Dog Friendly Activities in Shady Side, MD

There’s 1 dog friendly activity in Shady Side, and 51 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 Shady Side.

Sneade's Ace Home Center, Inc.

Owings Mills, MD

Sneade's Ace Home Center, Inc. Sneade's Ace Home Center, Inc. is a pet-friendly hardware store in Owings Mills, MD. This independently-owned retail lumber business welcomes leashed dogs inside with you while you shop for tools, garden supplies and more. See Details

Cross Island Trail

Chester, MD

Cross Island Trail The Cross Island Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Chester! The map below shows a parking area with convenient access to the Cross Island Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com. See Details

Guildford & Company

St. Michaels, MD

Guildford & Company Guildford & Company is a pet-friendly jewelry store in St. Michaels, MD. Leashed pups are welcome inside while their owners peruse gorgeous items on display. They offer custom design, repairs by skilled staff and restoration of antique pieces. See Details

Back Creek Park

St. Michaels, MD

Back Creek Park Located along the St. Michaels Nature Trail, pet-friendly Back Creek Park welcomes Fido to join you at this waterfront destination in St. Michaels, MD. This 0.3-acre park features a pier, a kayak launch ramp, a covered bridge, benches and picnic tables. Enjoy a leashed walk with Fido, and relax on the lawn for an afternoon picnic together. See Details

Capital SUP - Quiet Waters Park

Annapolis, MD

Capital SUP - Quiet Waters Park Capital SUP - Quiet Waters Park in Annapolis, MD is dog friendly. This company rent stand up paddleboards and kayaks which enable Fido to join you for an adventure at Quiet Waters Park. Bringing your canine companion is highly encouraged and lifejackets are available to rent for all four-legged visitors who are out on the water. See Details

Great Frogs Winery

Annapolis, MD

Great Frogs Winery Enjoy a glass of wine with Fido at the dog-friendly Great Frogs Winery in Annapolis, MD. There's a patio and lawn area that you and your pup can enjoy, but it's not covered, so make sure to check the weather before your visit! Dogs are allowed on the property as long as they stay leashed, well behaved, and cleaned up after. When making a reservation for your tasting, make a note you're bringing Fido along, so they can seat you accordingly. Outside food is welcome. See Details

Greenbury Point

Annapolis, MD

Greenbury Point The Greenbury Point walking trail in Annapolis, MD is dog friendly. This property is located near the Naval Academy and along an active shooting range, so be sure to be alert on your walk! The park is closed during active training so check the social media pages for the Naval Academy before planning your trip. The 3-mile walking path is flat and a mixture of sand and stone. You and Fido will enjoy views of the Severn River and the Chesapeake Bay. The recommended starting point is the Nature Center. Dogs must stay leashed while being walked on the trail. See Details

Bell Branch Park

Gambrills, MD

Bell Branch Park Bell Branch Park is a pet-friendly destination in Gambrills, MD. This community park features athletic fields, seasonal restrooms, a playground, a covered picnic area, and a paved walkway. There's also an on-site dog park for off-leash play. Take a stroll with Fido and enjoy a picnic on the lawn, but please remember to leash and clean up after your pets. See Details

Jonas and Anne Catharine Green Park

Annapolis, MD

Jonas and Anne Catharine Green Park Jonas and Anne Catharine Green Park is a dog-friendly recreation space in Annapolis, MD. Two- and four-legged friends can explore this quaint park located along the Severn River. Amenities include a picnic area, a fishing pier, restrooms, and a beach for boat launching. Dogs must be on a leash when visiting the park. See Details

Eastern Neck National Wildlife Refuge

Rock Hall, MD

Eastern Neck National Wildlife Refuge Rock Hall, MD is home to Eastern Neck National Wildlife Refuge. This dog-friendly area welcomes leashed four-legged friends to explore alongside their owners. Keep an eye out when visiting this 2,285-acre refuge, as you just might see one of the over 240 species that inhabit the land. Owners are responsible for cleaning up after their pets. See Details

Watkins Regional Park

Upper Marlboro, MD

Watkins Regional Park Watkins Regional Park is a pet-friendly outdoor recreation area in Upper Marlboro, MD. Parkgoers can bring their pups to explore the walking trails or unwind with a picnic. Other amenities include sports fields, a campground, athletic courts, a miniature train and a playground. Dogs must be leashed during their visit. See Details

Sandy Point State Park

Annapolis, MD

Sandy Point State Park Dogs are welcome to join their owners at Sandy Point State Park in Annapolis, MD. Located along the stunning Chesapeake Bay with beaches, picnic areas and great views, this pet-friendly park is also popular among dog walkers because of the numerous trails located here. Dogs are allowed to join their owners in the day-use areas of the park during the off-season between October 1 to April 30​. Unfortunately, pets are not allowed during the summer months. See Details