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Running trails & routes
United States
Connecticut
South Central Connecticut Planning Region
New Haven

Long Wharf and Wooster Square Loop

Moderate

4.7

(9794)

18,084

runners

Long Wharf and Wooster Square Loop

00:54

8.65km

20m

Running

Jog this 5.4-mile (8.6 km) moderate loop through New Haven, combining scenic waterfront views at Long Wharf with the historic charm of Woost

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

2.67 km

Bayview Park

Highlight • Beach

Bayview Park is a 12-acre park on the Long Island Sound with stunning views of the New Haven Harbor. The park has a sandy beach, a playground, a dog park, …

Tip by

2

3.32 km

Long Wharf Trail

Highlight (Segment) • Trail

The Long Wharf Trail is a 1.5-mile paved trail that runs along the Long Island Sound in New Haven. The trail is perfect for a scenic run as it offers stunning views of the harbour and the city skyline.

Tip by

3

6.25 km

Wooster Square

Highlight • Settlement

Wooster Square is a historic neighborhood east of downtown that, although it's named for a Revolutionary War hero David Wooster, is more famous today as the Little Italy of New …

Tip by

4

7.71 km

New Haven Green

Highlight • Historical Site

The New Haven Green is a historic, open, green park in the heart of New Haven. The park is home to a variety of monuments, including the Yale University Old Campus, the Soldiers and Sailors Memorial Arch.

Tip by

B

8.65 km

End point

Parking

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Way Types & Surfaces

Way Types

7.86 km

690 m

< 100 m

< 100 m

< 100 m

Surfaces

4.89 km

2.43 km

690 m

390 m

104 m

102 m

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Elevation

Elevation

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

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Weather

Powered by Foreca

Today

Saturday 6 June

28°C

14°C

27 %

Additional weather tips

Max wind speed: 24.0 km/h

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Frequently Asked Questions

Where can I park to access the Long Wharf and Wooster Square Loop?

Parking is generally available in the areas surrounding Long Wharf and Wooster Square. Since this is an urban route, street parking or public parking lots would be your primary options. Specific parking availability can vary, so it's advisable to check local New Haven parking regulations.

Is the Long Wharf and Wooster Square Loop dog-friendly?

Yes, the route is generally dog-friendly. You'll be jogging through urban parks and streets, so ensure your dog is on a leash and you clean up after them. Specific rules may apply in certain park areas like Bayview Park or Wooster Square, so always be mindful of local signage.

What is the best time of year to jog this route?

Spring and fall offer the most pleasant jogging conditions with mild temperatures. Spring is particularly beautiful around Wooster Square when the cherry blossoms are in bloom. Summer can be warm, but the waterfront section at Long Wharf often provides refreshing breezes. Winter jogging is possible, but be aware of potential ice on paved surfaces.

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

No, there are no permits or entrance fees required to jog the Long Wharf and Wooster Square Loop. It utilizes public streets, parks, and trails within New Haven.

What is the terrain like on this jogging route?

The terrain for this loop is predominantly paved, making it suitable for all skill levels. Both the Long Wharf Trail and the areas around Wooster Square are mostly flat with minimal elevation gain, ideal for an easy to moderate run.

What are the main points of interest along the route?

This route offers a diverse experience. You'll enjoy waterfront views at Bayview Park and along the Long Wharf Trail. The historic Wooster Square neighborhood is known for its charming architecture and famous pizzerias. You'll also pass by New Haven Green, a historic landmark in the city center.

Is this route suitable for beginners?

Yes, this route is very suitable for beginners. Its predominantly flat and paved terrain, combined with a moderate distance of approximately 8.65 km, makes it an accessible and enjoyable jogging experience for those new to running or looking for a relaxed outing.

Are there places to eat or get coffee along the way?

Absolutely! Long Wharf is famous for its concentration of food trucks, offering a wide array of culinary options. The Wooster Square area, known as New Haven's "Little Italy," is home to iconic pizzerias and charming cafes, perfect for a post-jog treat or coffee.

Does the route intersect other well-known paths?

Yes, the route incorporates sections of several other paths. You'll find yourself on parts of the East Coast Greenway (CT), Union Station Bike Route, Vision Trail, Downtown Bike Route, Long Wharf Trail, Harborside Trail, and Sherman's Alley.

What should I bring for a jog on this loop?

For this urban jogging loop, comfortable running shoes, appropriate athletic wear, and a water bottle are recommended. Depending on the weather, consider sunscreen, a hat, or light layers. If you plan to stop for food, bring some cash or a card. A phone for navigation and emergencies is also a good idea.

Are there any safety considerations for jogging this loop?

While generally safe during the day, it's advisable to exercise caution or choose alternative routes if jogging alone at night, particularly in certain urban transitional sections between the waterfront and Wooster Square. Always be aware of your surroundings, especially when crossing streets or in busy areas.

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