Top 15 Activities and Attractions in Winslow, Maine

With a historical background dating back to the 17th century, the region that currently comprises Winslow, Maine played a significant part in the establishment of the nation.

Winslow is situated in the south-central part of the state, in close proximity to Boston, and was originally settled by a group of colonists that branched off from the Plymouth Colony.

Thanks to its closeness to the coast and larger urban areas, along with some of the most picturesque and undisturbed inland forests, lakes, and rivers in the region, Winslow presents an ideal launching point for exploring the area.

Below are 15 attractions to experience in and around Winslow.

1. Fort Halifax State Historic Site

Constructed in the mid-18th century, Fort Halifax State Historic Site is located along the banks of the scenic Kennebec River and is recognized as the first structure of its type in the colonies built in the blockhouse style.

The term “blockhouse” designates the simple, square structure that is particularly defensible against adversaries approaching from multiple angles.

Visitors are invited to tour the blockhouse and its fortifications; throughout the tour, numerous plaques and exhibits provide details regarding the historical importance of the site.

This represents an intriguing and affordable insight into history for both adults and children alike.

2. Winslow Homer’s Studio

Winslow Homer is regarded by numerous art enthusiasts and historians as one of the most significant artists in American history.

Born in Boston in 1836, Homer spent much of his adult life in his studio located in nearby Prouts Neck, where he created numerous works for which he is best remembered.

Guided tours of the artist’s home and studio are available; however, they may not be the best option for those traveling with young children.

These tours typically last between two and three hours and may represent a considerable expense.

Additionally, Prouts Neck has very limited parking availability and often attracts large crowds of tourists during the summer months; thus, planning ahead is advisable.

3. Colby College Museum of Art

There is nothing quite like a free attraction that is suitable for the entire family, particularly when vacation funds are being depleted rapidly.

The Colby College Museum of Art stands as one of the largest and most frequented art repositories in the state, even providing complimentary audio tours accessible from the reception area.

The museum houses a permanent collection spanning multiple galleries and offers educational programs tailored for both adults and children.

Colby College, located in Waterville, Maine, invites guests to set aside approximately an hour to enjoy all that it has to offer.

4. Common Street Arts

Located in Waterville, Common Street Arts complements the Colby College Museum of Art.

As suggested by its name, it is more contemporary in style and serves as a platform for emerging artists to develop and exhibit their talents.

Common Street Arts encompasses both a gallery and communal studio, establishing itself as a focal point for artistic activities across various media.

Situated in the Hathaway Creative Center on Water Street, it is an excellent venue for those with an interest in contemporary art that often diverges from more traditional forms.

5. L.C. Bates Museum at Good Will-Hinckley

The site of the L.C. Bates Museum at Good Will-Hinckley was once part of a substantial facility for children who were orphaned or came from abusive environments.

This museum is a hidden gem that is not well known beyond the region; nonetheless, numerous visitors regard it as a highlight of their journey and one of the most unexpected facets of their experience.

It is now registered on the National Register of Historic Places and occupies land previously owned by a distinguished and affluent local family.

The exhibits include an eclectic assortment of globally recognized art and intriguing historical artifacts, such as a stuffed marlin caught by the literary figure Ernest Hemingway.

6. Bigelow Brewing Company

The State of Maine is known for its exceptional microbreweries, and for those who enjoy craft beer, a visit to Bigelow Brewing Company on Hill Road in Skowhegan represents an excellent opportunity to spend a relaxing afternoon or evening.

Featuring homemade, wood-fired pizzas, live entertainment, and an outdoor beer garden, it’s easy to see why this venue is favored by many.

Their beer selections change seasonally, and with a diverse range of styles available, it is highly likely that every patron will discover a brew to suit their palate.

7. Sign of the Sun

Located on Silver Street in Waterville, Sign of the Sun attracts discerning shoppers in search of distinctive items that are not readily found in larger retail chains, thereby supporting the local economy.

From jewelry and gemstones to toys and handcrafted wooden products, this establishment is an ideal location to acquire souvenirs; their items also serve as fantastic gifts and stocking stuffers.

With an area dedicated to sales and clearance items, their friendly staff and competitive pricing encourage repeat visits from customers and their families.

8. Frye Mountain State Game Management Area

Encompassing more than 5,000 acres, the Frye Mountain State Game Management Area is remarkably expansive.

Located near Montville, Maine, it features an array of trails that lead to streams, rivers, and expansive pine and deciduous forests that remain beautiful and serene throughout the year.

These trails cater to various ages and physical abilities; individuals can even approach the summit of Frye Mountain, which stands over 1,000 feet tall.

The area is home to wildlife, including deer and foxes, who are most active during the low light hours of morning and evening.

9. Thomas College

Local colleges and universities serve as valuable community resources that can be leveraged by visitors unsure of how to occupy their time when exploring a new destination.

Founded in 1894, Thomas College in Waterville features a campus that spans over 100 acres, much of which is wooded and borders the Kennebec River.

It is an excellent venue for a leisurely walk, as it boasts a superb library and auditorium that hosts theatrical performances, musical events, and guest lectures throughout the year.

Like many institutions of higher education, Thomas College frequently holds athletic events, many of which are complimentary.

10. Pattee Pond

Merely a few miles beyond the limits of Winslow, Pattee Pond serves as an ideal locale for a morning or afternoon stroll. It is also recognized for its suitability for fishing, particularly among children and novices who appreciate the easily accessible shore and the accommodating fish.

It is essential to note that most game fish tend to be more active on cloudy days and during dusk and dawn.

Furthermore, it is important to be aware that each state has its specific regulations. For those planning to fish, securing a valid fishing license is mandatory, whether one is a Maine resident or visiting from another state.

11. Riverside Farm Restaurant & Wine Market

Featuring breathtaking views of Messalonskee Lake, outstanding cuisine, and an enticing selection of wines, Riverside Farm Restaurant and Wine Market is a favoured destination for food enthusiasts seeking a refined dining experience.

A significant number of their wines are locally sourced, as are the ingredients utilized in a majority of their dishes.

With nearly three decades of operation, this family-owned and operated establishment has garnered a loyal following.

In addition, there is an onsite gift shop filled with handcrafted items, kitchen goods, prepared meals, and delectable baked goods, such as pies and muffins.

12. Lake George Beach State Park

Situated near the towns of Belfast and Augusta, the scenic Lake George Beach State Park is conveniently accessible via Route 3, equipped with ample amenities for outdoor enthusiasts, campers, hikers, and anglers.

The park’s access fee is minimal and provides a variety of recreational activities throughout the year.

Visitors can explore numerous hiking trails that traverse the lake and surrounding forests; during winter months, these trails become ideal for snowshoeing and cross-country skiing.

The sandy beaches make for a perfect destination to spend a summer day enjoying the water and soaking up the sun with friends and family.

13. New England Sports Camps

For families traveling with children and seeking activities to keep them engaged, New England Sports Camps is likely to offer suitable options, regardless of the children’s ages or athletic capabilities.

Located on McGrath Pond Road in Oakland, the camp provides various single and multi-day sports programs led by knowledgeable and enthusiastic coaches.

While many of their offerings occur during the summer months when school is out, courses are also available year-round. Therefore, it is worthwhile to check their schedule in advance.

14. Camden Hills State Park

Situated in Knox County, near the town of Camden, Camden Hills State Park is a public area adjacent to Penobscot Bay.

The park features a variety of trails, with the most frequented leading to an elevated bluff offering panoramic views of the surrounding town, bay, and islands.

While Maine is home to numerous spectacular natural landscapes, many visitors regard the vistas at Camden Hills as among the most breathtaking of their journey; thus, it is advisable to ensure your camera or cellphone is fully charged to capture the scenery.

When weather permits, it is possible to see distant mountain peaks many miles away.

15. Davidson Nature Preserve

Located on Taber Hill Road in Vassalboro, the Davidson Nature Preserve encompasses nearly 100 acres featuring a diverse landscape, including a bog, lake, forests, and blueberry fields.

The surrounding town was established in the late 18th century and boasts several notable historical attractions worth visiting. However, the nature preserve represents the true treasure for nature enthusiasts and lovers of serene landscapes.

During the season, the blueberry fields welcome visitors interested in picking their own fruit, making it a particularly enjoyable activity for families traveling with children.