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2026 Dog Friendly Fall Fun in the D.C., Maryland and Virginia Area

Posted by Caroline Aro on 09/02/2026

As we make our way through this last heat wave here in Maryland, with fall just around the corner and pumpkin spice everything popping up, we wanted to share some local fall fun for you and your pets in the D.C., Maryland and Virginia DMV area!

A black and white long-haired dog on an elevated Kuranda dog bed, laying on a teal canvas pad outdoors in the fall.

*Be sure to contact each location ahead of time to confirm their most up to date visiting, admission and pet policies.

Montpelier Farms - Fall Festival

When: September 12 - November 8
  • September hours – Saturday 10am - 9pm, Sunday 10am - 6pm
  • October hours – Tuesday through Thursday 10am – 3pm, Friday 5pm – 10pm, Saturday 10am – 10pm, Sunday 10am – 7pm.
  • November hours: Saturday 10am – 9pm and Sunday 10am – 6pm

Where: 1720 North Crain Highway, Upper Marlboro, MD 20772

Admission: Starts at $18.95 early bird pricing through September 4th

Maryland Corn Maze - Dog Weekend

When: November 7 - 8 from 10am – 6pm

Where: 89 Gambrills Road, Gambrills, MD 21054

Admission: $17.95 online

Falling Branch Brewery - PumpkinFest 2026

When: Every Saturday and Sunday, September 19 – October 25 from 11am – 6pm

Where: 825 Highland Road, Street, MD 21154

Admission: Free

Mackintosh Fruit Farm

When:

Farm Market & PYO Hours: Thursday - Saturday 8 AM - 5 PM, Sunday 10 AM - 5 PM

Cider Room Hours: Thursday - Sunday 11AM - 6PM

Where: 1608 Russell Road, Berryville, VA 22611

Admission: None

Councell Farms

When:

General Hours: 9:30AM - 5:30PM

Creamery Hours: 12PM - 5:15PM

Field of Fun Hours: 9:30AM - 5:15PM/p>

Where: 11773 Old Skipton Road, Cordova, MD 21625

Admission: Field of Fun admission is $6.00 per person

Sharp Farm - 10th Annual Dog Days

When: October 31 from 10AM - 5PM

Where: 4003 Jennings Chapel Road, Brookeville, MD 20833

Admission: None







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