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Hiking trails & Routes
United States
Massachusetts
Essex County
Rockport

Gloucester Biking Loop

Hard

2.9

(6)

79

hikers

Gloucester Biking Loop

11:37

44.4km

340m

Hiking

Hike the challenging 27.6-mile Gloucester Biking Loop, gaining 1111 feet in elevation while enjoying coastal views and charming towns.

Last updated: February 26, 2026

Waypoints

A

Start point

Train Station

Get Directions

14.8 km

Beach

Beach

15.6 km

Beach

Beach

3

17.2 km

Little Good Harbor Beach

Highlight • Beach

This smaller beach is peaceful and charming, providing stunning views of the water. The pristine sand and surf-worthy waves make it a popular spot for surfing enthusiasts.

Tip by

4

17.3 km

Good Harbor Beach

Highlight • Beach

A very popular summer destination for a good reason. In my view amount the very best beaches in the state

Tip by

21.0 km

Saratoga Creek

Lake

6

23.2 km

The DeLamater Sanctuary

Highlight • Forest

The DeLamater Sanctuary is a hidden gem in Rockport. There is an easy 1-mile loop that offers a refreshing change of pace from the sea, immersing you in 32 acres …

Tip by

7

25.7 km

Rockport Harbor

Highlight • Settlement

Rockport has miles of lovely beaches, boulder-strewn paths through woods and glades, and that uncommonly magical light that has inspired painters since Winslow Homer.

Tip by

8

25.7 km

Motif Number 1

Highlight • Monument

28.0 km

Beach

Beach

10

30.8 km

On a clear day, in Halibut Point State Park you will be able to see Mount Agamenticus, located 40 miles away in Maine, and the Isles of Shoals off the …

Tip by

11

31.9 km

Folly Cove

Highlight • Beach

Folly Cove is a popular site for scuba diving and a nice place to take a rest or admire as you pass by.

The cove was originally named after the …

Tip by

12

34.3 km

Plum Cove

Highlight • Beach

This small local beach is a beautiful spot to stop and enjoy the bay. It is a particularly nice spot to stop along a longer route, since parking in the …

Tip by

13

37.8 km

Lobster Cove is a beautiful and calm part of Annisquam Harbor. Many boats find shelter here, resting on moorings. The cove is well-protected from rough ocean waves, making it a …

Tip by

14

39.1 km

Goose Cove Reservation

Highlight • Forest

Goose Cove Reservation is a beautiful 29 acre nature reservation on a narrow strip of land between Goose Cove and Goose Cove Reservoir. In the reservation there is a short, …

Tip by

42.6 km

Assembly of God Church

Place Of Worship

B

44.4 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

27.9 km

6.36 km

5.46 km

3.52 km

1.12 km

Surfaces

28.6 km

8.68 km

3.09 km

1.99 km

1.69 km

417 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (50 m)

Lowest point (0 m)

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Weather

Powered by Foreca

Today

Tuesday 30 June

26°C

16°C

28 %

Additional weather tips

Max wind speed: 27.0 km/h

to get more detailed weather forecasts along your route

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Frequently Asked Questions

What is the Gloucester Biking Loop like for hiking?

The Gloucester Biking Loop, while named for biking, can be explored by hikers. It's a challenging route that combines scenic coastal roads with sections that may include multi-use trails. Be aware that portions of the route are on narrow roads shared with cars, so caution is advised. For a more traditional off-road hiking experience, consider exploring the dedicated multi-use mountain biking trails in the Gloucester area, many of which are suitable for hiking.

What is the terrain like on this route?

The terrain is varied. Expect mostly paved surfaces on the coastal road sections, which include small to medium hills. If the route incorporates multi-use trails, you might encounter dirt, pebbles, and more rugged features like rock gardens or climbs, typical of mountain biking trails.

Where can I park to access the Gloucester Biking Loop?

Parking options vary depending on where you choose to start your hike. Popular areas like Good Harbor Beach or near downtown Rockport (for access to Motif Number 1) often have public parking lots, though they may be paid or have time limits, especially during peak season. For specific trailheads if you're exploring multi-use sections, check local park websites like Halibut Point State Park or conservation areas for designated parking.

Is the Gloucester Biking Loop dog-friendly?

Yes, many parts of the Gloucester area, including some multi-use trails and coastal paths, are dog-friendly. However, leash laws are generally enforced, especially in populated areas, beaches, and conservation lands. Always clean up after your pet. Specific rules may apply to certain beaches during peak seasons, so check local regulations if you plan to visit a beach with your dog.

What is the best time of year to hike this loop?

The best time to hike the Gloucester Biking Loop is typically from late spring through early fall (May to October). During these months, the weather is generally pleasant, and all attractions are usually open. Fall offers beautiful foliage, while spring brings blooming flora. Summer can be busy, especially on coastal sections and beaches. Winter hiking is possible but requires appropriate gear for potentially cold and icy conditions.

Do I need a permit or pay an entrance fee for this route?

Generally, no specific permit is required to hike the Gloucester Biking Loop itself, as much of it follows public roads and accessible areas. However, some specific attractions or state parks along the route, such as Halibut Point State Park Quarry and Coastal Views, may have parking fees or entrance fees, especially during peak season. Always check the specific requirements for any points of interest you plan to visit.

What can I see along the Gloucester Biking Loop?

The route offers a wealth of sights. You'll pass stunning beaches like Little Good Harbor Beach, Good Harbor Beach, Folly Cove, and Plum Cove. You'll also encounter natural beauty at The DeLamater Sanctuary and Goose Cove Reservation, and enjoy views of Lobster Cove (Annisquam Harbor). Historic sites include Motif Number 1 in Rockport Harbor, and the impressive Halibut Point State Park Quarry and Coastal Views.

Are there any viewpoints or landmarks along the way?

Absolutely. The entire coastal section of the loop offers inspiring ocean views. Key landmarks include Motif Number 1 in Rockport, the Gloucester Fisherman's Memorial, and the scenic Halibut Point State Park Quarry and Coastal Views. Many of the beaches also provide excellent vantage points for coastal scenery.

Does the trail intersect other well-known paths?

Yes, the route also passes through sections of Nellie's Trail, Art's Trail, Dogtown Road, Annisquam Footbridge, and Old Rail Track. These intersections can offer opportunities to explore different types of terrain or shorten/lengthen your hike.

Are there places to eat or get refreshments near the route?

Yes, both Gloucester and Rockport, which the loop passes through, offer numerous options for food and drink. You'll find cafes, restaurants, and pubs, particularly in the downtown and harbor areas of both towns. It's a great way to refuel and experience the local charm.

Is this route suitable for families with young children?

The full Gloucester Biking Loop, given its length and sections on shared roads, is generally not recommended for families with young children as a complete hiking experience. However, many individual highlights along the route, such as Good Harbor Beach or short, dedicated walking paths within parks like Halibut Point State Park, are very family-friendly for shorter outings.

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