Dog Friendly Activities in Shady Side, MD

There’s 1 dog friendly activity in Shady Side, and 45 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.

Pet Friendly Franklin Point State Park
Franklin Point State Park Franklin Point State Park is pet-friendly. This 477-acre peninsula is nestled among the Chesapeake Bay, Deep Creek and Flag Pond, in scenic southern Anne Arundel County. There's plenty for dog owners to do in this relatively undeveloped part of the state, including enjoying the trails that weave around a variety of marshlands, through forest and field areas along the sandy shoreline. Dogs are allowed to join their owners throughout the park on a leash under six feet. Franklin Point State Park is open every day of the week from sunrise to sunset. See Details
Pet Friendly Watermark Journey - Cruises on the Bay
Watermark Journey - Cruises on the Bay Cruise with your four-legged friend aboard a dog-friendly Watermark Journey - Cruises on the Bay yacht in Annapolis, MD! Friendly, leashed dogs are welcome on most public cruises, except for the following: Fireworks Cruises, Blue Angels & Thunderbirds Cruises, Live Music Cruises including WRNR Rock ‘N River Cruises, and Cruises to Festivals in St. Michaels (WineFest, OysterFest, Watermen’s Festival). Cruise fees vary by person and tour. Fido rides free. See Details
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
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. If your dog gets dirty, take him or her to the Bark 'n' Bean Dog Wash and Coffee Shop, located right next to Quiet Waters Park. See Details
Haunted Harbor Tours Haunted Harbor Tours is a dog-friendly walking tour in Annapolis. Aloysius Martin is the owner and operator and the soul tour guide on the Maiden Voyage Walking Tour. He only tells stories that are confirmed by court records, land records and the archives of newspapers and congress, making the interesting tales even more eerie to hear as you walk the streets together. Dogs get spooked for free, but humans have to pay a $20 ticket price, which is a steal if you like a good scare. The tour is ninety minutes in length and are held at 8pm and 10pm daily. See Details
Sail Selina II Boat Tours Sail Selina II Boat Tours welcomes canine companions! 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 tour group's sailing schedule, rates, and other offerings vary by trip, so dog owners should check its website for further information and to book. See Details
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 Boat Cruises This is a wonderful water tour of historic St. Michaels by water, and it docks right by the Chesapeake Bay Maritime Museum, which is also dog-friendly! We even got to take a photo of our dog, "steering" the ship with his paws on the wheel! We love to take our dog everywhere, and we highly recommend this tour. See Details
Iron Will Woodworks 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." It offers a retail shop, online store, custom building, architectural salvage, wedding rentals, Decor Sourcing, and commercial outfitting, as well as, estate clean outs and barn demo. Iron Will Woodworks brands itself as a very pet-friendly shop that will always welcome Fido with a fresh bowl of water or a bottle to go! Iron Will Woodworks is open Monday through Friday from 10am to 5pm, Saturday from 9am to 6pm, and Sunday from 9am to 5pm. See Details
Muskrat Park Muskrat Park is pet-friendly. Bring your pooch to this waterfront park to enjoy views, walks and more together. Dog owners are reminded to clean up any mess that is left behind. See Details
Downs Memorial Park Dog Beach Located off the perimeter trail in Downs Memorial Park, the Downs Memorial Park Dog Beach is a fantastic place for new dogs to learn to swim or veteran canine swimmers to enjoy some time in the water. Once you and your dog are done with the water fun, leash your pup up for a walk on the more than 5 miles of trails through the park. Downs Park is open 7 days a week from 7:00 a.m. to dusk. See Details
Matapeake Park Dog Beach Matapeake has a public beach with a clubhouse, and a nearby trail that winds around to the dog beach section. The trail itself is a nice short hike for the dog, 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. See Details
Broadneck Dog Park Free dog park surrounded by baseball fields and playgrounds for the kids. There are seperate small dog and large dog parks next to each other. The large dog park is a pretty good size, as large as a big baseball diamond. There is a double entry gate so no dogs can sneak out.

There is a fresh water source nearby and water dishes/buckets provided.

There are also bathrooms close by and trails to walk your dogs on.

Sometimes there are poop bags provided, sometimes there aren't. Bring your own just in case.
See Details
Montpellier Farms Family Park Farm with pumpkin patch, corn maze farm market and other special events.

From FAQ- PETS We do allow friendly and leashed dogs entrance to the park. Dogs must be on a leash at all times. YES, dogs are welcome inside our corn maze as well! Please be mindful of our visitors and guests.
See Details
Chesapeake Bay Maritime Museum The Chesapeake Bay Maritime Museum 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 its grounds during regular business hours, with the exception of festival dates.

Situated on 18 waterfront acres in the historic town of St. Michaels, Maryland, the Museum offers exhibits, demonstrations, boat rides on the Miles River, and annual festivals that celebrate Chesapeake Bay culture, boats, seafood, and history.

The Museum's floating fleet of historic Chesapeake Bay watercraft is the largest in existence and its small boat collection includes crabbing skiffs, workboats, and log canoes. The Museum's working boatyard highlights restoration of the Bay's traditional vessels. The Chesapeake Bay Maritime Museum is a fully accredited member of the American Association of Museums.
See Details
Lyon Distilling Company Lyon Distilling Company is pet-friendly. This micro distillery is located in Saint Michaels, Maryland, just steps from the Chesapeake Bay. The spirits available start with intentionally-sourced raw ingredients, and are truly hand-crafted – mashed, fermented, and double-distilled in small pot stills. Every spirit passes through the hands, and discerning palates, of the LDC team. Lyon Distilling Company is open Monday through Saturday from 11am to 6pm and Sunday from 11am to 4pm. See Details
Salty Paws Annapolis Salty Paws Annapolis in Annapolis, MD, serve dog-approved ice cream, cookies and treats to four-legged customers. Treat your best friend to a delicious scoop of lactose-free ice cream in Maple Bacon, Vanilla, Pumpkin, or Blueberry & Peanut Butter flavors. The doggie bakery offers a perfect selection of irresistible doughnuts, cookies and cake mixes for every pooch. See Details
Broadneck Dog Park Pets love to run off-leash at this fenced dog park, which includes separate areas for large and small dogs. Water available in season and restrooms are nearby. See Details
Washington, Baltimore and Annapolis (WB&A) Trail - PG County The Washington, Baltimore and Annapolis (WB&A) Trail - PG County 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 Bowie! The map below shows a parking area with convenient access to the Washington, Baltimore and Annapolis (WB&A) Trail - PG County. 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
Baltimore and Annapolis Trail Park The Baltimore and Annapolis Trail Park 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 Baltimore and Annapolis Trail Park. 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
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 Stevensville! 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
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
Charisma Clothing Boutique Charisma Clothing Boutique is a dog-friendly shop in St. Michaels, MD, where Fido is welcome to shop alongside of you. This women's boutique carries the latest styles and accessories, and offers sales throughout the year. See Details
Terrapin Nature Park This hidden gem of a park has unlikely access through an industrial/business area. The entrance is gained off Log Canoe Circle. Park in the parking lot and follow the trail. The trail winds around the 270-acre nature park through woodlands, marsh, and tidal ponds. Take one of the side trails off to the left to get to the beach that runs along the shore of the Chesapeake that allows dogs on a leash. The views of the Bay are great and the surroundings tranquil. The beach isn't huge, but Rover will love the romp. See Details