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
