Discover the top attractions, events, and outdoor experiences that make Westbrook a perfect destination all year.
Key Takeaways
- Westbrook, Maine, offers a unique mix of outdoor adventures, cultural attractions, and family-friendly activities.
- Whether you love nature, history, or live entertainment, Westbrook has something to explore during every season.
- Planning a visit guarantees memorable experiences with scenic beauty, engaging events, and a welcoming community vibe.
Nestled just minutes from Portland, Westbrook, Maine, is a vibrant city that blends small-town charm with modern attractions. Originally a mill town with roots in the 18th century, Westbrook has grown into a destination known for its beautiful landscapes, historic sites, and dynamic community. Visitors love Westbrook for its scenic river views, thriving arts scene, and diverse year-round activities. Whether you’re hiking along trails, enjoying a concert at a local venue, or attending seasonal festivals, this city has something to offer everyone. With its friendly atmosphere and convenient location, Westbrook is a must-visit destination for both locals and travelers exploring Maine.
1. Explore the Presumpscot River Walk
The Presumpscot River Walk is a scenic gem that offers a tranquil escape in the heart of Westbrook. This paved trail winds along the picturesque Presumpscot River, providing stunning views of the water and surrounding greenery. Perfect for walking, jogging, or cycling, the trail is accessible year-round and offers a refreshing way to enjoy the city’s natural beauty. The gentle sound of the flowing river adds to the peaceful atmosphere, making it an ideal spot for a leisurely outing.
Along the path, you’ll find benches, picnic areas, and informational signs about the river’s history and ecosystem. The River Walk is a favorite for families, couples, and solo travelers looking to unwind or snap some scenic photos. Whether you visit during the vibrant colors of fall or the lush greenery of summer, the Presumpscot River Walk is a must-see. Learn more about this trail at westbrookmaine.com.
2. Visit the Westbrook Performing Arts Center
The Westbrook Performing Arts Center is a cultural hub that brings world-class entertainment to the city throughout the year. This state-of-the-art venue hosts a variety of events, including live theater productions, music concerts, comedy shows, and dance performances. Its intimate seating and excellent acoustics ensure a memorable experience for every guest, whether you’re watching a local play or a touring Broadway act.
Beyond performances, the center also offers workshops and community programs that encourage creative expression and arts education. Its diverse calendar means there’s always something new to experience, making it a staple for culture lovers visiting Westbrook. For event schedules and ticket information, visit westbrookpac.org.
3. Enjoy the Annual Westbrook Together Days
Westbrook Together Days is a beloved annual festival that brings the community together for two days of fun, food, and entertainment. Held every June, this family-friendly event features live music, carnival rides, craft vendors, and a spectacular fireworks display. The festival takes place at Riverbank Park, providing a scenic backdrop for the festivities and plenty of space for activities.
Visitors can also enjoy local food trucks and participate in interactive games and contests. Even if you can’t attend during the summer, Westbrook’s event calendar is packed with other seasonal festivals and gatherings throughout the year. Together Days showcases the city’s community spirit and is a perfect way to immerse yourself in the local culture. Learn more at westbrookcommunitycenter.org.
4. Take a Brewery Tour at Mast Landing Brewing Company
Mast Landing Brewing Company is a hotspot for craft beer enthusiasts visiting Westbrook. Known for its innovative brews and laid-back atmosphere, this brewery offers a rotating selection of beers that range from IPAs to stouts, each crafted with care and creativity. Visitors can enjoy a tasting flight, relax in the spacious taproom, or take a behind-the-scenes tour to learn about the brewing process.
The brewery also hosts events such as trivia nights, live music, and food truck collaborations, ensuring there’s always something happening. Whether you’re a beer connoisseur or just looking for a fun place to unwind, Mast Landing Brewing Company is a must-visit destination. Check out their current beer lineup and events at mastlandingbrewing.com.
5. Discover the Rock Row Entertainment Complex
Rock Row is Westbrook’s newest and most exciting development, combining shopping, dining, entertainment, and outdoor activities in one vibrant location. This sprawling complex features a mix of local and national retailers, an amphitheater for live concerts, and unique dining options that cater to all tastes. With its striking quarry backdrop, Rock Row offers a setting that’s as unique as the experiences it provides.
Visitors can enjoy seasonal events, from summer concerts to winter holiday markets, as well as year-round activities like yoga classes and art exhibits. Rock Row’s combination of convenience and creativity makes it a standout destination for visitors exploring Westbrook. Learn more about upcoming events and attractions at rockrow.com.
6. Hike at Mill Brook Preserve
Mill Brook Preserve is a hidden gem for nature enthusiasts, offering over five miles of scenic trails through forests, wetlands, and along the serene Mill Brook. This protected area is a favorite spot for hiking, birdwatching, and connecting with nature. The trails range from easy to moderate, making it an excellent choice for families, casual hikers, and seasoned adventurers alike.
Open year-round, Mill Brook Preserve offers a unique experience in every season, from vibrant wildflowers in the spring to snowy trails perfect for a winter walk. Interpretive signs along the trails highlight the area’s rich ecosystem, giving visitors insight into the plants and wildlife that call it home. To plan your visit, check out presumpscotregionaltrust.org.
7. Ice Skate at Westbrook’s Outdoor Rink
Winter in Westbrook wouldn’t be complete without a visit to the city’s outdoor skating rink, located at Riverbank Park. This seasonal attraction is perfect for families, friends, or solo skaters looking to enjoy a quintessential Maine winter experience. The rink is well-maintained and provides a charming backdrop with the park’s towering trees and snowy landscape.
During the holiday season, the rink is often adorned with festive lights, adding to its magical atmosphere. Skating here is free, and rentals are available for those without skates. Whether you’re an experienced skater or trying it for the first time, this is a must-do winter activity in Westbrook. For more details, visit westbrookmaine.com.
8. Explore Riverbank Park
Riverbank Park is the heart of Westbrook’s community, offering a picturesque space for relaxation and recreation. Located along the Presumpscot River, the park features walking paths, playgrounds, and plenty of green space for picnics and outdoor games. It’s also home to several community events throughout the year, including Westbrook Together Days and seasonal farmers’ markets.
No matter the season, Riverbank Park provides an inviting spot to enjoy the outdoors. In the summer, the park is perfect for riverside strolls and family picnics, while the fall brings stunning foliage. For winter visitors, the park’s sledding hills and snow-covered scenery offer a charming retreat. Learn more about park events and amenities at westbrookmaine.com.
9. Enjoy Live Music at the Frog and Turtle
The Frog and Turtle Gastro Pub is a local favorite known for its cozy atmosphere, delicious food, and live music performances. This downtown eatery combines a creative menu with a welcoming vibe, making it the perfect spot for an evening out. On weekends, the pub comes alive with local bands and acoustic sets, showcasing the talent of Westbrook’s vibrant music scene.
In addition to its music offerings, the Frog and Turtle is renowned for its brunch menu, featuring dishes like savory crepes and fluffy beignets. Whether you’re stopping by for dinner and a show or a leisurely Sunday brunch, this pub is a must-visit destination for food and music lovers alike. Check out their menu and event schedule at thefrogandturtle.com.
10. Kayak or Paddleboard on the Presumpscot River
For adventure seekers, kayaking or paddleboarding on the Presumpscot River offers a unique way to experience Westbrook’s natural beauty. The calm waters are perfect for beginners, while more experienced paddlers can explore farther upstream to take in the lush scenery and wildlife. Rentals are available at local outfitters, making it easy for visitors to enjoy this activity without needing their own equipment.
During the warmer months, paddling on the river provides a refreshing escape and an opportunity to see Westbrook from a new perspective. Don’t forget to bring a camera to capture the serene beauty of the river and its surroundings. For rental options and guided tours, visit sebagooutfitters.com.
Final Thoughts
Westbrook, Maine, is a destination that offers something special for every visitor, no matter the season. From scenic hiking trails and water-based adventures to live entertainment and vibrant community events, this charming city provides countless ways to make memories year-round. Whether you’re seeking relaxation, adventure, or a bit of both, Westbrook welcomes you with open arms and a vibrant spirit. Start planning your trip today and discover the endless possibilities that await in this Maine gem.
Author: Dejon Brooks
Dejon Brooks is an entrepreneur who founded Trend Watchers with his life savings. Aged 24, Dejon has turned Trend Watchers into a successful business. After reaching over 150M+ people on his personal accounts, he now spends his time growing Planmyweekend.ai