Dog Friendly Activities in Annapolis, MD

There are 12 dog friendly activities in Annapolis. 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 Annapolis.

Watermark Journey - Cruises on the Bay

Annapolis, MD

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

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. 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

Annapolis, MD

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

Broadneck Dog Park

Annapolis, MD

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

Salty Paws Annapolis

Annapolis, MD

Salty Paws Annapolis Salty Paws in Annapolis, MD, serves dog-friendly 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 and peanut butter flavors. The doggie bakery offers a perfect selection of irresistible doughnuts, cookies and cake mixes for every pooch. See Details

Helen Avalynne Tawes Garden

Annapolis, MD

Helen Avalynne Tawes Garden Dogs are allowed to join their owners at Helen Avalynne Tawes Garden. This five-acre garden includes a forest typical of Western Maryland, a stream, and an Eastern Shore peninsula. The barrier-free garden in the park contains pleasant ponds and a raised planter with lots of different plants. You can wander with your pooch around the trails and pathways that weave around the interesting plants that represent much of the life that can be found in the area. Dogs must be on a leash under six feet for the duration of their visit and owners should clean up any mess that they leave behind. Helen Avalynne Tawes Garden is open every day of the week from sunrise to sunset. See Details

Private VIP Sail Annapolis By Water

Annapolis, MD

Private VIP Sail Annapolis By Water 'Private VIP Sail Annapolis By Water' is a pet-friendly Airbnb Experience hosted by Susan. There is no better way to see Annapolis than by the water on this 54 foot sailing yacht. If you're planning on bringing your pooch, make sure you bring a life vest for your dog. The experience lasts 2.5 hours and can accommodate up to 6 guests ages 5 and up. Rates start at $330 per person. See Details

HomeStead Gardens

Annapolis, MD

HomeStead Gardens HomeStead Gardens is a home and garden center that welcomes pets. See Details

Baltimore and Annapolis Trail Park

Annapolis, MD

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 Annapolis! 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

Zachary’s Jewelers

Annapolis, MD

Zachary’s Jewelers Zachary’s Jewelers is pet-friendly. Dogs are welcome inside the store on a leash, while you peruse the cases full of finely crafted jewelry. It might take you some time to explore everything on display, but your pooch will be rewarded for their patience with a delicious dog treat and a refreshing sip of water from the bowl provided. Zachary's Jewelers is open Monday through Saturday from 10am to 6pm and Sunday from 12pm to 5pm. 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

Sandy Point State Park

Annapolis, MD

Sandy Point State Park Dogs are welcome to join their owners at Sandy Point State Park in Annapolis, Maryland. Another Maryland park along the stunning Chesapeake Bay, this one is known for beaches and picnic areas with great views across the water and the coast. The park is also popular among dog walkers because of the numerous trails located here, including the Symbi Trail, starting at one of the picnic areas and leading you through pine forests. There are also four miles of trails that border the Corcoran Tract, where you may find other animals going about their days and a variety of different plant life. 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. If you're planning on bringing your pet with you, make sure they are on a leash and you clean up any mess after them. The park is open from January 1 to October 31 from 7am to sunset and November 1 to December 31 from 7am to 5pm. 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

Worthington Dog Park

Ellicott City, MD

Worthington Dog Park Bring your pet for some off-leash fun at this 2.7-acre fenced dog park. A permit is required for use. Water features are shut off in cold seasons, so bring your own. 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 Boat Cruises

St. Michaels, MD

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

St. Michaels, MD

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

St. Michaels, MD

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

Pasadena, MD

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

Stevensville, MD

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

Montpellier Farms Family Park

Upper Marlboro, MD

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

St. Michaels, MD

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

St. Michaels, MD

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

Broadneck Dog Park

Arnold, MD

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