Dog-Friendly Activities in Chesapeake Beach, MD

There are 37 dog-friendly activities within 40 kilometers of Chesapeake Beach. 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 Chesapeake Beach.

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

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

Calvert Cliffs State Park

Lusby, MD

Calvert Cliffs State Park Calvert Cliffs State Park is a pet-friendly destination in Lusby, MD. Dominated by craggy cliffs and coves, you can take your pooch to explore over 13 miles of trails throughout this scenic park. Don't forget to check out the quarter mile beach along Chesapeake Bay as well, where you may discover some interesting fossils. If Fido finds a bone, it may well be from thousands of years ago. 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

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

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

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

Rosaryville State Park

Upper Marlboro, MD

Rosaryville State Park Rosaryville State Park is a dog-friendly day-use park spanning 982 acres in Upper Marlboro, MD. The centerpiece of the park is the historic Mount Airy Mansion, which is the only area of the park that isn't pet friendly. There are numerous trails that are accessible to dogs and their owners, including some that are paved. Dogs are welcome on a leash as long as all mess is cleaned up after them. There is a park entrance fee, and Maryland State Park passes are accepted. See Details

Whoof on the Wharf

Edgewater, MD

Whoof on the Wharf Check out Whoof on the Wharf, a company in Edgewater, MD, that aims to make outdoor activities more dog friendly. They offer kayak and SUP rentals, and they'll even bring them to you to make everything much smoother. Doggy life jackets are also available. Check out their website to see what other pet-friendly excursions they are currently offering. See Details

Homestead Gardens

Davidsonville, MD

Homestead Gardens Homestead Gardens is a pet-friendly home and garden center in Davidsonville, MD. Your leashed pup is welcome to browse the aisles with you while shopping for annuals, perennials, garden tools and home decor. They also carry a variety of pet food and toys for Fido as well as livestock supplies. See Details

Running Hare Vineyard

Prince Frederick, MD

Running Hare Vineyard Located just outside the Nation's Capital in Prince Frederick, Running Hare Vineyard brings a little piece of Napa and Tuscany to rural Maryland. This functioning farm/brewery is the first of its kind in the state, featuring a host of craft beer and wine that are available to sample. Leashed dogs are welcome on their pet-friendly property, but call ahead to confirm the hours of their outdoor pavilion and beer garden before your visit. 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

Perigeaux Vineyards & Winery

St. Leonard, MD

Perigeaux Vineyards & Winery Perigeaux Vineyards & Winery in St. Leonard, MD is dog-friendly. Fido is welcome to join you beside a table on the deck or lawn. Enjoy a glass of wine or flight and listen to live music played outdoors on Saturdays. See Details

Terrapin Nature Park

Stevensville, MD

Terrapin Nature Park Terrapin Nature Park is a hidden gem with unlikely access through an industrial/business area in Stevensville, MD. This pet-friendly park features a 3.25-mile trail that meanders around the 276-acre nature park through woodlands, marsh and tidal ponds.Take one of the side trails to get to the beach that runs along the shore of the Chesapeake, where dogs are allowed on a leash. See Details

Dog Park at Bell Branch Park

Gambrills, MD

Dog Park at Bell Branch Park The dog park at Bell Branch Park invites Fido to enjoy some off-leash play in Gambrills, MD. The dog park features a small, fenced area for exercising and socializing with other pups. Dogs are also welcome to enjoy the surrounding community park, but they must be on a leash outside of the fenced area. See Details

Grays Road Dog Park

Prince Frederick, MD

Grays Road Dog Park Pets love to play off leash at Grays Road Dog Park in Prince Frederick, MD. This fenced dog park features a separate area for small or timid dogs as well as benches for humans. Restrooms are also available on site. See Details

Flag Ponds Nature Park

Lusby, MD

Flag Ponds Nature Park Flag Ponds Nature Park is dog-friendly. Leashed dogs are welcome at this Natural Resources Park with a beach. For hundreds of years, the forces of nature have reshaped the Chesapeake Bay shoreline of Flag Ponds Nature Park, creating a remarkable variety of natural environments--from the sandy beach to freshwater ponds, to the forested heights of Calvert Cliffs. Today, nature continues to play with the sand, changing the park’s landscape with each tide, each storm, each season.

The park is open Monday-Friday 9am-6pm, Saturday-Sunday 9am-8pm. Admission fees cost $5 in-county, or $8 out of county residents per vehicle. See Details