All eventsGroup 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.
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
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
6 AMto 8 AM
Group Ride · Rec · 24 mi ride
Speedy Croissant Women/NB Ride (24)
6 AM · Charles River Wheelers
Cambridge · Minuteman Bikeway Trailhead – Alewife
Group Ride · Rec · 24 mi ride · Charles River Wheelers · Cambridge · Minuteman Bikeway Trailhead – Alewife
Women and nonbinary
6:15 PM
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
Group Ride · Easy · 8 to 16 mi ride · Somerville Cycle & Social · Somerville Community Path behind Republic Fitness, Davis Square
Beginner-friendlyFree
10 AMto 2 PM
Group Ride · Rec · 30 and 40 mi ride
Wednesday Wheelers
10 AM · Charles River Wheelers
Varies Weekly
Group Ride · Rec · 30 and 40 mi ride · 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.
6 PMto 8 PM
Guided Ride · Easy
Meet & Ride at Revolution Hall
6 PM · Meet & Ride
Lexington · Craft Food Halls - Revolution Hall
Guided Ride · Easy · Meet & Ride · Lexington · Craft Food Halls - Revolution Hall
Beginner-friendly
7 AMto 9 AM
Group Ride · Rec · 20 mi ride
Praline Croissant WNB (20)
7 AM · Charles River Wheelers
Cambridge · Minuteman Bikeway Trailhead – Alewife
Group Ride · Rec · 20 mi ride · Charles River Wheelers · Cambridge · Minuteman Bikeway Trailhead – Alewife
Women and nonbinary
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
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
11:30 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
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
6 AMto 8 AM
Group Ride · Rec · 24 mi ride
Speedy Croissant Women/NB Ride (24)
6 AM · Charles River Wheelers
Cambridge · Minuteman Bikeway trailhead, Alewife
Group Ride · Rec · 24 mi ride · Charles River Wheelers · Cambridge · Minuteman Bikeway trailhead, Alewife
Women and nonbinary
6 PM
Group Ride
Crank It Up
6 PM · Landry's
Boston · Landry's
Group Ride · Landry's · Boston · Landry's
6:15 PM
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
Group Ride · Easy · 8 to 16 mi ride · Somerville Cycle & Social · Somerville Community Path behind Republic Fitness, Davis Square
Beginner-friendlyFree
7 PM
Group Ride
Major Taylor in Waltham
7 PM · Waltham Land Trust
Waltham · First Parish Church
Group Ride · Waltham Land Trust · Waltham · First Parish Church
10 AMto 2 PM
Group Ride · Rec · 30 and 40 mi ride
Wednesday Wheelers
10 AM · Charles River Wheelers
Varies Weekly
Group Ride · Rec · 30 and 40 mi ride · Charles River Wheelers · Varies Weekly
6 PMto 8 PM
Guided Ride · Easy
Meet & Ride at Revolution Hall
6 PM · Meet & Ride
Lexington · Craft Food Halls - Revolution Hall
Guided Ride · Easy · Meet & Ride · Lexington · Craft Food Halls - Revolution Hall
Beginner-friendly
7 AMto 9 AM
Group Ride · Rec · 20 mi ride
Praline Croissant WNB (20)
7 AM · Charles River Wheelers
Cambridge · Minuteman Bikeway Trailhead – Alewife
Group Ride · Rec · 20 mi ride · Charles River Wheelers · Cambridge · Minuteman Bikeway Trailhead – Alewife
Women and nonbinary
10 AM
Group Ride · Easy
Butternut Bake House Ride
10 AM · Boston Cafe Bikers
Union Square, Somerville, MA
Group Ride · Easy · Boston Cafe Bikers · Union Square, Somerville, MA
No-dropBeginner-friendly
10 AM
Group Ride · Easy
Thankful for Gracenote
10 AM · Boston Cafe Bikers
Ruggles Station, Boston, MA
Group Ride · Easy · Boston Cafe Bikers · Ruggles Station, Boston, MA
No-dropBeginner-friendly
6 AMto 8 AM
Group Ride · Rec · 24 mi ride
Speedy Croissant Women/NB Ride (24)
6 AM · Charles River Wheelers
Cambridge · Minuteman Bikeway trailhead, Alewife
Group Ride · Rec · 24 mi ride · Charles River Wheelers · Cambridge · Minuteman Bikeway trailhead, Alewife
Women and nonbinary
10 AMto 2 PM
Group Ride · Rec · 30 and 40 mi ride
Wednesday Wheelers
10 AM · Charles River Wheelers
Varies Weekly
Group Ride · Rec · 30 and 40 mi ride · Charles River Wheelers · Varies Weekly
6 PMto 8 PM
Guided Ride · Easy
Meet & Ride at Revolution Hall
6 PM · Meet & Ride
Lexington · Craft Food Halls - Revolution Hall
Guided Ride · Easy · Meet & Ride · Lexington · Craft Food Halls - Revolution Hall
Beginner-friendly
9 AMto 3 PM
Group Ride
Turkey Burner
9 AM · Charles River Wheelers
Waltham · Craft Food Hall
Group Ride · Charles River Wheelers · Waltham · Craft Food Hall
Registration req’d
19 mores on the calendar10 AM
Group Ride · Rec · 29 mi ride
Wednesday Lunch Ride
10 AM · North Shore Cyclists
South Hamilton · 15 Walnut Road
Group Ride · Rec · 29 mi ride · North Shore Cyclists · South Hamilton · 15 Walnut Road
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
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
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
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
10 AM
Group Ride · Rec · 34 mi ride
Wednesday Lunch Ride
10 AM · North Shore Cyclists
Georgetown Park and Ride
Group Ride · Rec · 34 mi ride · North Shore Cyclists · Georgetown Park and Ride
11 AMto 2 PM
Guided Ride · Easy
Leisurely Intergenerational Bike Ride
11 AM · Northampton Senior Services
Northampton Senior Center
Guided Ride · Easy · Northampton Senior Services · Northampton Senior Center
Older adults
11 AM
Guided Ride
Major Taylor Birthday Ride
11 AM · MassBike
Worcester · Major Taylor Museum
Guided Ride · MassBike · Worcester · Major Taylor Museum
Registration req’dOlder adults
10 AMto 1 PM
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
Group Ride · Rec · 31 mi ride · Charles River Wheelers · Concord · Keyes Rd. Public Parking Lot
Registration req’d
10 AM
Group Ride · Rec
Leftovers Loop
10 AM · North Shore Cyclists
Topsfield · MassDOT Parking Area
Group Ride · Rec · North Shore Cyclists · Topsfield · MassDOT Parking Area
Free
10 AM
Group Ride · Rec · 30 and 40 mi ride
Manter - The Chicken Ride
10 AM · North Shore Cyclists
Newbury · Manter Fields
Group Ride · Rec · 30 and 40 mi ride · North Shore Cyclists · Newbury · Manter Fields
See every group ride on the calendar