Skip to content

Outdoor activitiesin Westbrook, Maine

Discover outdoor activities in Westbrook with Meetup. Whatever your interest, Meetup helps you connect with like-minded people.

Hiking

Hiking at Bradbury Mountain (Event I - Bradbury Mtn and Beer)

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

21 going
Free
Hiking at Bradbury Mountain (Event I - Bradbury Mtn and Beer)

Tents Gone Wild 2025! Camping Trip

Hosted by: Events Gone Wild

38 going
Free
Tents Gone Wild 2025! Camping Trip

Hiking at the Presumpscot, then food/drinks at Forest City Billiards

Hosted by: The Good Vibes Club: Gen Z and Millennials Looking For Love

3 going
Free
Hiking at the Presumpscot, then food/drinks at Forest City Billiards

Hike Avery peak and West peak

Hosted by: Maine Outdoor Adventure Club (MOAC)

1 going
Free
Hike Avery peak and West peak

Walking

Women's Walk at Scarborough Marsh

Hosted by: Scarborough Land Trust Nature and Farm Events

16 going
Free
Women's Walk at Scarborough Marsh

Fuller Farm Preserve

Hosted by: Women's Nature Walk Fridays

4 going
From $5.00
Fuller Farm Preserve

Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

3 going
Free
Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Paddle the salt marsh in Scarborough.

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

13 going
Free
Paddle the salt marsh in Scarborough.

Running

Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

3 going
Free
Saturday Morning Parkrun/Walk - Shaw Cherry Hill Farm

Documentary Brunch

Hosted by: Random Fun Shenanigans

5 going
Free
Documentary Brunch

Dashing Whippets are moving from Meetup to Yakka: Claim your account by 8/30

Hosted by: Dashing Whippets Running Team

3 going
Free
Dashing Whippets are moving from Meetup to Yakka: Claim your account by 8/30

Old Fashioned Roller Skate

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

14 going
Free
Old Fashioned Roller Skate

Cycling

Old Fashioned Roller Skate

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

14 going
Free
Old Fashioned Roller Skate

Main Light House Ride from South Portland

Hosted by: Greater Boston and New England Area Cycling

6 going
Free
Main Light House Ride from South Portland

Motor Booty Affair at Westbrook's Vallee Square Concert Series

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

14 going
Free
Motor Booty Affair at Westbrook's Vallee Square Concert Series

Social Mixer - Pickleball - All Experience / All Ages

Hosted by: Active/Athletic Singles 40s/50s/60s - Portland-Brunswick

11 going
Free
Social Mixer - Pickleball - All Experience / All Ages