Trail Races & Ultramarathons Near Boston, MA

As of October 6, 2026, Crewable lists 25 upcoming trail races and ultramarathons near Boston, MA from October 2026 to June 2027. The next is Dublin Trail 5K and 1M Kids Fun Run on October 10 in Dublin, NH. Registration is open for 11. One advertises prize money.

Updated Oct 5, 2026Sources: UltraSignup, RunSignUp, UTMB, race organizers and race websites

With aid station data

1 aid

Sat, Oct 24in 18 days

Grills Trail Run

Westerly, RI

10 mi10K

Open until Oct 24from $30

11 aid

Sat, May 15, 2027in 7 months

CT123 (200K)

East Thompson, CT

200K100K

2 aid

Sun, Oct 11in 5 days

Arc'Teryx Run Boston

Milton, MA

10K

Open until Oct 11from $20

The Next Loop Endurance Series | New England

1 aid

Sat, Oct 31in 25 days

The Next Loop Endurance Series | New England

Wrentham, MA

50 mi12 hr+1

Closes Oct 9from $90

7 aid

Sat, Oct 10in 4 days

Midstate Massive Ultra Trail

New Ipswitch, NH13,615 ft gain

100 mi50 mi

Closedfrom $112.50

3 aid

Sun, Oct 11in 5 days

Vulcan's Fury Trail Race

Nottingham, NH

Half Marathon5 mi$7,500 purse

Closes Oct 9from $69

Race calendar

October 2026

17 races

Oct10Sat
Dublin Trail 5K and 1M Kids Fun Run
Dublin, NH
5K
Open until Oct 9from $5
Oct10Sat
Midstate Massive Ultra Trail
New Ipswitch, NH13,615 ft gain
100 mi50 mi
Closedfrom $112.50
Oct11Sun
Arc'Teryx Run Boston
Milton, MA
10K
Open until Oct 11from $20
Oct11Sun
Vulcan's Fury Trail Race
Nottingham, NH
Half Marathon5 mi$7,500 purse
Closes Oct 9from $69
Oct17Sat
Ghost Train Trail Races
Brookline, NH300 ft gain
30 hr30 mi
Closed
Oct17Sat
WWII Veterans Memorial Trail Weighted Race
Mansfield, MA
6 hr
Oct24Sat
Dead Last Ultra
Sutton, MA
Backyard Ultra
from $125
Oct24Sat
Grills Trail Run
Westerly, RI
10 mi10K
Open until Oct 24from $30
Oct24Sat
Pumpkin Pacer 5k @ White Barn Farm
Wrentham, MA
5K
Open until Oct 24from $35
Oct24Sat
Womp Romp
Hingham, MA
50K10 mi
Closedfrom $65
Oct25Sun
Granite Gorge Yo-Yo Run.
Keene, NH
5 mi
Open until Oct 23from $40
Oct25Sun
Powisset Farm Trail Run - Fall
Dover, MA
8.6 mi5.6 mi+2
Open until Oct 25from $20
Oct25Sun
Race for the Refuge
Sudbury, MA
6 hr30K+1
Open until Oct 24from $40
Oct25Sun
Run for the Hills
Harvard, MA
5K1 mi
Open until Oct 25from $15
Oct25Sun
The Baystate Dirty Dog Trail Run-Ruck-Walk 5k
Berkley, MA
5K3 mi
Open until Oct 25from $10
Oct31Sat
Holistic Hustle 5K/10K
Kennebunkport, ME
10K5K
Open until Oct 30from $10
Oct31Sat
The Next Loop Endurance Series | New England
Wrentham, MA
50 mi12 hr+1
Closes Oct 9from $90

November 2026

3 races

Nov7Sat
Fall Frolic 4 Miler | 8HR
Hingham, MA
8 hr4 mi
Nov7Sat
The Hamsterwheel
New Boston, NH
30 hr24 hr+2
Nov8Sun
Upton 10.5K and Half Marathon Trail Race
Upton, MA
Half Marathon10.5K
Open until Nov 6from $30

December 2026

1 race

Dec12Sat
Seth's Fat Ass 50K
Springfield, MA
50K

March 2027

1 race

Mar28Sun
Northern Nipmuck Trail Race
Union, CT
16 mi

April 2027

1 race

Apr17Sat
Spring Fever 5K | 5 Mile | 8HR
Hingham, MA
Backyard Ultra8 hr+1

May 2027

1 race

May15Sat
CT123 (200K)
East Thompson, CT
200K100K

June 2027

1 race

Jun12Sat
Last Human Standing - RI
West Greenwich, RI

Quick answers

What is the next trail race or ultramarathon near Boston, MA?

Dublin Trail 5K and 1M Kids Fun Run, on Saturday, October 10, 2026, in Dublin, NH. Distances: 5K.

What is the closest trail race or ultramarathon to Boston?

Run for the Hills in Harvard, MA, about 3 miles from Boston, on October 25, 2026.

How many trail races and ultramarathons near Boston, MA have open registration?

11 of the 25 list registration as open as of October 6, 2026, including Dublin Trail 5K and 1M Kids Fun Run, Arc'Teryx Run Boston and Grills Trail Run.