Jane's Walk: Connecticut

SATURDAY, MAY 2, 2026

Jane’s Walk is a global festival of free, volunteer-led walking conversations inspired by community activist Jane Jacobs, held annually on the first Saturday in May. This day of community engagement encourages people to share stories with their neighborhoods, discover aspects of their communities, and connect with their neighbors. 

2026 Walk Roster:

Bolton: Historic Bolton Center Green

This Jane’s Walk is a flat walkabout that covers less than a half mile around the two town greens. The walk will highlight the 18th and 19th century homes and buildings, especially those that were here during our War of Independence.

Time: 10:30am

Approximate duration: 1-1.5 hours

Start Location: Bolton Town Hall-228 Bolton Center Rd, Bolton

Parking: Park in the parking lot next to the Town Hall or in the spaces behind it. There are parking spaces in front of the Town Hall and the adjacent Bolton Congregational Church. Limited parking around the Monument Green on Hebron Road and Westview Dr and down the beginning of Toomey Road.

Post-walk plans: You have choices! Visit the French Camp # 5 that’s at Bolton Heritage Farm, 266 Bolton Center Road, the Revolutionary War troop encampment is downhill behind the Congregational Church, or the 300 year old Bolton Center Cemetery which features a beautiful eastern vista showing UCONN and the Hop River valley. The group decides which tour that they prefer.

Bridgeport: Jane's Walks Bridgeport

Join us for an insightful and delightful public art walk through our Downtown Bridgeport. The walk explores the neighborhood through the lens of Jane Jacob’s approach to community-led, human-centered design; highlighting the impact of recently installed public artworks on individual places in our neighborhood; and featuring the evolving uses of the historic buildings in our Downtown and the purposes they have served over time.

Time: 10am

Approximate duration: 2 hours

Start Location: Bridgeport DSSD Office, 938 Broad Street

Parking: Street parking

Post-walk plans: The walk concludes at delicious local lunch destination!

Cheshire: Explore the History of Button-Making in the West Main Region

Lead by Agnes Wnuk, the lead historical researcher for Ball & Socket Arts’ and the history of button-making on-site, this walk will begin in Building 3 in the Workshop Gallery to explore the West Main neighborhood centered around Ball & Socket Manufacturing, a button factory that once employed much of Cheshire. Learn more about the industrial history, boarding houses, factory workers, and transportation that powered this region, and what Ball & Socket Arts is doing now with these historic landmarks.

Time: 2:15pm

Approximate duration: 1.5 hours

Start Location: Workshop Gallery of Building 3 at Ball & Socket Arts located at 493 West Main Street, Cheshire

Parking: Ample parking available in the rear lot off Willow Street. Overflow parking available in the municipal trail lots and at Rebellion Group (535 W. Main Street).

Terrain note: The walk will include some hills and will operate rain or shine, please come prepared for the weather. Comfortable walking shoes, a wide-brimmed hat, and water are recommended.

Post walk plans: Treat yourself to ice cream at Sweet Claude’s!

Danbury: Downtown Walk

Beginning at the Railway Museum, this walk will discuss the architecture and plethora of historic locations in downtown Danbury, including the “new” and “old” greens,  the locations from the “Burning of Danbury” and the Syble Ludington statue, the female Paul Revere.

Time: 10am

Approximate duration: 2 hours

Start location: Meet the tour leader at the [world’s tallest] Uncle Sam statue near the Railway Museum

Parking: Available at the Railway Museum,  120 White Street, Danbury

Post-walk plans: Take the opportunity to explore the Railway Museum

Hartford: Discover Cedar Hill - Highlight Tour

Explore Hartford’s rural cemetery with Cedar Hill Cemetery Foundation Director Beverly Lucas. The highlight tour showcases the art, history, and natural beauty that makes this urban oasis so special.

Time: 10am

Approximate duration: 1.5 hours

Start location: The walking tour begins at the flagpole at the end of the entrance drive, 453 Fairfield Ave, Hartford

Parking: Street parking is available

Post-walk plans: After the tour, enjoy light refreshments and a chance to win Cedar Hill-related books

Hartford: Burr Mall: Revolution to Recreation

Join us for a short walk to discover a modern town green in downtown Hartford. The Alfred E. Burr Memorial Mall is an impressive example of mid-century urban renewal done right; it is a public space that puts people first. The mall reflects three key American narratives: the revolutionary spirit of the nation 250 years ago, the enduring tradition of the town green as a democratic public space, and the mid-20th-century modernist vision of urban recreation. As we stroll through the city block, we’ll discover how landscape architecture can transform a street into a communal gathering place, and how public art invites play in the heart of the city. After the walk, pause briefly to draw and discuss with the group.

Time: 11am

Approximate duration: 30-minute walk + 60-90 minutes urban sketching, show and tell at 1 pm. Optional- Mexican lunch at El Pollo Guapo, 26 Front St, Hartford

Starting Location: George Washington plaque at the Wadsworth Atheneum, 600 Main Street, Hartford

Parking: Street parking is available

This walk is accessible, and the route features level, paved pedestrian walkways with curb cuts at street crossings

 

Hartford: The Frog Hollow Bench Walk: Small Interventions, Big City Change

This walk explores Frog Hollow through the lens of public space, transit access, and community-led improvements. Participants will visit locations along Park Street and Main Street where benches have been installed by CT Urbanists and discuss how small-scale interventions can improve dignity, accessibility, and the everyday experience of the city. The walk will also touch on the neighborhood’s history and how these spaces shape community life.

Time: 10am

Approximate duration: 1 hour

Start location: Small plaza at Washington Street & Park Street, Hartford, CT; 41.75769396177013, -72.68257470582203

Parking: Plenty of on-street parking is available nearby

Optional informal extension of the walk west along Park Street to visit additional bench locations

 

Manchester: Historic District Conversation

Join this free community-conversation walk led by Jessee Muñiz-Poland, town board member, and Susan Barlow, town historian, which invites us to discuss our experiences of living and working in Manchester.

Time: 1pm

Approximate duration: 1 hour

Start Location: 146 Hartford Road, Manchester

Parking: Parking lot available at 146 Hartford Rd

Post-walk plans: Visit the History Center!

New Haven: A People's History of the American Revolution as Seen from the New Haven Green

This tour will explore how average New Haveners might have experienced the American Revolution by going beyond the well-known stories (e.g. Powder House Day) and the major personalities (New Haven’s “Big Three” of Roger Sherman, Benedict Arnold and Nathan Hale) to examine the less-heralded contributions of African-American soldiers like Bristol Baker, Irish immigrant soldiers like Edward Maloy, and the critical role of women like Mary Clap Wooster and Rebecca Sherman in caring for the wounded, organizing patriotic activities, and other important wartime functions. We will also discuss the role played by Loyalists in New Haven and their experiences during and after the war. The New Haven Green — with its multi-faceted identity as a locus of spiritual and political activity, a place of churches and taverns and graveyards — provides an ideal canvas for exploring these topics. We will see a wartime hospital on the north side of the Green, make a stop at the Yale University Art Gallery to see a famous history painting, and end at the (still extant!) house of William Pinto, a  soldier of Jewish descent and aide-de-camp to War Governor Jonathan Trumbull who made one of the first copies of the Declaration of Independence to appear in Connecticut.

Time: 12pm

Approximate duration: 1.5-2 hours

Start Location: Flagpole on New Haven Green

Parking: Street parking is available around the Green

Norwich: The Historic Norwichtown Green

Learn about the residents of the historic houses around the Green. They listened to the voices of the Norwich patriots who gathered at the Green to hear the news and respond to the latest British outrage. They watched the militia drill, heard the Sons of Liberty as they gathered to foil the Stamp Act, welcomed Washington and Lafayette as they arrived in town. Tricia Staley, author of Norwich in the American Revolution, will lead the tour and discuss the people and events that made the Norwichtown Green an important part of history for the town and the nation.

Time: 10am

Start Location: Joseph Carpenter Silversmith Shop, 71 East Town St., Norwich

Parking: Available along the Norwichtown Green

Approximate duration: 1 hour

Post-walk plans: There are options! Visit the Joseph Carpenter Silversmith Shop for its opening day; see a clockmaking demonstration by Daniel Burnap; visit Market Day on the Green.

Southington: From the Barnes to the Green: A Southington Walking Tour

Join us for a guided walking tour exploring Southington’s transformation from rural homestead to industrial hub. Beginning at the Barnes Museum, we’ll walk to Factory Square and continue to the Town Green, uncovering the stories, people, and places that shaped the community.

Time: 10am

Approximate duration: 60 to 75 minutes

Start location: The Barnes Museum, 85 North Main Street, Southington

Parking: Available on-site in the rear. Overflow parking at 1 Riccio Way.

Post-walk plans: Participants are welcome to explore the first floor of the Barnes Museum for free!

South Windsor: Lawn Chair Chat

A Jane Jacobs style program for those who like to sit down! Join South Windsor Historical Society for a “Lawn Chair Chat” at South Windsor resident Gary Pitcock’s historic home. Learn the history of this house and the surrounding area and the people who have lived there, from the past to the present.

Time: 10am

Approximate duration: 1.5 hours

Location: 87 Long Hill Road, South Windsor

Bring your own lawn chair! 

Rain date: May 9th

Stamford: Downtown Stamford’s Public Space

Join the Emerson Hall Foundation, the Downtown Special Services District and Historic Neighborhood Preservation for a walk exploring the character and quality of intentional and accidental public and semi-public space in Stamford’s downtown core.

Stamford’s downtown — a multi-layered historic place developed over 386 years – is a modern city rooted in an agrarian settlement. How did fires and evolving modes of transportation, methods of building construction, work, play and shopping trigger changes in land use and growth? Where did people gather then and where do they gather now? How does public space work at present, remember the past, and look to the future?

Time: 10am

Approximate duration: 1.5-2 hours

Start Location: Front lawn, Emerson Hall at the Unitarian-Universalist Congregation of Stamford, 20 Forest Street

Parking: Metered parking available across Forest Street in the municipal Bedford Street Garage

(In case of rain, visit www.emersonhall.org for notice of cancellation)

Stamford: The Phillips Family's Influence in Stamford's Glenbrook Neighborhood

Phillips Milk of Magnesia’s original cobalt blue bottles had “Glenbrook, Conn.” embossed on the front. On our conversational walk we will pass remnants of the family’s influence, such as the factory and so-called “Phillips houses.” We will also invoke memories of things now gone without a trace, such as their landscaped gardens along both sides of the Noroton River. We welcome Stamford residents with stories or mementos to share dating back to the Phillips era in Glenbrook’s history.

Time: 10am

Approximate duration: 1.5 hours

Start Location: Glenbrook Train Station, free parking. Meet near Glenbrook Road entrance

Windham: Revolutionary War Era Windham

Join a walking tour of Revolutionary-era Windham with Historian, Bev York!

Time: 10am

Approximate duration: 45 minutes-1 hour

Start location: Meet at the Windham Inn, 4 Scotland Road, Windham.

Parking: Available at St. Paul’s Episcopal Church – 27 Plains Rd and Windham Center School – 45 North Rd

Post-walk plans: There will be themed activities on the green including a period spinning bee and a replica of a continental soldier’s tent. The Windham Free Library will be open to view the Bacchus carving created by Revolutionary War British POWs . Dr. Hunt’s office (c.1790) will also be open for visitation.

 

Windsor: Civic Life in Action: A Jane’s Walk of Windsor

Learn about the protests, parties, and civic activities that took place in the town center that helped shaped who we are as a community.

Time: 10am

Approximate duration: 1.5 hours

Start location: Tour will start at the Broad Street Green in front of Town Hall

Parking: Available behind Town Hall, 275 Broad St, Windsor

 

 

But wait, there’s more!

Sunday, May 3rd, walks below:

New Haven: The Village Hub, Quinnipiac River Ships to People, Quinnipiac Turnpike to Killingsworth Turnpike

Join local, Rose Bonito, on a walk from New Haven’s Grand Ave Bridge across the Quinnipiac River focusing on the oystering Village and the Pilgrim Church-the center to the activity and action along the Quinnipiac Turnpike to Killingsworth Turnpike.  Could this road lead to freedom for some?

Time: 1pm

Approximate duration: 1 hour

Start Location: Grand Ave Turnbridge, Quinnipiac River District, New Haven

Parking:  Available on Front Street, E Grand Avenue and/or Quinnipiac Avenue

South Windsor: Old Main Street Walk

This 1.5-mile walk explores the East Windsor Hill Historic District, discussing the history and architecture of historic homes and centuries-old cemeteries along the way.

Time: 2pm

Start location: Ellsworth School, 1737 Main St, South Windsor

Parking: Available at Ellsworth School

Post-walk plans: The iconic Colonial Revival Wood Memorial Library and Museum (783 Main St, South Windsor) will host a light reception

Questions? 

Contact Kristen Hopewood at khopewood@preservationct.org 

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