more stats
5,240 ft
Distance
103 ft
Climb
-60 ft
Descent
00:07:34
Avg time
45 ft
Altitude change
185 ft
Altitude min
249 ft
Altitude max
204 ft
Altitude start
249 ft
Altitude end
0.9%
Grade
-16.8%
Grade max
10.2%
Grade min
2,362 ft
Distance climb
1,010 ft
Distance down
1,693 ft
Distance flat
00:07:34
Avg time

B2 Cross Bailey Details

  • Activities
    • Mountain Bike
    • Horse
    • Hike
    • Trail Running
  • Riding Area
    Bailey
    Sherborn, Massachusetts
  • Difficulty Rating
  • Local Popularity
    70 in Mountain Biking [+]
    • 70 in Trail Running
    • 5 in Hiking
    • 5 in Horseback
  • Global Ranking
    #219971 in Mountain Biking [+]
    • #136398 in Trail Running
    • #131751 in Hiking
    • #26610 in Horseback
  • State Ranking
    #5,398 in Mountain Biking · Massachusetts [+]
    • #4,760 in Trail Running
    • #5,403 in Hiking
    • #758 in Horseback
  • Hiking SAC Scale
    T1 Hiking
  • Trail Type
    Singletrack
  • Bike Type
    XC, Fat
  • Direction
    Both Directions
    Popular In Reverse
  • Climb Difficulty
    Blue
  • Physical Rating
    Moderate
  • Trail Visibility
    Always easy to follow
  • Family Friendly
    Yes
  • Dogs Allowed
    Yes

No community description for B2 Cross Bailey trail has been added yet!

AI Generated Description

B2 Cross Bailey is a 5,240 ft popular blue difficulty family friendly singletrack trail located near Sherborn Massachusetts. This multi-use trail can be used both directions and has a moderate overall physical rating with a 103 ft blue climb. Trail visibility is always easy to follow. On average it takes 7 minutes to complete this trail.

Tags
Family friendly

Local Trail Association

Traditionally Indigenous Territory

Recent Activity on Trail

Past Week
  • 0 rides
  •  
6 Months
  • 5 rides
  • 23 miles avg distance
All
  • 33 rides
  • Last: Oct 29, 2026
c1c2c3c4
January
February
March
April
May
June
July
August
September
October
November
December
update trails status or condition

B2 Cross Bailey Trail Reports

Status:
on Sep 25, 2026
no votes yet
Your vote: 0

view (301)
close
      Directions to b2-cross-bailey trailhead (42.228760, -71.388880)

      Photos

      94 more »
      mtb
      45 |
      Dec 20, 2025 @ 2:21pm
      Dec 20, 2025
      mtb
      35 |
      Dec 20, 2025 @ 2:21pm
      Dec 20, 2025
      report
      mtb
      32 |
      Sep 21, 2026 @ 2:23pm
      Sep 21, 2026
      report
      mtb
      78 |
      Aug 30, 2026 @ 9:27pm
      Aug 30, 2026

      Videos

      no videos have been added for B2 Cross Bailey yet, add a video.

      Routes with this trail

      19 miles • 1,285 ft • 27 •
      This is a draft of a 20 Mile Tour of Sherborn
      24 miles • 1,587 ft • 35 • Loop •
      Loop starting in Holliston. Head out the Charles River Rail Trail and loop around Sherbon on the Bay...

      Reviews / Comments

      No reviews yet, be the first to write a review or ask a question.
      Use trail reports to comment on trail conditions.


      We hope you've been enjoying Trailforks!

      Create a FREE account to view all trail reviews and much more.

      Nearby Trails

      Frequently Asked Questions

      ▼ Where is B2 Cross Bailey located?
      B2 Cross Bailey is located in Bailey, Sherborn, Massachusetts, United States. It is part of the Bailey trail network. The trailhead is located at coordinates 42.22876, -71.38888.
      ▼ How hard is B2 Cross Bailey?
      B2 Cross Bailey is rated as Blue difficulty. The physical rating is Moderate. The average grade is 0.9%. The climb difficulty is rated Blue.
      ▼ What is the elevation gain for B2 Cross Bailey?
      B2 Cross Bailey has 103 ft of elevation gain. The trail has 60 ft of elevation descent. The elevation ranges from 185 ft to 249 ft.
      ▼ Is B2 Cross Bailey a point to point trail?
      B2 Cross Bailey is not a point to point trail. The direction is Both Directions. The trail type is singletrack.
      ▼ How long is B2 Cross Bailey?
      B2 Cross Bailey is 5,240 ft long. The trail type is singletrack.
      ▼ Are dogs allowed on B2 Cross Bailey?
      Yes, dogs are allowed on B2 Cross Bailey. Please keep dogs on a leash where required and clean up after them.
      ▼ When is the best time of year to ride B2 Cross Bailey?
      Based on activity log data, the most popular months to ride B2 Cross Bailey are:
      • September (4 activities)
      • August (3 activities)
      • October (3 activities)
      Check the reports page for current trail conditions.
      ▼ How do I access B2 Cross Bailey? Where is the closest parking trailhead?
      The closest parking and trailhead locations to B2 Cross Bailey are: View all parking locations in the area.
      ▼ How long does it take to ride B2 Cross Bailey?
      Based on recorded activities, it takes an average of 8 minutes to ride B2 Cross Bailey. The trail is 5,240 ft long. Actual times will vary based on fitness level, conditions, and pace. View recent activity logs for more details.
      ▼ How busy is B2 Cross Bailey?
      B2 Cross Bailey is a very popular trail. There have been 258 recorded activities on this trail. The trail has received 301 check-ins. View recent activity on this trail.

      Hit the Trail

      Open in App

      Get this trail on your phone instantly.
      open trail in app

      Download Trail

      Save to wishlist, Garmin & download.
      save the trail

      Find Related Routes

      Find routes and users activities that include this trail.
      find routes for this trail

      You must enter a description before submitting.