Top 14 Must-Do Activities in Harpswell, Maine | Go Travel Daily

Top 14 Must-Do Activities in Harpswell, Maine

Situated in Cumberland County, Maine, Harpswell is recognized as one of the most picturesque coastal towns, drawing visitors from nearby and far away during the summer season.

The town encompasses a fascinating blend of narrow peninsulas and numerous islands, some of which are linked by bridges connecting Sebascodegan and Orr’s Island and Harpswell Neck.

This area has consistently been a favored destination for nature enthusiasts, artists, photographers, and outdoor adventurers, showcasing breathtaking vistas and significant historical landmarks.

Below are 15 recommended activities in and around Harpswell, Maine.

1. Harpswell Hiking Challenge

Harpswell Hiking Challenge

Due to its coastal setting, Harpswell is home to numerous islands and extensive coastline along Casco Bay and the Atlantic Ocean, offering some of the region’s most challenging and picturesque hiking areas.

For nearly a decade, the town has organized a two-day hiking challenge, featuring eight trails that rotate annually.

The event occurs on the first weekend in June each year, a period when the coastal weather in Maine is typically ideal for outdoor activities.

This event provides an excellent opportunity to enjoy the beautiful landscape while engaging with local residents.

2. Take a Cruise

Source: Bailey Island Maine / facebook

Cruising is among the finest ways to appreciate the rugged and stunning Maine coastline, particularly for those with stable sea legs who are not susceptible to seasickness.

Operated seasonally from late June to early September, Bailey Island cruises visit various remarkable natural and historical sites while providing engaging narration about the landscape’s significance.

The tours navigate through various islands and bays, including a two-hour stop at a well-known lobster and ale house on the island.

Tours depart from Portland in the morning and from Bailey’s Island in the afternoon.

3. Harpswell Historical Society

Harpswell Historical Society

There is no better way to begin your visit to Harpswell than by stopping at the Harpswell Historical Society on Harpswell Neck Road.

This society has operated for over three decades, dedicated to preserving and showcasing the town’s history, economy, and culture.

Open to the public, the site features a small museum, Centennial Hall, and a communal burial area that includes a horse-drawn hearse over a century old.

They provide a range of unique, educational programs and activities throughout the year, most of which are accessible to the public.

4. Old Town Meeting House

Old Town Meeting House

Established in the mid-18th century, the Old Town Meeting House served as a gathering place for residents to discuss important community matters and to hold religious services.

This historic structure is the oldest of its kind in the state, and while it can be seen quickly, it provides history-oriented visitors with a fascinating glimpse into the past.

The meeting house is open for free visits and is situated in the town’s historic district. If the weather permits, consider exploring other nearby attractions on a self-guided tour.

5. Cribstone Bridge

Cribstone Bridge

Officially listed on the National Register of Historic Places in 1975, the Cribstone Bridge links Orr’s Island and Bailey’s Island and was initially constructed in the late 1920s.

The bridge derives its name from the large blocks of Maine granite used to anchor its foundation to the harbor bottom, needed due to the area’s strong tides and persistent waves.

This bridge was an architectural marvel of its time and continues to provide visitors with remarkable views. Both islands mentioned are also worth exploring for their natural beauty, historical importance, and traditional coastal charm.

6. Eagle Island

Eagle Island

Admiral Robert Peary, a renowned explorer known for his North Pole expeditions in the late 1800s, once resided on Eagle Island.

Now a state-owned site open for visitors, this former private residence has been transformed into a museum.

The island features natural trails and beaches; it is accessible via ferry from Seaport, making it a convenient option for visitors without vehicles.

For day visitors, the island serves as a wonderful destination for a leisurely afternoon filled with exploration, hiking, swimming, and admiring its stunning natural beauty and historical sites.

7. Halfway Rock Lighthouse

Halfway Rock Lighthouse

For enthusiasts of lighthouses, New England offers an unparalleled area for exploration.

The region is dotted with lighthouses of various designs, creating a paradise for artists, photographers, and lighthouse enthusiasts alike.

Situated between Capes Elizabeth and Small, Halfway Rock Lighthouse was constructed in the 1870s, with its name reflecting its central location on a small rocky island between the two capes.

Although the lighthouse and island are not accessible to the public, visitors can approach them via several guided boat tours departing from the nearby cape, many of which operate seasonally.

8. Harpswell Community Garden

Harpswell Community Garden

The community of Harpswell has adopted an innovative initiative, transforming an idea into a vibrant public garden that supports local sustenance and provides seasonal, organic fruits and vegetables.

Located on Mitchell Field Road, just off U.S. Route 123, the garden area is town-owned and available to residents on a first-come, first-served basis.

This is an excellent platform for connecting with fellow gardening enthusiasts. Although visitors may not have the opportunity to physically participate in gardening, the site is certainly worth a visit.

If you plan to stay for an extended period, unclaimed plots are open to individuals residing outside the town.

9. Cliff Trail

Harpswell’s Cliff Trail

Winding through diverse landscapes, Harpswell’s Cliff Trail is popular among locals due to its accessibility, seclusion, and breathtaking views.

The trail offers a mix of forest, rocky cliffs, islands, and sweeping ocean vistas, all contained within a relatively small area.

It is of moderate difficulty, and while it may become slippery in certain areas after rain, it remains suitable for most moderately fit hikers, regardless of age.

The trailhead is located at the recycling center and Town Hall, with parking available at both ends. Be vigilant for trail markers attached to trees that might be easily overlooked.

10. Black Sheep Wine and Beer Shop

Black Sheep Wine And Beer Shop

Located on Mountain Road in Harpswell, the Black Sheep Wine and Beer Shop serves as the local retailer for an extensive assortment of quality alcoholic beverages.

While the selection may not encompass widely-known national brands, it does feature a delectable variety of local and regional options across multiple styles.

The shop also offers homemade chocolates, and this pairing can prove delightful, as chocolate harmonizes wonderfully with rich red wines and stouts.

The prices may be slightly higher than those found at local grocery stores, yet the quality and selection justify the added expense.

11. Ark II Charters

Ark II Charters

Bailey Island in Harpswell serves as the departure point for one of the area’s most sought-after boat tours.

Experiencing the coast from a boat is unmatched, and passengers can expect a comprehensive historical narration to complement the natural beauty and historical significance of the sites.

The captain and crew bring decades of combined expertise to the experience. Depending on the season, sightings of seals and other coastal wildlife, such as dolphins and ospreys, may occur.

The tour operates from a robust and safe 30-foot Catalina, and while it is not inexpensive, it may provide one of the most memorable experiences along the Maine coast. Advance reservations are advisable during peak visitation periods.

12. Reid State Park

Source: Photos by Gerald / shutterstock

In the mid-1940s, a generous local individual bequeathed the land that currently constitutes Reid State Park to the state, leading to its establishment as Maine’s first saltwater beach park shortly thereafter.

A brief hike to Griffith Head affords visitors unobstructed vistas of the ocean, coastline, and a lighthouse situated on a nearby harbor island.

The park feature ample beaches, ideal for those wishing to enjoy a day in the sun, sand, and surf.

Beachcombers and shell collectors will find the park’s beaches perfect for leisurely walks during low tide, uncovering unexpected treasures along the shore.

13. Popham Beach State Park

Popham Beach State Park

Another one of the larger beaches in the Harpswell vicinity is Popham Beach, which lies within the confines of the state park sharing its name.

This beach and park provide an ideal environment for coastal exploration, particularly for families with children, due to their expansive open spaces compared to other local beach parks.

Visitors can walk to a small offshore island during low tide, where exposed sandbars and tidal pools teem with interesting crabs and fish, exciting for young adventurers.

The state park is situated in Phippsburg and is less crowded than many other beaches, rendering it a hidden treasure.

14. Giant’s Stairs Trail

Giant’s Stairs Trail

Located in Harpswell, Giant’s Stairs Trail can be challenging to locate for both locals and visitors, and as a result, it typically experiences lower foot traffic.

The trail, primarily composed of gravel, meanders along rocky cliffs that overlook the sea, providing stunning views often complemented by frothy surf and seabirds gliding above. However, the most scenic vantage points are located near rocky edges, which are best approached with caution.

Access to the jagged shoreline is possible, though this is advisable only during low tide due to the area’s sizable and strong waves.

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