Dog-Friendly Activities in Shady Side, MD

There’s 1 dog-friendly activity in Shady Side, and 59 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.

Franklin Point State Park

Shady Side, MD

Franklin Point State Park Franklin Point State Park is a pet-friendly destination in Shady Side, MD. This 477-acre peninsula is nestled among the Chesapeake Bay, Deep Creek and Flag Pond in scenic southern Anne Arundel County. Leashed dogs will enjoy this relatively undeveloped part of the state featuring trails that weave around a variety of marshlands, through forest and field areas along the sandy shoreline. See Details

Quiet Waters Park

Annapolis, MD

Quiet Waters Park Quiet Waters Park in Annapolis, MD offers two off-leash dog parks for your dog's enjoyment as well as a small dog beach. Dogs are also welcome to join you on the park's pet-friendly trails as long as they are leashed. The park holds many events throughout the year, and leashed pets are welcome at many of them. See Details

Watermark Journey - Cruises on the Bay

Annapolis, MD

Watermark Journey - Cruises on the Bay Cruise with your four-legged friend aboard dog-friendly Watermark Journey - Cruises on the Bay in Annapolis, MD. Friendly, leashed dogs are welcome on most public cruises, except for special events, including extended cruises, live music cruises, City Lights Cruise, fireworks cruises, and Blue Angels & Thunderbirds cruises. Fees vary by person and tour, and Fido rides for free. See Details

Eastern Shore Brewing Company

St. Michaels, MD

Eastern Shore Brewing Company Bring Fido for a pint or flight of award-winning beer at the oldest brewery on Maryland's Eastern shore in St. Michaels, MD. Both the inside and outside seating at Eastern Shore Brewing Company is pet friendly. Enjoy year-round favorites like their Back Creek Blonde, or check out one of their seasonal brews on the rotating tap list. See Details

Historic London Town and Gardens

Edgewater, MD

Historic London Town and Gardens The dog-friendly Historic London Town and Gardens in Edgewater, MD, offers visitors the chance to explore history, archaeology, and horticulture throughout more than 20 acres of gardens and buildings. Leashed dogs are welcome to join their humans in exploring most of Historic London Town and Gardens, including the gardens and all the buildings except for William Brown House. See Details

Patriot Cruises

St. Michaels, MD

Patriot Cruises Patriot Cruises offers a pet-friendly water tour of historic St. Michaels, MD. Leashed dogs are welcome to come aboard with you and enjoy the scenery on the water. You can even get a picture of Fido "steering" the ship. The tour docks right by the Chesapeake Bay Maritime Museum, which is also dog friendly. See Details

B&A Trail

Millersville, MD

B&A Trail The B&A 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 Millersville! The map below shows a parking area with convenient access to the B&A 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

Sail Selina II Boat Tours

St. Michaels, MD

Sail Selina II Boat Tours Sail Selina II Boat Tours welcomes canine companions on a pet-friendly cruise in St. Michaels, MD. Sail Selina II asks that pets wear booties or be in a carrier, such as a bag or basket so that the ship's varnished surfaces do not get damaged. There is a $100 fine if Fido gets loose. The sailing schedule, rates and other offerings vary by trip, so dog owners should check its website for further information. See Details

Dog Beach at Matapeake Clubhouse and Beach

Stevensville, MD

Dog Beach at Matapeake Clubhouse and Beach The Dog Beach at Matapeake Clubhouse and Beach in Stevensville, MD features a winding natural surface trail through the woods that ends at the sandy banks of Chesapeake Bay. The trail is a nice short hike for pooches, yet is long enough that it’s adequately separated from the public areas. Dogs can run off leash, retrieve in the water and sniff out the surroundings at this pet-friendly designated beach area. See Details

Montpellier Farms Family Farm Park

Upper Marlboro, MD

Montpellier Farms Family Farm Park Montpellier Farms Family Farm Park is a pet-friendly attraction in Upper Marlboro, MD. Leashed dogs are welcome to enjoy events and festivals on the farm, such as their Sunflower Festival, Fall Festival, family events and more. Fido can help you pick out a pumpkin in the pumpkin patch, browse the farm market and even explore the corn maze with you. See Details

Iron Will Woodworks

St. Michaels, MD

Iron Will Woodworks Leashed dogs are welcome to join their owners at Iron Will Woodworks, which has taken on the challenge of "rebuilding history one piece at a time." This pet-friendly retail shop in St. Michaels, MD offers custom building, architectural salvage, wedding rentals, decor sourcing and commercial outfitting, as well as estate clean outs and barn demo. A fresh bowl of water is available for visiting pooches. See Details

Muskrat Park

St. Michaels, MD

Muskrat Park Bring your pooch to pet-friendly Muskrat Park in St. Michaels, MD. This 0.5-acre waterfront park offers scenic views of the harbor and brick walking paths. Take a peaceful stroll with Fido or have a picnic together on the lawn. Park features also include benches, picnic tables and a gazebo. Dog owners are reminded to clean up any mess that is left behind. See Details

Dog Park at Broadneck Park

Annapolis, MD

Dog Park at Broadneck Park The dog park at Broadneck Park in Annapolis, MD features separate small and large dog areas with a double-gated entry so no dogs can sneak out. There is a fresh water source nearby and water dishes/buckets are provided. There are also bathrooms close by and trails to walk leashed dogs. Bring your own waste bags and remember to clean up after your 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

The Black Dog General Store Annapolis

Annapolis, MD

The Black Dog General Store Annapolis The Black Dog General Store is a pet-friendly retailer in Annapolis, MD. Your leashed four-legged family member can tag along inside while you browse their selection. They offer casual wear, accessories and gifts with their signature dog logo. See Details

Arnaiz Chocolat at St. Michaels

St. Michaels, MD

Arnaiz Chocolat at St. Michaels Well-behaved, leashed dogs are welcome to visit the pet-friendly Arnaiz Chocolat in St. Michaels, MD. This chocolate shop features a range of sweets from hand-cut artisan caramels and old-fashioned nut brittles to english toffee and chocolate bars. See Details

Quiet Waters Dog Beach

Annapolis, MD

Quiet Waters Dog Beach Bring Fido to the pet-friendly Quiet Waters Dog Beach in Annapolis, MD. Your leashed pup is welcome to splash and play in the water, and there's even a dog rinse-off station to get cleaned up when you're done. Please note that there's a small fee to enter. See Details

Chesapeake Bay Maritime Museum

St. Michaels, MD

Chesapeake Bay Maritime Museum The Chesapeake Bay Maritime Museum in St. Michaels, MD is a non-profit organization dedicated to telling the stories of the Chesapeake Bay and the people who have shaped their lives around it. Leashed dogs are allowed on their pet-friendly campus, except during special events and festival dates. Pets aren't permitted inside the museum or any of the exhibition buildings. See Details

Lyon Rum // Windon Distilling Company

St. Michaels, MD

Lyon Rum // Windon Distilling Company Lyon Rum // Windon Distilling Company has a pet-friendly tasting room in St. Michaels, MD. Just steps from the Chesapeake Bay, this micro distillery offers hand-crafted rum with intentionally-sourced raw ingredients that are mashed, fermented and double-distilled in small pot stills. Leashed dogs are welcome to join you while you sample their collection of spirits. See Details

North Beach Boardwalk

North Beach, MD

North Beach Boardwalk North Beach Boardwalk is pet-friendly. Come for a lovely stroll along the boardwalk with your leashed pooch in North Beach, MD. Dogs are welcome to join you as you enjoy the Atlantic views from the boardwalk. Shopping, restaurants and salons are all within walking distance. Don't forget to clean up any mess that is left behind. See Details