experiences of the day.

day 3
Cultural Day in Rye Brook
morning
:

Begin your cultural exploration at the Rye Arts Center, where you can engage with local artworks and creative workshops. Enjoy a guided tour that showcases the talent of local artists and provides insight into the community's artistic vibe. Spend your morning immersing yourself in creativity and inspiration.

afternoon
:

Visit the nearby Jay Heritage Center, where you can explore the historical significance of the site and its beautiful grounds. Participate in an educational tour that will deepen your appreciation for Rye Brook's rich history. After your tour, relax in the lush gardens or enjoy a peaceful walk around the premises.

evening
:

As evening falls, choose to dine at one of Rye Brook’s upscale restaurants that feature international cuisine. Savor a gourmet meal while engaging in conversation about the day's cultural discoveries. Consider attending a local theater performance or concert to wrap up your evening with some entertainment.

day 4
Relaxation and Wellness Retreat
morning
:

Start with a peaceful yoga session at a local studio, where you can reconnect with your mind and body. The calm and serene environment will set a positive tone for your day. Enjoy a healthy breakfast afterward, fueling your wellness journey.

afternoon
:

Visit a spa for indulgent treatments that rejuvenate and refresh you, such as massages and facials. Spend the afternoon pampering yourself, enjoying the soothing atmosphere and professional care. Take a moment to unwind by the pool, or participate in a mindfulness meditation session.

evening
:

As the day winds down, enjoy a nourishing dinner at a health-conscious restaurant that offers organic and locally sourced dishes. Reflect on your wellness experience while enjoying the tranquility of the evening. Consider a gentle stroll around the neighborhood to fully embrace the calming vibes.

day 5
Outdoor Adventures at the Hudson River
morning
:

Kick off the day with kayaking on the Hudson River, which offers stunning views and an exhilarating start to your morning. Paddle gently along the water as you take in the scenic landscape and watch for local wildlife. This adventure is sure to leave you feeling refreshed and energized.

afternoon
:

After your kayaking adventure, find a cozy riverside spot for lunch, savoring delicious seafood or classic American fare. Spend the afternoon strolling along the riverfront, enjoying bike rentals or simply relaxing by the water. The vibrant energy of the riverfront will keep you entertained as you soak in the sun.

evening
:

As dusk approaches, watch boats gently glide across the water while savoring a locally crafted beer or wine at a riverfront bar. Indulge in a delicious dinner as the sun sets, painting the sky with beautiful hues. Close the day with a photo opportunity capturing the perfect sunset over the Hudson River.

day 6
History and Heritage Tour
morning
:

Explore the rich history of the area by visiting the Port Chester Historical Society and learning about the local heritage. Engage with interactive exhibits that tell the story of Rye Brook and its development over the decades. The intriguing narratives will set an educational tone for your day.

afternoon
:

Head over to the nearby capitol generating station for a guided historical tour that delves into the infrastructure and energy production of the region. Gain appreciation for the engineering marvels that have powered the local area throughout its history. Enjoy lunch at a nearby café, reflecting on the unique insights gained so far.

evening
:

Savor your final evening exploring Rye Brook's diverse culinary scene, choosing a restaurant that showcases local specialties. Share your thoughts on the day's exploration with friends over a delicious meal. Wrap up your day with a casual stroll in the town center, enjoying the vibrant community atmosphere.

day 7
Shopping and Local Markets
morning
:

Start the day by visiting local boutiques and shops that showcase one-of-a-kind items, from fashion to home décor. The morning is perfect for leisurely browsing and discovering hidden gems. Don’t forget to take your time chatting with shop owners about their unique offerings.

afternoon
:

Afterward, head to the local farmer's market where you can sample seasonal produce and homemade goods. Chat with local vendors about their products and perhaps pick up some fresh ingredients for dinner. The vibrant atmosphere will make for an enjoyable afternoon.

evening
:

As you return to your accommodation, consider preparing a meal with your fresh market finds. Enjoy a cozy evening cooking dinner, followed by relaxation in your space. Reflect on the day's treasures and enjoy the comforts of your lodging.

day 8
Day Trip to New York City
morning
:

Embark early to New York City, just a short train ride away from Rye Brook, filled with countless opportunities for exploration. Begin your day at Central Park, taking in the stunning landscapes and iconic sites. Feel the buzz of the city as you immerse yourself in the scenic beauty of one of the world's most famous parks.

afternoon
:

Explore the Museum of Modern Art (MoMA) in Midtown, where you can engage with extraordinary works of art. Spend your afternoon indulging in the vibrant culture of the city, including stops at nearby cafes for lunch. Be sure to take a stroll along Fifth Avenue for some shopping fun.

evening
:

As evening approaches, find a rooftop bar where you can enjoy breathtaking views of the NYC skyline. Savor delicious cocktails while watching the vibrant lights come alive in the city below. Complete your day with dinner at a trendy restaurant in the city before heading back to Rye Brook.

day 9
Wine Tasting at Local Vineyards
morning
:

Begin your day with a scenic drive to nearby vineyards in Westchester County, where you'll enjoy beautiful landscapes and fresh air. Engage in a wine tasting session, learning about the different varietals produced in the area. The peaceful ambience of the vineyards will provide a perfect backdrop for your morning.

afternoon
:

After your tasting, enjoy a delightful lunch at a vineyard bistro that highlights local ingredients paired with wine. Spend the afternoon exploring the vineyard grounds, and if available, join a guided tour to learn more about the winemaking process. Immerse yourself in the beauty of the wine country as you savor the moment.

evening
:

As the sun sets over the hills, consider finishing your day with another tasting or enjoy a glass of your favorite wine by the outdoor fire pit. Delight in the warm atmosphere while engaging with fellow wine enthusiasts. Return to Rye Brook with unforgettable memories of your vineyard adventure.

day 10
Family Fun at Gametime
morning
:

Start your day at Gametime, a fun-filled entertainment center that offers various activities for the whole family. From arcade games to bowling, this venue is sure to provide an exciting start to your day. Embrace the competitive spirit and make unforgettable memories with your loved ones.

afternoon
:

After hours of gaming and fun, enjoy lunch at the Gametime cafe where a variety of family-friendly meals are available. Continue the adventure with additional activities like mini-golf or laser tag. The laughter and joy will be infectious as you enjoy quality time together.

evening
:

Conclude your day with a family-friendly dinner at a nearby restaurant that offers a lively atmosphere and a kid-friendly menu. Share stories about your favorite moments of the day, strengthening family bonds. End the night with a stroll through the neighborhood, wrapping up a fantastic day of fun.

Discover Rye Brook

Read more in our Rye Brook 2025 Travel Guide.

Rye Brook Travel Guide