Community Events · Massachusetts

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walk, or roll.

286 upcoming events across Massachusetts: group rides, e-bike demos, walking tours, transit meetups, talks, civic actions, and festivals, all in one place.

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Spotlight · Community Challenge

Beat the Bay State: walk with Team Green Streets, Nov 1 to 30

November 1 to 30, 2026

Beat the Bay State is WalkMassachusetts's virtual challenge, Nov 1 to 30. Walk anywhere you like. The miles you log on their site move your team along a map of the 900-mile perimeter of Massachusetts, with badges along the way. Green Streets Initiative has a team, and Shift counts your walks for you.

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36 events

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Sunday · November 1

30 days

Community Challenge

Beat the Bay State: walk with Team Green Streets, Nov 1 to 30

Green Streets Initiative with WalkMassachusetts

Wherever you are

Community Challenge · Green Streets Initiative with WalkMassachusetts · Wherever you are

Registration req’d

Sunday · November 8

All day

Walking Tour

Step into History Walking Tour

Lowell National Historical Park

Walking Tour · Lowell National Historical Park

8 AMto 9:30 AM

Walking Tour

Birding at the Arboretum

8 AM · Arnold Arboretum of Harvard University

Boston · In front of the Hunnewell Building

Walking Tour · Arnold Arboretum of Harvard University · Boston · In front of the Hunnewell Building

FreeRegistration req’d

8:30 AMto 1 PM

Walking Tour

Day Event: Walking Tour of Cambridge, MA

8:30 AM · Walk 'N Mass Volkssport Club

Cambridge · microCenter

Walking Tour · Walk 'N Mass Volkssport Club · Cambridge · microCenter

PaidBeginner-friendlyFamily-friendly

8:30 AMto 1 PM

Group Ride · Rec · 38 mi ride

Parkway Cycling Club: Tangerini Farm (38 miles, 12-14 mph)

8:30 AM · Parkway Cycling Club

Parkway YMCA

Group Ride · Rec · 38 mi ride · Parkway Cycling Club · Parkway YMCA

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10 AMto 12:30 PM

Walking Tour

The Cosmic Tree: A Universal Symbol of Life: Ginkgoes and Conifers

10 AM · Arnold Arboretum of Harvard University

Boston · Walter Street Gate

Walking Tour · Arnold Arboretum of Harvard University · Boston · Walter Street Gate

FreeRegistration req’d

10 AMto 3 PM

Group Ride · Rec · 27 or 41 mi ride

Waltham Artists' Ride (41, 27)

10 AM · Charles River Wheelers

Waltham · Embassy Parking Lot, Cooper Street

Group Ride · Rec · 27 or 41 mi ride · Charles River Wheelers · Waltham · Embassy Parking Lot, Cooper Street

Registration req’d

10 AMto 11:30 AM

Walking Tour

Great Oaks - a walking tour

10 AM · Friends of Mount Auburn Cemetery

Mount Auburn Cemetery, 580 Mount Auburn St., Cambridge, 02138, United States

Walking Tour · Friends of Mount Auburn Cemetery · Mount Auburn Cemetery, 580 Mount Auburn St., Cambridge, 02138, United States

FreeRegistration req’dFamily-friendly

10:30 AMto 12 PM

Walking Tour

Horn Pond walk & Pierogi lunch

10:30 AM · Boston Walking Meetup Group

Woburn · Horn Pond Parking Lot

Walking Tour · Boston Walking Meetup Group · Woburn · Horn Pond Parking Lot

Family-friendly

10:30 AM

Group Ride · Rec · 30 and 40 mi ride

Manter - The Chicken Ride

10:30 AM · North Shore Cyclists

Newbury · Manter Fields

Group Ride · Rec · 30 and 40 mi ride · North Shore Cyclists · Newbury · Manter Fields

11 AMto 7 PM

Open Streets

Memorial Drive Recreation Sunday

11 AM · DCR (Department of Conservation & Recreation)

Cambridge · Memorial Drive

Open Streets · DCR (Department of Conservation & Recreation) · Cambridge · Memorial Drive

1 PMto 4 PM

Walking Tour

Explore the North Reservoir Shores of the Fells (Hike for Adults 50+)

1 PM · Culture Eagles

Winchester · N Border Rd Fells Trailhead

Walking Tour · Culture Eagles · Winchester · N Border Rd Fells Trailhead

Older adultsBeginner-friendly

3:15 PMto 5:15 PM

Walking Tour

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 3:15pm EST

3:15 PM · Boston Walking Meetup Group

Aberdeen Ave & Huron Ave, Cambridge, MA 02138

Walking Tour · Boston Walking Meetup Group · Aberdeen Ave & Huron Ave, Cambridge, MA 02138

FreeFamily-friendlyBeginner-friendly

Saturday · November 14

All day

Walking Tour

Step into History Walking Tour

Lowell National Historical Park

Walking Tour · Lowell National Historical Park

All day

Group Ride · Easy

Cranksgiving Worcester

Worcester Earn-A-Bike (WEAB)

Worcester Earn-A-Bike

Group Ride · Easy · Worcester Earn-A-Bike (WEAB) · Worcester Earn-A-Bike

Beginner-friendly

12 AM

Group Ride

Cranksgiving Scavenger Hunt

12 AM · Seven Hills Wheelmen

Worcester Earn-A-Bike

Group Ride · Seven Hills Wheelmen · Worcester Earn-A-Bike

Paid

8 AMto 10 AM

Walking Tour

History Hike of the Blue Hills Reservation

8 AM · Friends of the Blue Hills

Houghton's Pond @ 840 Hillside Street, Milton, MA, 02186

Walking Tour · Friends of the Blue Hills · Houghton's Pond @ 840 Hillside Street, Milton, MA, 02186

Beginner-friendlyRegistration req’d

9:30 AMto 3 PM

Group Ride · Rec · 29 mi ride

Ride Leader Ride (29, 20)

9:30 AM · Charles River Wheelers

Lexington · Revolution Hall

Group Ride · Rec · 29 mi ride · Charles River Wheelers · Lexington · Revolution Hall

9:45 AMto 12:45 PM

Walking Tour

Group walk: Provincetown, MA (10 and 6km Walks)

9:45 AM · Walk 'N Mass Volkssport Club

MacMillan Pier, Provincetown, MA

Walking Tour · Walk 'N Mass Volkssport Club · MacMillan Pier, Provincetown, MA

PaidFamily-friendly

10 AMto 12 PM

Other

Second Saturdays

10 AM · Emerald Necklace Conservancy

Boston · James Michael Curley House

Other · Emerald Necklace Conservancy · Boston · James Michael Curley House

FreeRegistration req’dFamily-friendly

10 AMto 11:30 AM

Walking Tour

NSRWA Walking Club – Hoyt-Hall Preserve in Marshfield

10 AM · North and South Rivers Watershed Association

Walking Tour · North and South Rivers Watershed Association · MA

Registration req’d

10 AMto 12:30 PM

Walking Tour

Nature Walk at Arnold Arboretum

10 AM · Nature Walking Group in Arnold Arboretum

Forest Hill Rd, Boston, MA

Walking Tour · Nature Walking Group in Arnold Arboretum · Forest Hill Rd, Boston, MA

FreeBeginner-friendlyFamily-friendly

10:15 AM

Group Ride · Easy

Elm-Beacon Connector Mini-Ride

10:15 AM · Davis Square Neighborhood Council

Lou Ann David Park

Group Ride · Easy · Davis Square Neighborhood Council · Lou Ann David Park

FreeFamily-friendly

11 AMto 2 PM

Other

Boston Fall Bike Picnic, Social and Food Drive

11 AM · Boston Pedals

Boston · Blackstone Square, South End

Other · Boston Pedals · Boston · Blackstone Square, South End

FreeFree gear

11 AMto 1 PM

Group Ride · Easy

Ramen Ride

11 AM · All Bodies on Bikes Western Mass

Sheldon Field, 26 Old Ferry Rd, Northampton, MA 01060, USA

Group Ride · Easy · All Bodies on Bikes Western Mass · Sheldon Field, 26 Old Ferry Rd, Northampton, MA 01060, USA

Beginner-friendly

11:30 AMto 1 PM

Group Ride · Easy · 10 mi ride

Cannoli Ride

11:30 AM · BU Cycle Kitchen (BUCK)

BU Cycle Kitchen

Group Ride · Easy · 10 mi ride · BU Cycle Kitchen (BUCK) · BU Cycle Kitchen

Beginner-friendlyFree

Sunday · November 15

All day

Walking Tour

Step into History Walking Tour

Lowell National Historical Park

Walking Tour · Lowell National Historical Park

8 AMto 9:59 PM

Walking Tour

Widowwalkers Hikes-11/15/26 Nationals Hiking Day Hike-REGISTRATION FULL

8 AM · Friends of the Blue Hills

Braintree · Widowmaker Brewing

Walking Tour · Friends of the Blue Hills · Braintree · Widowmaker Brewing

PaidBeginner-friendlyRegistration req’d

8 AMto 8 AM

Walking Tour

Everybody Hikes (Co-ed) Led By Evangeline! Wellness Hike in the Blue Hills

8 AM · Friends of the Blue Hills

Houghton's Pond @ 840 Hillside Street, Milton, MA, 02186

Walking Tour · Friends of the Blue Hills · Houghton's Pond @ 840 Hillside Street, Milton, MA, 02186

Registration req’dBeginner-friendly

8:45 AMto 10:45 AM

Walking Tour

Boston Hidden Gems & Special Places (5 and 10 KM walks)

8:45 AM · Walk 'N Mass Volkssport Club

500 Huntington Ave, Boston, MA

Walking Tour · Walk 'N Mass Volkssport Club · 500 Huntington Ave, Boston, MA

PaidFamily-friendly

10 AMto 12 PM

Group Ride · Easy

DeisBikes Social Ride on the Mass Central Rail Trail

10 AM · Deis Bikes (Brandeis University Free Bikeshare)

Waltham · Massell Pond DeisBikes Station, Brandeis University

Group Ride · Easy · Deis Bikes (Brandeis University Free Bikeshare) · Waltham · Massell Pond DeisBikes Station, Brandeis University

FreeBeginner-friendlyStudents

10 AM

Group Ride · Easy

This little figgy rode all the way to Somerville

10 AM · Boston Cafe Bikers

Watertown · Arsenal Yards Bluebikes

Group Ride · Easy · Boston Cafe Bikers · Watertown · Arsenal Yards Bluebikes

No-dropBeginner-friendlyRegistration req’d

12 PM

Guided Ride

Pittsfield World Day of Remembrance

12 PM · Pittsfield Commissioner Ricardo Morales and Berkshire Regional Planning Commission

Pittsfield · Dorothy Amos Park

Guided Ride · Pittsfield Commissioner Ricardo Morales and Berkshire Regional Planning Commission · Pittsfield · Dorothy Amos Park

FreeAdvocacy

12 PMto 2 PM

Walking Tour

Mushroom Hunt

12 PM · Arnold Arboretum of Harvard University

Flora Way Gate (Formerly Bussey St Gate)

Walking Tour · Arnold Arboretum of Harvard University · Flora Way Gate (Formerly Bussey St Gate)

FreeRegistration req’dSold out

1:30 PM

Group Ride

South Coast World Day of Remembrance 2026

1:30 PM · South Coast Places for People

New Bedford · Pope Island's Park

Group Ride · South Coast Places for People · New Bedford · Pope Island's Park

3:15 PMto 5:15 PM

Walking Tour

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 3:15pm EST

3:15 PM · Boston Walking Meetup Group

Aberdeen Ave & Huron Ave, Cambridge, MA 02138

Walking Tour · Boston Walking Meetup Group · Aberdeen Ave & Huron Ave, Cambridge, MA 02138

FreeFamily-friendlyBeginner-friendly

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Live community stats, popular routes, and ways to get involved — town by town.

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Beat the Bay State: walk with Team Green Streets, Nov 1 to 30

November 1 to 30, 2026

Find your next ride, walk, or roll.

Beat the Bay State: walk with Team Green Streets, Nov 1 to 30

Sunday · November 1

Beat the Bay State: walk with Team Green Streets, Nov 1 to 30

Sunday · November 8

Step into History Walking Tour

Birding at the Arboretum

Day Event: Walking Tour of Cambridge, MA

Parkway Cycling Club: Tangerini Farm (38 miles, 12-14 mph)

The Cosmic Tree: A Universal Symbol of Life: Ginkgoes and Conifers

Waltham Artists' Ride (41, 27)

Great Oaks - a walking tour

Horn Pond walk & Pierogi lunch

Manter - The Chicken Ride

Memorial Drive Recreation Sunday

Explore the North Reservoir Shores of the Fells (Hike for Adults 50+)

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 3:15pm EST

Saturday · November 14

Step into History Walking Tour

Cranksgiving Worcester

Cranksgiving Scavenger Hunt

History Hike of the Blue Hills Reservation

Ride Leader Ride (29, 20)

Group walk: Provincetown, MA (10 and 6km Walks)

Second Saturdays

NSRWA Walking Club – Hoyt-Hall Preserve in Marshfield

Nature Walk at Arnold Arboretum

Elm-Beacon Connector Mini-Ride

Boston Fall Bike Picnic, Social and Food Drive

Ramen Ride

Cannoli Ride

Sunday · November 15

Step into History Walking Tour

Widowwalkers Hikes-11/15/26 Nationals Hiking Day Hike-REGISTRATION FULL

Everybody Hikes (Co-ed) Led By Evangeline! Wellness Hike in the Blue Hills

Boston Hidden Gems & Special Places (5 and 10 KM walks)

DeisBikes Social Ride on the Mass Central Rail Trail

This little figgy rode all the way to Somerville

Pittsfield World Day of Remembrance

Mushroom Hunt

South Coast World Day of Remembrance 2026

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 3:15pm EST

See what's happening in your town

Find your next ride, walk, or roll.

Beat the Bay State: walk with Team Green Streets, Nov 1 to 30

Sunday · November 1

Beat the Bay State: walk with Team Green Streets, Nov 1 to 30

Sunday · November 8

Step into History Walking Tour

Birding at the Arboretum

Day Event: Walking Tour of Cambridge, MA

Parkway Cycling Club: Tangerini Farm (38 miles, 12-14 mph)

The Cosmic Tree: A Universal Symbol of Life: Ginkgoes and Conifers

Waltham Artists' Ride (41, 27)

Great Oaks - a walking tour

Horn Pond walk & Pierogi lunch

Manter - The Chicken Ride

Memorial Drive Recreation Sunday

Explore the North Reservoir Shores of the Fells (Hike for Adults 50+)

Weekly Multigroup Community Sunset Walk at Fresh Pond+optional dinner 3:15pm EST

Saturday · November 14

Step into History Walking Tour

Cranksgiving Worcester

Cranksgiving Scavenger Hunt

History Hike of the Blue Hills Reservation

Ride Leader Ride (29, 20)

Group walk: Provincetown, MA (10 and 6km Walks)

Second Saturdays

NSRWA Walking Club – Hoyt-Hall Preserve in Marshfield

Nature Walk at Arnold Arboretum

Elm-Beacon Connector Mini-Ride

Boston Fall Bike Picnic, Social and Food Drive

Ramen Ride

Cannoli Ride

Sunday · November 15

Step into History Walking Tour

Widowwalkers Hikes-11/15/26 Nationals Hiking Day Hike-REGISTRATION FULL

Everybody Hikes (Co-ed) Led By Evangeline! Wellness Hike in the Blue Hills

Boston Hidden Gems & Special Places (5 and 10 KM walks)

DeisBikes Social Ride on the Mass Central Rail Trail

Find your next ride,
walk, or roll.

Find your next ride,
walk, or roll.