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Routes
Bike touring routes & trails
United States
Massachusetts
Essex County
Gloucester

Gloucester, Eastern Point, Rockport, & Halibut Point State Park loop

Routes
Bike touring routes & trails
United States
Massachusetts
Essex County
Gloucester

Gloucester, Eastern Point, Rockport, & Halibut Point State Park loop

Moderate

2.7

(30)

69

riders

Gloucester, Eastern Point, Rockport, & Halibut Point State Park loop

02:09

36.1km

230m

Cycling

Embark on a moderate touring bicycle adventure along the Cape Ann coastline with the Gloucester, Eastern Point, Rockport, & Halibut Point State Park loop. This 22.4-mile (36.1 km) route, which you can complete in about 2 hours and 9 minutes, offers extensive coastal scenery, featuring rugged granite coastline and panoramic…

Last updated: April 23, 2026

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Temporary access restrictions

Includes segments with temporary access restrictions. Check ahead to confirm restricted segments are open to the public.

After 0 m for 240 m

Waypoints

A

Start point

Parking

Get Directions

1

4.03 km

Rocky Neck Art Colony

Highlight • Settlement

Rocky Neck is a granite promontory . With its scenic views and waterfront buildings, this spit of land measuring less than one square mile has since the early 19th century …

Tip by

2

7.27 km

Eastern Point Lighthouse

Highlight • Monument

This is a beautiful spot with a lighthouse and a bar you can walk out on. You have to pay $10 to park for cars but bikes are free. No …

Tip by

3

21.0 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

4

25.3 km

Halibut Point State Park

Highlight • Natural Monument

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

B

36.1 km

End point

Parking

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Way Types & Surfaces

Way Types

27.5 km

7.81 km

635 m

164 m

Surfaces

26.6 km

8.91 km

372 m

164 m

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Elevation

Elevation

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Weather

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Today

Friday 5 June

29°C

15°C

0 %

Additional weather tips

Max wind speed: 14.0 km/h

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Comments

July 21, 2024,Cape Ann Classic Loop
Just to have something to do I went up to Gloucester late yesterday for the classic loop which I haven't done in a while. I'm not normally there this close to sunset and what a sunset it was! Cape Ann is a national treasure which thankfully goes relatively unrecognized. Astounding beauty at every turn and tons of places that reward …
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Frequently Asked Questions

How long does it typically take to complete the Gloucester, Eastern Point, Rockport, & Halibut Point State Park loop?

Based on tour data, it typically takes around 2 hours and 9 minutes to complete this touring bicycle loop. This duration is for cycling and does not include stops for sightseeing or breaks.

What is the terrain like on this cycling route?

The route is generally on paved surfaces, primarily following Massachusetts Route 127 and 127A. It's characterized by numerous small to medium hills and rolling sections, with less than 10% of the ride on flat land. While no individual grade is overly steep, the constant changes in elevation can be challenging, requiring good fitness.

What kind of scenery and landmarks can I expect to see along the way?

This loop offers extensive coastal scenery, including rugged granite coastline, rocky ledges, and panoramic ocean vistas. You'll pass through vibrant areas like Gloucester's waterfront and charming Rocky Neck Art Colony. Other highlights include the Eastern Point Lighthouse, various beaches (Good Harbor, Pebble, Front, Plum Cove), and the picturesque Rockport Harbor with its iconic Motif #1. The route also provides access to Halibut Point State Park.

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

The route is highly popular, especially during warmer months. To best enjoy the coastal views and avoid extreme weather, late spring (May-June) and early fall (September-October) are generally ideal, offering pleasant temperatures and often clearer skies. Summer can be beautiful but may also bring more vehicular traffic on the coastal roads.

Where can I park to access this cycling route?

Parking is available in Gloucester and Rockport. If you plan to explore Halibut Point State Park, you can park at the park's designated parking area. Cyclists often start their loop from various points within Gloucester or Rockport, utilizing public parking facilities in those towns.

Are there any permits or entrance fees required for this cycling route?

Generally, there are no specific permits or entrance fees required to cycle the public roads that make up this loop. However, if you choose to park at Halibut Point State Park, there may be a parking fee. For current fee information, it's best to check the official Massachusetts DCR website: mass.gov.

Is the Gloucester, Eastern Point, Rockport, & Halibut Point State Park loop dog-friendly?

As this route primarily follows public roads, dogs are generally permitted if kept on a leash and under control, especially in towns. However, specific rules may apply to beaches or certain park areas. For example, while you can cycle to Halibut Point State Park, dogs might have restrictions on the internal walking trails within the park itself. Always check local signage.

Does the route intersect with other trails?

Yes, the route briefly intersects with several smaller paths. You'll encounter sections of the Old Rail Track, Garfield Avenue, Cart Track Drive, Delmater Sanctuary Path, Thomas Road, Annisquam Footbridge, Grassland Trail, Saratoga Creek Foot Bridge, Wetland Trail, Mulligan Drive, Lobster Cove, Old Quarry Road, Atlantic Path, Old Joppa Road, Dog Bar Breakwater Path, Reed's Lane, and the Seasonal Long Beach Foot Bridge.

Are there places to eat or find accommodation along the route?

Yes, both Gloucester and Rockport offer numerous options for dining and accommodation. You'll find cafes, restaurants, and pubs, particularly in the downtown areas and near the harbors. These towns are popular tourist destinations, so there are also various lodging choices available.

What should I know about cycling near Halibut Point State Park?

While the cycling route provides access to Halibut Point State Park, cycling is not permitted on the internal walking trails within the park. You can lock your bike at the parking area and explore the park's walking trails on foot. These trails offer stunning views of a former granite quarry and, on clear days, vistas stretching to distant landmarks like Mount Agamenticus in Maine and the Isles of Shoals off New Hampshire.

Is this cycling route suitable for families with young children?

This route is classified as moderate due to its constant elevation changes and shared roads with vehicular traffic. While no individual grade is unmanageable, the sustained effort and need to navigate traffic on narrow coastal roads might be challenging for young children or inexperienced family riders. It's best suited for cyclists with good fitness and road cycling experience.

Nearby routes

Moderate

5.0

78

Eastern Point & Stage Fort Park loop from Rockport

02:18h

38.4km

220m

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