All events

Group bike rides in Boston

Rides anyone can join, around Boston and across Massachusetts, from easy social rides to faster club paces.

56 rides coming up · 44 around Boston

Are they free?
11 of 56 are marked free, 1 charges a fee. The rest don't say, so check the listing.
How fast do they go?
24 easy (social pace, new riders welcome), 23 faster club or gravel rides. Each card shows the level, and the length when the host gives one.
Will I get left behind?
4 rides say no-drop: the group waits, so nobody rides alone. Look for the No-drop tag.
How do I join?
Open a ride, then show up at the start a few minutes early with a bike in working order. 6 ask you to sign up first; their pages link to the form.

Around Boston

Sunday · November 8

2

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 · 27 or 41 mi ride

Waltham Artists' Ride (41, 27)

10 AM · Charles River Wheelers

Waltham · Embassy Parking Lot, Cooper Street

Registration req’d

Tuesday · November 10

2

Group Ride · Rec · 24 mi ride

Speedy Croissant Women/NB Ride (24)

6 AM · Charles River Wheelers

Cambridge · Minuteman Bikeway Trailhead – Alewife

Women and nonbinary

Group Ride · Easy · 8 to 16 mi ride

Somerville Cycle & Social: Ride to Sam Adams Downtown

6:15 PM · Somerville Cycle & Social

Somerville Community Path behind Republic Fitness, Davis Square

Beginner-friendlyFree

Wednesday · November 11

2

Group Ride · Rec · 30 and 40 mi ride

Wednesday Wheelers

10 AM · Charles River Wheelers

Varies Weekly

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Every Thursday, what's coming up that matches:

Group rides · within 25 mi of Boston

Only when something matches. Stop any time from any email.

Guided Ride · Easy

Meet & Ride at Revolution Hall

6 PM · Meet & Ride

Lexington · Craft Food Halls - Revolution Hall

Beginner-friendly

Friday · November 13

1

Group Ride · Rec · 20 mi ride

Praline Croissant WNB (20)

7 AM · Charles River Wheelers

Cambridge · Minuteman Bikeway Trailhead – Alewife

Women and nonbinary

Saturday · November 14

3

Group Ride · Rec · 29 mi ride

Ride Leader Ride (29, 20)

9:30 AM · Charles River Wheelers

Lexington · Revolution Hall

Group Ride · Easy

Elm-Beacon Connector Mini-Ride

10:15 AM · Davis Square Neighborhood Council

Lou Ann David Park

FreeFamily-friendly

Group Ride · Easy · 10 mi ride

Cannoli Ride

11:30 AM · BU Cycle Kitchen (BUCK)

BU Cycle Kitchen

Beginner-friendlyFree

Sunday · November 15

2

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

FreeBeginner-friendlyStudents

Group Ride · Easy

This little figgy rode all the way to Somerville

10 AM · Boston Cafe Bikers

Watertown · Arsenal Yards Bluebikes

No-dropBeginner-friendlyRegistration req’d

Tuesday · November 17

4

Group Ride · Rec · 24 mi ride

Speedy Croissant Women/NB Ride (24)

6 AM · Charles River Wheelers

Cambridge · Minuteman Bikeway trailhead, Alewife

Women and nonbinary

Group Ride

Crank It Up

6 PM · Landry's

Boston · Landry's

Group Ride · Easy · 8 to 16 mi ride

Somerville Cycle & Social: Final Weekly Ride, Esplanade Loop and Aeronaut

6:15 PM · Somerville Cycle & Social

Somerville Community Path behind Republic Fitness, Davis Square

Beginner-friendlyFree

Group Ride

Major Taylor in Waltham

7 PM · Waltham Land Trust

Waltham · First Parish Church

Wednesday · November 18

2

Group Ride · Rec · 30 and 40 mi ride

Wednesday Wheelers

10 AM · Charles River Wheelers

Varies Weekly

Guided Ride · Easy

Meet & Ride at Revolution Hall

6 PM · Meet & Ride

Lexington · Craft Food Halls - Revolution Hall

Beginner-friendly

Friday · November 20

1

Group Ride · Rec · 20 mi ride

Praline Croissant WNB (20)

7 AM · Charles River Wheelers

Cambridge · Minuteman Bikeway Trailhead – Alewife

Women and nonbinary

Saturday · November 21

1

Group Ride · Easy

Butternut Bake House Ride

10 AM · Boston Cafe Bikers

Union Square, Somerville, MA

No-dropBeginner-friendly

Sunday · November 22

1

Group Ride · Easy

Thankful for Gracenote

10 AM · Boston Cafe Bikers

Ruggles Station, Boston, MA

No-dropBeginner-friendly

Tuesday · November 24

1

Group Ride · Rec · 24 mi ride

Speedy Croissant Women/NB Ride (24)

6 AM · Charles River Wheelers

Cambridge · Minuteman Bikeway trailhead, Alewife

Women and nonbinary

Wednesday · November 25

2

Group Ride · Rec · 30 and 40 mi ride

Wednesday Wheelers

10 AM · Charles River Wheelers

Varies Weekly

Guided Ride · Easy

Meet & Ride at Revolution Hall

6 PM · Meet & Ride

Lexington · Craft Food Halls - Revolution Hall

Beginner-friendly

Friday · November 27

1

Group Ride

Turkey Burner

9 AM · Charles River Wheelers

Waltham · Craft Food Hall

Registration req’d
19 mores on the calendar

Elsewhere in Massachusetts

Wednesday · November 11

1

Group Ride · Rec · 29 mi ride

Wednesday Lunch Ride

10 AM · North Shore Cyclists

South Hamilton · 15 Walnut Road

Saturday · November 14

3

Group Ride · Easy

Cranksgiving Worcester

Worcester Earn-A-Bike (WEAB)

Worcester Earn-A-Bike

Beginner-friendly

Group Ride

Cranksgiving Scavenger Hunt

12 AM · Seven Hills Wheelmen

Worcester Earn-A-Bike

Paid

Group Ride · Easy

Ramen Ride

11 AM · All Bodies on Bikes Western Mass

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

Beginner-friendly

Sunday · November 15

2

Guided Ride

Pittsfield World Day of Remembrance

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

Pittsfield · Dorothy Amos Park

FreeAdvocacy

Group Ride

South Coast World Day of Remembrance 2026

1:30 PM · South Coast Places for People

New Bedford · Pope Island's Park

Wednesday · November 18

2

Group Ride · Rec · 34 mi ride

Wednesday Lunch Ride

10 AM · North Shore Cyclists

Georgetown Park and Ride

Guided Ride · Easy

Leisurely Intergenerational Bike Ride

11 AM · Northampton Senior Services

Northampton Senior Center

Older adults

Saturday · November 21

1

Guided Ride

Major Taylor Birthday Ride

11 AM · MassBike

Worcester · Major Taylor Museum

Registration req’dOlder adults

Tuesday · November 24

1

Group Ride · Rec · 31 mi ride

Gravel Tuesday, 2nd Annual Thanksgiving Week Edition - Concord Legs (31 miles)

10 AM · Charles River Wheelers

Concord · Keyes Rd. Public Parking Lot

Registration req’d

Saturday · November 28

1

Group Ride · Rec

Leftovers Loop

10 AM · North Shore Cyclists

Topsfield · MassDOT Parking Area

Free

Friday · December 4

1

Group Ride · Rec · 30 and 40 mi ride

Manter - The Chicken Ride

10 AM · North Shore Cyclists

Newbury · Manter Fields

See every group ride on the calendar