Hiking Events and Things to do in Winchester, MA

Walking the Road to Resilience: H.E.R.O. reading of Frederick Douglass
Sat, Sep 19, 11:00 AM
Boston · Frederick Douglass Peace Garden
Walking the Road to Resilience: H.E.R.O. reading of Frederick Douglass
Sat, Sep 19, 11:00 AM
Boston · Frederick Douglass Peace Garden
Grounded in Growth: A Free Monthly Nature Walk with Midwife Kara Mears
Today at 3:00 PM + 1 more
Hamilton · Appleton Farms Grass Rides
Grounded in Growth: A Free Monthly Nature Walk with Midwife Kara Mears
Today at 3:00 PM + 1 more
Hamilton · Appleton Farms Grass Rides
Whitman River Hydro Tour
Sat, Apr 25, 12:00 PM
Westminster · 102 S Ashburnham Rd
Whitman River Hydro Tour
Sat, Apr 25, 12:00 PM
Westminster · 102 S Ashburnham Rd
Going fast
What Monuments Remember — and What They Forget: A Juneteenth Walk
Thu, Jun 18, 6:00 PM
Cambridge · Mount Auburn Cemetery
Going fast
What Monuments Remember — and What They Forget: A Juneteenth Walk
Thu, Jun 18, 6:00 PM
Cambridge · Mount Auburn Cemetery
Going fast
North Fork Wine Tasting & Culinary Tour from Providence
Providence · Gracie's
Going fast
North Fork Wine Tasting & Culinary Tour from Providence
Providence · Gracie's
Greenway Wild Walks: Looking Under Logs
Today at 2:00 PM
Johnston · 15 Goldsmith St
Greenway Wild Walks: Looking Under Logs
Today at 2:00 PM
Johnston · 15 Goldsmith St
Camp Woonasquatucket Week 1 (7/6-7/10)
Smithfield · 5 Waterview Dr
Camp Woonasquatucket Week 1 (7/6-7/10)
Smithfield · 5 Waterview Dr
Tavern Crawl
Sat, Apr 25, 5:00 PM + 58 more
Malden · Idle Hands
Tavern Crawl
Sat, Apr 25, 5:00 PM + 58 more
Malden · Idle Hands
Blazing The Trail: Hats, Heels, Bow Ties, & Blazers Tea 2026
Sat, Apr 18, 11:00 AM
Peabody · Spinelli's Function Facility; Pasta & Pastry Shop
Blazing The Trail: Hats, Heels, Bow Ties, & Blazers Tea 2026
Sat, Apr 18, 11:00 AM
Peabody · Spinelli's Function Facility; Pasta & Pastry Shop
Greenway Wild Walks: Awesome Opossums
Sat, Apr 25, 2:00 PM
Johnston · 15 Goldsmith St
Greenway Wild Walks: Awesome Opossums
Sat, Apr 25, 2:00 PM
Johnston · 15 Goldsmith St
Greenway Wild Walks: Worms and the Compost Cafe
Sat, May 30, 2:00 PM
Johnston · 15 Goldsmith St
Greenway Wild Walks: Worms and the Compost Cafe
Sat, May 30, 2:00 PM
Johnston · 15 Goldsmith St
Wilderness Survival 3: Understanding the Land
Sat, May 30, 9:00 AM + 3 more
Townsend · 12 Dudley Rd
Wilderness Survival 3: Understanding the Land
Sat, May 30, 9:00 AM + 3 more
Townsend · 12 Dudley Rd
Jr Engineering Forge Summer Camp (Age 9-12) Cambridge
Mon, Jun 22, 9:00 AM + 4 more
Cambridge · Guild Hall - Educational Makerspace
Jr Engineering Forge Summer Camp (Age 9-12) Cambridge
Mon, Jun 22, 9:00 AM + 4 more
Cambridge · Guild Hall - Educational Makerspace
Jr Engineering Forge Summer Camp (Age 9-12) Woburn
Mon, Jun 22, 9:00 AM + 4 more
Woburn · Guild Hall - Educational Makerspace
Jr Engineering Forge Summer Camp (Age 9-12) Woburn
Mon, Jun 22, 9:00 AM + 4 more
Woburn · Guild Hall - Educational Makerspace
Christopher Mirabile presents "The Washashore"
Tue, Apr 7, 7:00 PM
Wellesley · Wellesley Books
Christopher Mirabile presents "The Washashore"
Tue, Apr 7, 7:00 PM
Wellesley · Wellesley Books
Greenway Wild Walks: Brilliant Beavers
Sat, Jun 27, 2:00 PM
Johnston · 15 Goldsmith St
Greenway Wild Walks: Brilliant Beavers
Sat, Jun 27, 2:00 PM
Johnston · 15 Goldsmith St
Desert Natural Area Signs of Spring Hike
Tomorrow at 1:00 PM
Marlborough · Desert Natural Area
Desert Natural Area Signs of Spring Hike
Tomorrow at 1:00 PM
Marlborough · Desert Natural Area
Greenway Wild Walks: Totally Turtles
Sat, Jul 25, 2:00 PM
Johnston · 15 Goldsmith St
Greenway Wild Walks: Totally Turtles
Sat, Jul 25, 2:00 PM
Johnston · 15 Goldsmith St
Greenway Wild Walks: Secret of the Squirrels
Sat, Aug 29, 2:00 PM
Johnston · 15 Goldsmith St
Greenway Wild Walks: Secret of the Squirrels
Sat, Aug 29, 2:00 PM
Johnston · 15 Goldsmith St
Special Middle Grade Author Visit with Ellen Crenshaw
Sun, May 3, 1:00 PM
Natick · Ten Trees Books
Special Middle Grade Author Visit with Ellen Crenshaw
Sun, May 3, 1:00 PM
Natick · Ten Trees Books

Trends in Winchester

Explore more trends

Walking the Road to Resilience: H.E.R.O. reading of Frederick Douglass

Walking the Road to Resilience: H.E.R.O. reading of Frederick Douglass

Grounded in Growth: A Free Monthly Nature Walk with Midwife Kara Mears

Grounded in Growth: A Free Monthly Nature Walk with Midwife Kara Mears

Whitman River Hydro Tour

Whitman River Hydro Tour

What Monuments Remember — and What They Forget: A Juneteenth Walk

What Monuments Remember — and What They Forget: A Juneteenth Walk

North Fork Wine Tasting & Culinary Tour from Providence

North Fork Wine Tasting & Culinary Tour from Providence

Greenway Wild Walks: Looking Under Logs

Greenway Wild Walks: Looking Under Logs

Camp Woonasquatucket Week 1 (7/6-7/10)

Camp Woonasquatucket Week 1 (7/6-7/10)

Tavern Crawl

Tavern Crawl

Blazing The Trail: Hats, Heels, Bow Ties, & Blazers Tea 2026

Blazing The Trail: Hats, Heels, Bow Ties, & Blazers Tea 2026

Greenway Wild Walks: Awesome Opossums

Greenway Wild Walks: Awesome Opossums

Greenway Wild Walks: Worms and the Compost Cafe

Greenway Wild Walks: Worms and the Compost Cafe

Wilderness Survival 3: Understanding the Land

Wilderness Survival 3: Understanding the Land

Jr Engineering Forge Summer Camp (Age 9-12) Cambridge

Jr Engineering Forge Summer Camp (Age 9-12) Cambridge

Jr Engineering Forge Summer Camp (Age 9-12) Woburn

Jr Engineering Forge Summer Camp (Age 9-12) Woburn

Christopher Mirabile presents "The Washashore"

Christopher Mirabile presents "The Washashore"

Greenway Wild Walks: Brilliant Beavers

Greenway Wild Walks: Brilliant Beavers

Desert Natural Area Signs of Spring Hike

Desert Natural Area Signs of Spring Hike

Greenway Wild Walks: Totally Turtles

Greenway Wild Walks: Totally Turtles

Greenway Wild Walks: Secret of the Squirrels

Greenway Wild Walks: Secret of the Squirrels

Special Middle Grade Author Visit with Ellen Crenshaw

Special Middle Grade Author Visit with Ellen Crenshaw

Things to do around Winchester

Trends in Winchester

1. Easter brunch

2. Kids

3. Boston

4. Silent auction

5. Gala auction

6. Charity auction

7. Benefit auction

8. March 27th

9. Hiking groups

10. Craft fairs

11. Aleppo shriners auditorium

12. \formaggio kitchen cambridge\