Dog Friendly Activities in Middletown, MD

There are 5 dog friendly activities in Middletown, and 65 more nearby. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Middletown.

Hagerstown Dog Park

Hagerstown, MD

Hagerstown Dog Park Hagerstown Dog Park is an off-leash dog park located in the beautiful Fairgrounds Park of Hagerstown, MD. Dogs outside of the fenced area must be on a leash and under the control at all times. All dogs must be wearing a collar with a valid rabies tag. Residents of Washington County must also have a valid license tag per local law. Please discourage excessive barking and digging. See Details

Creek's Edge Winery

Lovettsville, VA

Creek's Edge Winery Creek’s Edge Winery located in historic Taylorstown, Virginia sits along the lovely Catoctin Creek in Northern Virginia’s Loudoun County. Sample an array of award-winning wines. Try traditional and seasonal food menu items, including charcuterie, salads, and sandwiches. Leashed dogs are permitted in outdoor areas. See Details

Paws-N–Pours Wine Tour

Charles Town, WV

Paws-N–Pours Wine Tour Fido is welcome to join you on the Paws-N–Pours Wine Tour at Elite Excursions WV, a tour company based in Charles Town, WV. Enjoy adventuring with your furry friend to pet-friendly wineries, breweries and distilleries on a guided and chauffeured tour. Be sure to call or book your tour online in advance. They service many locations in West Virginia, Virginia and Washington, D.C. See Details

Ballenger Creek Dog Park

Frederick, MD

Ballenger Creek Dog Park Ballenger Creek Dog Park features a small and large dog area for Fido and friends to enjoy some off-leash exercise in Frederick, MD. This well-maintained park on four acres features benches and water. There are also nearby walking trails outside of the fenced area, where you can enjoy a walk with your leashed pup. See Details

Cunningham Falls State Park

Thurmont, MD

Cunningham Falls State Park Cunningham Falls State Park is a dog-friendly destination in Thurmont, MD. Located in the picturesque Catoctin Mountains, the park is split into two different sections: William Houck Area and Manor Area. You can bring Fido with you to many of the campgrounds, on the trails, and in all of the day-use areas if they are on a leash under six feet and all mess is cleaned up after them. Pets are not permitted on the sandy portion of the beach and lake from Memorial Day weekend through Labor Day. See Details

River & Trail Outfitters

Knoxville, MD

River & Trail Outfitters River & Trail Outfitters allows well-behaved pups on select pet-friendly trips in Knoxville, MD. Fido is welcome to join you on the Shenandoah Mellow Tubing, Park and Paddle, and Kayaking on the Potomac. Two and three-day canoe trips are also available. Bring a life vest for your furry friend and communicate with their team to ensure you reserve the correct equipment. See Details

Flying Dog Brewery

Frederick, MD

Flying Dog Brewery Flying Dog Brewery is a pet-friendly spot with craft beer on tap in Frederick, MD. Dogs are welcome to hang on the patio at this brewery where they serve disobedient beers. That's right, your obedient dog can sit by your side while you try a flight of beers that include Double Dog and Snake Dog. They even sell a leash in their shop for Fido to remember his visit. See Details

The National Shrine of Saint Elizabeth Ann Seton

Emmitsburg, MD

The National Shrine of Saint Elizabeth Ann Seton The National Shrine of Saint Elizabeth Ann Seton is a dog-friendly historic site and home of the first American-born saint. Elizabeth was an educator and is known as the founder of the United States of America's Catholic school system. Discover her life and legacy in the guided tours of the cemetery and the Basilica where she's buried. Dogs are not allowed in the museum or inside of the historic homes, but are welcome to walk around the grounds outdoors. See Details

South Mountain State Park

Boonsboro, MD

South Mountain State Park Dogs are welcome to join their owners at pet-friendly South Mountain State Park in Maryland. This 40-mile long multi-use state park weaves through the South Mountain ridge from the Pennsylvania state line to the Potomac River. You are invited to bring your pooch with you to check out the stunning views from overlooks littered around the trails in the park. A popular trail for day hikers and their four-legged companions is Annapolis Rock via Appalachian Trail. This moderately challenging out-and-back trail provides stunning views of Black Rock Cliff and across Greenbrier Lake. See Details

Steinhardt Brewing Company

Frederick, MD

Steinhardt Brewing Company At pet-friendly brewery Steinhardt Brewing in Frederick, MD, they strive to create the best artisan beer possible by combining tradition, creativity and the finest ingredients. See Details

Attaboy Beer

Frederick, MD

Attaboy Beer The outdoor seating in the garage and Beer Garden at Attaboy Beer in Frederick, MD are dog-friendly. This independent brewery brews NEIPAs, IPAs and pales, as well as Belgians and some seasonal fruit beers. They have chips for purchase and welcome outside food. Food trucks on premises most days; check their website for current schedule. See Details

Monocacy Brewing Company

Frederick, MD

Monocacy Brewing Company Monocacy Brewing Company in Frederick, MD is dog-friendly. Fido is welcome to join you for a pint inside the taproom or beside an outdoor table. Sip a bottle of Gose of Althea sour, Brewtus stout, or Riot Rye, with your canine companion in tow. Food trucks are often parked at Monocacy Brewing offering tasty bites to enjoy alongside your favorite brew. See Details

Sky's the Limit

Frederick, MD

Sky's the Limit Pet-friendly Sky's The Limit is an eclectic boutique in downtown Frederick, MD, where Fido is welcome to shop with you for women's clothing, jewelry and gifts. Browse their displays for a new accessory with your leashed pup in tow. See Details

Greenbrier State Park

Boonsboro, MD

Greenbrier State Park Greenbrier State Park is a dog-friendly destination in the Appalachian Mountains of Boonsboro, MD. Pets are allowed in day-use area and lake from the day after Labor Day to the Friday before Memorial Day. ​When the swim ropes are not in the water, dogs are permitted on the sandy portion of the beach. Additionally, leashed pets are allowed in the Cedar and Dogwood camp loops and on trails outside the day-use area. See Details

Dog Park at Black Hill Regional Park

Boyds, MD

Dog Park at Black Hill Regional Park Bring Fido to the dog park at Black Hill Regional Park in Boyds, MD. This area is approximately a half acre in size and is enclosed with a 6-foot chain link fence. This popular meeting spot and exercise area for local dog owners and their canine friends also features over 20 miles of trails outside of the dog park, where leashed dogs are welcome. See Details

Scenic View Orchards

Sabillasville, MD

Scenic View Orchards Scenic View Orchards is a pet-friendly market full of wonderful fruits, veggies, baked and canned goods, and more in Sabillasville, MD. Leashed dogs are welcome to visit and help you pick out some farm-fresh produce. See Details

Black Hill Regional Park

Boyds, MD

Black Hill Regional Park Bring your leashed dog for a hike on over 20 miles of pet-friendly trails at Black Hill Regional Dog Park in Boyds, MD. This regional park, located along Little Seneca Lake, also features picnic shelters, a playground and a half-acre fenced dog park. See Details

Sugarloaf Mountain

Dickerson, MD

Sugarloaf Mountain Leashed pets are welcome on the beautiful trails of the historic and scenic Sugarloaf Mountain in Dickerson, MD. Explore over 15 miles of dog-friendly trails while you observe the local flora and fauna, including oak trees, wildflowers and white-tailed deer. Please note that this area is also home to the timber rattlesnake and the copperhead. See Details

Rock & Roll Graveyard

Frederick, MD

Rock & Roll Graveyard Well-behaved, leashed pets are welcome at Rock & Roll Graveyard in Frederick, MD. This dog-friendly record store buys, sells, and trades new and used cds, lps, cassettes, turntables, tape decks, and stereo equipment. See Details

Dancing Bear Toys and Gifts

Frederick, MD

Dancing Bear Toys and Gifts Dancing Bear Toys and Gifts is a family-owned and operated battery-free toy store in downtown Frederick, MD. Well-behaved, leashed pets are welcome to browse their selection with you at this pet-friendly shop. Art supplies, retro games and vintage toys are available for kids of all ages. See Details