Maplewood

Day Trips

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

day 1
Exploring Historic Center
morning
:

Start your day with a leisurely breakfast at a local café in the heart of Maplewood, enjoying freshly brewed coffee and homemade pastries. After breakfast, take a guided walking tour through the Historic Center, where you can admire Victorian architecture and learn about the town's rich history. Don't forget to stop by the Maplewood Historical Society for insights into local heritage.

afternoon
:

After exploring the historic sites, head to the Maplewood Arts Center for an afternoon of creativity. Participate in a hands-on art workshop or stroll through the gallery showcasing local artists. For lunch, try a nearby farm-to-table restaurant, savoring seasonal dishes made from locally sourced ingredients.

evening
:

As the sun sets, enjoy a casual dinner at a popular bistro known for its vibrant atmosphere. After your meal, take a stroll through Maplewood Park, where you can enjoy the tranquility of the evening and perhaps catch a local concert or performance. End your day with a nightcap at a cozy pub, reflecting on the day's adventures.

day 2
Nature Walks and Scenic Views
morning
:

Begin your day with a hearty breakfast at a local diner before heading out to the nearby South Mountain Reservation. Enjoy a guided nature walk, where you’ll learn about the local flora and fauna while soaking in the fresh air. The trails offer stunning views of the New York City skyline, perfect for some memorable photographs.

afternoon
:

Pack a picnic lunch to enjoy at one of the scenic overlooks within the reservation. Spend the afternoon exploring more of the trails, or choose to relax by the serene riverside, watching the world go by. If you're feeling adventurous, try your hand at birdwatching or identifying local wildlife.

evening
:

Return to Maplewood for dinner at a family-owned Italian restaurant, where you can indulge in hearty pasta dishes and homemade sauces. After dinner, take a leisurely walk through the quaint streets, appreciating the charming homes adorned with autumn decorations. Conclude your evening with a visit to a local coffee shop for dessert and a warm drink.

day 3
Cultural Immersion at Local Festivals
morning
:

Kick off your day with breakfast at a local bakery before heading to a cultural festival happening in Maplewood. Engage in the festivities, which may include traditional music, dance performances, and local craft displays. Explore the market stalls to find unique handmade items and sample delicious ethnic foods.

afternoon
:

Continue enjoying the festival atmosphere, where you can participate in workshops, learn new crafts, or even take part in cooking demonstrations. Make sure to grab lunch from one of the food vendors offering a taste of various cuisines. The cultural immersion will give you a deeper appreciation for the diverse community in Maplewood.

evening
:

As the festival winds down, enjoy a casual dinner at a nearby restaurant known for its eclectic menu and vibrant ambiance. Join in on any evening entertainment, such as live music or dance performances, that may be part of the festival activities. Wrap up your day by chatting with locals and sharing your experiences of the day’s events.

day 4
Family Fun at the Maplewood Zoo
morning
:

Start your family adventure with breakfast at a kid-friendly café before heading to the Maplewood Zoo. Spend the morning exploring the various animal exhibits, where kids can learn about wildlife conservation efforts and enjoy interactive displays. The zoo's beautiful landscaping provides a perfect backdrop for a family photo session.

afternoon
:

After the zoo, enjoy a packed lunch at one of the picnic areas, where kids can play in the designated play zones. Explore the nearby community center, which often hosts family-friendly events, crafts, or workshops. The afternoon can be filled with fun activities tailored to kids of all ages.

evening
:

For dinner, choose a family-friendly restaurant that offers a variety of menu options to please everyone. Afterward, take a family stroll in Maplewood Park, where children can run around and play as the day winds down. Cap off the evening with a visit to an ice cream shop for a sweet treat.

day 5
Wine Tasting and Vineyard Tours
morning
:

Start your day with a delightful breakfast at a local café before heading out to the surrounding vineyards for a wine-tasting tour. Enjoy the scenic drive through the countryside, soaking in the beautiful landscapes dotted with grapevines. Once at the vineyard, join a guided tour to learn about the winemaking process and the history of the estate.

afternoon
:

After the vineyard tour, indulge in a wine tasting session where you can sample a variety of wines paired with artisanal cheeses. Enjoy lunch at the vineyard's restaurant, which features seasonal dishes that complement their wines perfectly. Take some time to relax and enjoy the tranquil surroundings before heading back to Maplewood.

evening
:

Return to Maplewood for dinner at a cozy restaurant that emphasizes local ingredients and wines. Share stories of the day while enjoying a glass of wine from the vineyard you visited. Conclude your evening with a stroll through town, taking in the charming ambiance under the stars.

day 6
Art and Creativity Exploration
morning
:

Begin your day with breakfast at a local café known for its artistic decor and community vibe. Afterward, visit the Maplewood Arts Center to explore the current exhibitions featuring local artists. Engage with the art pieces and perhaps find inspiration for your own creative projects.

afternoon
:

Participate in a painting or pottery workshop at the arts center, allowing your creative juices to flow in a relaxed environment. For lunch, grab a bite at a nearby eatery that showcases local art and culture. Spend the afternoon immersing yourself in the creative community by visiting art studios and galleries around Maplewood.

evening
:

Enjoy dinner at a restaurant that features live music or performances, providing a vibrant atmosphere as you dine. After your meal, take a moment to appreciate the local artists who may be showcasing their work in the restaurant or nearby venues. End your evening with a quiet walk through town, reflecting on the artistic experiences of the day.

day 7
Shopping and Local Markets
morning
:

Start your day with breakfast at a local diner, fueling up for a day of shopping. Head to Maplewood's farmers' market, where you can explore fresh produce, artisanal goods, and handmade crafts. Engage with local vendors and learn about their products while enjoying the lively atmosphere.

afternoon
:

After the market, visit the charming boutiques and shops in downtown Maplewood, where you can find unique gifts and local crafts. Stop for lunch at a café that emphasizes local ingredients, giving you a taste of the community’s culinary scene. Continue your shopping spree, discovering hidden treasures and supporting local artisans.

evening
:

Wrap up your shopping day with dinner at a popular steakhouse known for its warm ambiance and excellent service. After dinner, visit a nearby wine bar or lounge for a nightcap, mingling with locals and reflecting on your day of exploration. Enjoy the lively evening atmosphere that Maplewood has to offer.

day 8
Outdoor Adventures and Parks
morning
:

Start your day with breakfast at a scenic outdoor café before heading to one of Maplewood's beautiful parks. Enjoy a morning of hiking or biking on the well-maintained trails, surrounded by nature and wildlife. Take the time to appreciate the serene views and perhaps spot some local birds.

afternoon
:

Pack a picnic to enjoy in the park, taking advantage of the picturesque settings. Spend the afternoon exploring more of the park's amenities, such as playgrounds, sports fields, or even hosting a friendly family game of frisbee or soccer. If you're up for it, consider renting a kayak or canoe for some time on the water.

evening
:

After a full day of outdoor excitement, dine at a charming restaurant with a view of the park. Enjoy a relaxed meal, sharing stories of the day’s adventures with your companions. Conclude your evening with a sunset walk through the park, basking in the tranquility of nature.

day 9
Historical Insights and Local Lore
morning
:

Begin your day with breakfast at a historic café that offers a glimpse into Maplewood's past. Afterward, visit the local historical museum, where you can learn about the town's founding and its evolution over the years. Engage with interactive exhibits that bring the local lore to life.

afternoon
:

Take a guided historic walking tour to dive deeper into Maplewood's intriguing stories and hidden gems. Enjoy lunch at a nearby spot that features dishes inspired by historical recipes or local traditions. Spend the afternoon visiting significant landmarks and monuments scattered throughout the town.

evening
:

For dinner, choose a restaurant that showcases local history through its decor and menu. After your meal, attend a storytelling event or lecture at a local venue, where you can hear fascinating tales from Maplewood's past. End your day with a reflective walk through the historic district, pondering the stories that shaped the town.

Discover Maplewood

Read more in our Maplewood 2025 Travel Guide.

Maplewood Travel Guide