Local Pet Friendly Events – September/October 2026

Find the paw-fect outing for you and your furry friend!

Dogs and Wine Gathering – Toby’s Rescue | Saturday, September 19th 3:00-6:00 pm | Urban Winery

2315 Stewart Avenue, Silver Spring, MD 20910 | 301-585-4100.

Come relax with your dog and enjoy delicious local wines.  You don’t have to have rescued a dog through them to attend.  FREE

Dog Days: Lonely Hearts Animal Rescue | Friday, September 18th 5:00-8:00 pm | Linganore Winecellars

13601 Glissans Mill Road, Mt. Airy, MD  21771-8599  |  301-831-5889

All bipeds and quadpeds are invited to come relax with food, music and wine.  Twenty percent of wine purchases are donated to the featured rescue.

Colonial Market & Fair at George Washington’s Mount Vernon | Sat-Sun, September 19th-20th | Mt. Vernon Estate

3200 Mount Vernon Memorial Highway, Mt. Vernon, VA  22121 | 703-780-2000 | Adults $30

Leash up and come experience an 18th Century marketplace with all kinds of amazing artisanal items.

Wiener 500 Dachshund Dash | Saturday, October 3rd 2:00-5:00 pm |  District Wharf

750 Maine Avenue, SW, Washington, DC 20024 | FREE 

Part of Oktoberfest.  Come watch those feisty little dogs race to the finish line without falling over their ears or tiny legs.   Eat, drink and be merry.  There will be splash pools and water bowls for your pup to cool off.

Blessing of the Animals |  Sunday, October 4th 2:00 pm | The National Cathedral | FREE 

3101 Wisconsin Avenue, NW | Washington, DC 20016 | 202-537-6200

Come enjoy one of the church’s biggest and most beloved events of the year and have your pooch blessed.

CHECK BACK LATER FOR MORE OCTOBER AND HOWLOWEEN EVENTS