Top 14 Attractions and Activities in Westbrook, Maine

Westbrook is a city of approximately 17,000 residents, situated in Cumberland County, Maine. Originally named Saccarappa, the city derived its name from a nearby waterfall.

Initially part of the city of Falmouth until 1814, it subsequently became known as Stroudwater. Eventually, the name was changed to Westbrook, inspired by Colonel Thomas Westbrook, an early settler known for his role as a mill operator and a leader during Father Rale’s War.

In 1871, the community divided into two sections, with one section being incorporated into Portland, while the other formally became Westbrook in 1891.

When planning your visit to Westbrook, consider engaging in the following activities.

1. Admire life at Smiling Hill Farm

If you have ever been curious about agricultural life, including the care and management of farm animals, this is an excellent opportunity to explore.

Visitors can enjoy a relaxed walk around the farm, observing goats, cows, sheep, donkeys, deer, ponies, and chickens.

For families, there are playground tractors and climbing structures for children, culminating the visit with a delightful homemade ice cream.

2. Stroll along the Westbrook River

Dedicate a pleasant afternoon to meandering along the riverbanks, appreciating the picturesque views that feature waterfalls, bridges, and boats in the harbor.

The gently flowing river, combined with a well-maintained walking path, small modern buildings, and friendly locals, creates an inviting atmosphere.

This area offers a harmonious blend of natural beauty and constructed environments, making it a worthwhile destination.

3. Have a beer at the Mast Landing Brewing Company

After your enjoyable river walk, you may find yourself in need of refreshment, and what better way to do so than with a chilled beer?

This local brewing establishment boasts a diverse selection of brews. The tasting room is spacious, and it includes a gaming area.

Visitors can enjoy sports games on television while sampling the various beers; however, it is important to note that food and snacks are not available.

4. Catch a movie at Cinemagic

In instances where the weather is unsuitable for outdoor activities or if you prefer to relax with a film, Cinemagic is an ideal venue.

The theatre is clean, well-organized, and features comfortable seating; it showcases the latest Hollywood productions, with enticing popcorn to complement the experience. To streamline your visit, tickets may be purchased online.

5. Meander through Riverbank Park

This park provides another excellent option for enjoying the outdoors, offering ample scenic trails suitable for individuals of all ages, complete with playgrounds for children.

Visitors can enjoy feeding ducks and may bring their dogs to accompany them in the park. Occasionally, live music adds a delightful ambiance to the experience.

Seating areas, designated picnic tables, and opportunities to simply stroll and appreciate nature are all available.

6. Work out at Maine Warrior Gym

While vacations often lead to indulgent eating and weight gain, balancing culinary enjoyment with physical activity is advisable.

At Maine Warrior Gym, visitors can take part in various fitness classes tailored for all age groups and fitness levels, including a Ninja Warrior obstacle course for those eager to challenge themselves.

7. Take the kids to Peekaboo Children’s Center

This facility is a delightful destination for children, providing a safe, enjoyable, and educational environment with numerous age-appropriate activities.

The establishment maintains high standards of cleanliness, requiring visitors to remove their shoes upon entry. Facilities include art projects, dolls, vehicles, bouncing structures, and more.

Additionally, the center is available for rental for children’s birthday parties and other private events.

8. Have Dinner at Jack’s Thai Cuisine

Although Thai cuisine is not a traditional offering in the Maine area, Jack’s Thai Cuisine is highly regarded by both locals and visitors alike for its fresh and health-conscious menu, featuring locally sourced ingredients.

The dining atmosphere is simple yet inviting, and the flavorful meals receive unanimous acclaim.

Cleanliness and friendly service are priorities, with moderate crowding enhancing the comfort of the experience. Overall, Jack’s Thai Cuisine presents an excellent option for families seeking to try something new.

9. Have Dessert at Black Dinah Chocolatiers

After enjoying your meal at Jack’s Cuisine, indulge in award-winning, handcrafted chocolate truffles available at Black Dinah Chocolatiers, as well as delectable sea salt caramels and other treats.

Their chocolate is sourced from reputable providers in Venezuela and Peru, with other ingredients being fresh and locally produced in Maine. After sampling their delectable offerings, consider acquiring beautifully packaged gifts for friends or family.

Your visit here may necessitate another workout at Maine Warrior Gym to maintain balance.

10. Visit the Portland Museum of Art

This museum is a remarkable destination for the entire family; many deem it one of the finest regional museums in the country, featuring diverse exhibits and collections from both American and European cultures.

With an array of paintings, sculptures, and handicrafts, visitors can spend hours immersed in art. Additionally, the museum provides free tours for educational institutions, alongside family-oriented activities, talks, and films.

The expansive layout invites exploration and engagement with the artworks on display; should you need a break, the café serves coffee, wine, beer, cider, and other refreshments.

11. Wander along the Eastern Promenade

Located in the adjoining city of Portland, this promenade offers splendid views of the ocean, the cityscape, the harbor, along with numerous noteworthy buildings and monuments.

Numerous benches and picnic tables line the path, along with a children’s playground and a dog park for companionship.

For a more breathtaking experience, consider visiting at sunrise or sunset, with the chance to spot local wildlife such as beavers.

12. Climb the Portland Observatory

If the views from the Eastern Promenade are not sufficient for your needs, consider ascending the observatory to gain a panoramic perspective.

This historic tower, standing since the 1800s, previously served to track the passing ships. Now a favored tourist attraction, admission is complimentary. On your climb, take time to appreciate the museum, which includes a wealth of information about both the observatory’s history and Portland’s development.

13. Visit the Maine Narrow Gauge Railroad Company and Museum

After admiring the maritime vessels in Portland harbors, shift your focus to a different type of transportation by visiting this museum, which showcases vintage trains and locomotives, offering rides to guests.

Train enthusiasts will find this museum particularly enticing, while the entire family can enjoy a scenic train ride along Casco Bay, presenting a unique view of Portland and the surrounding ocean.

14. Enjoy more beer at the Shipyard Brewing Company

Now that you are in Portland, exploring the local beer scene is a must. The Shipyard Brewing Company is renowned for its exceptional craft beers and is a family-owned operation.

Having produced over 65 distinctive beer varieties, including several award-winning options, guests can choose from an extensive menu displayed on a large board. Patrons can utilize chalk to indicate their selections on a custom serving tray.

Each beer will be served in sequence, allowing for a tasting experience. The venue also offers pizza and additional snacks to complement the beverages.