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The Ultimate Dog-Friendly Guide to Annapolis, Maryland
- Dogs of Charm City
- Aug 8
- 7 min read
Updated: Sep 2
Whether you’re a local looking to add some excitement to your weekend routine or hitting the road with your pup, Annapolis is an amazing dog-friendly waterfront spot for new adventures!
From waterfront walks and pup cups to breweries and boutiques, we’ve rounded up the must-visit dog-friendly places that we know our followers (and beyond!) will love.
Shoutout to our friends at MD Pup Scouts (they’re based in Annapolis for the locals!) for their help putting this list together! If you live in the Annapolis area and looking for trustworthy people to walk, groom, or host a doggy sleepover, they’re the ones! We promise your dog will thank you.
Dog-Friendly Coffee Spots in Annapolis
What’s better than a gooood cup of Joe to kick off your day in Naptown?! Enjoying it with your pet at your side (and a pup cup, of course). Here’s a list of dog-friendly coffee shops that you and your furry companion will love:
Downtown Annapolis Dog-Friendly Coffee Shops
Eastport Dog-Friendly Coffee Shops
Oscar’s Coffee (Their logo is literally a dog! This is a dog-friendly coffee trailer with pup cups!)
West Annapolis & Surrounding Areas Dog-Friendly Coffee Shops
Dog-Friendly Parks, Trails & Waterfront Walks in Annapolis
There are plenty of dog-friendly opportunities to explore Annapolis and get some exercise! Annapolis has such diverse nature experiences across all of its different areas, and it’s fun to branch out and see them all.
Here’s a list of 10+ spots for you and your dog to check out, from park scenes to hiking trails, to walks along the historic Annapolis waterfront:
Downtown Annapolis & Eastport
Jonas and Anne Catharine Green Park
Address: 2001 Baltimore Annapolis Blvd, Annapolis, MD 21409
Leash rules: Dogs must be leased at all times.
What to expect: Scenic views of the Severn River and a fishing pier for a laid-back hangout with your pup.
Downtown Annapolis Waterfront
Address: Downtown Annapolis, MD
Leash rules: Keep your pup on a leash at all times.
What to expect: Waterfront walking, dog-friendly shops, boutiques, and restaurants with dog-friendly patio seating. *Be sure to do your research before visiting. Dog rules vary by business!
West Annapolis & Parole
Quiet Waters Dog Beach & Park
Address: 600 Quiet Waters Park Rd, Annapolis, MD 21403
Leash rules: on-leash walks and off-leash play
What to expect: Dog beach, paved and wooded trails, off-leash dog parks, picnic areas, and water access
Truxton Park
Address: 273 Hilltop Ln, Annapolis, MD 21403
Leash rules: Dogs must be leashed in all areas of the park
What to expect: Wooded trails, boat ramp, open fields, and playgrounds
Broad Creek Park
Address: Off Harry S Truman Pkwy near the MVA/Annapolis Library, Annapolis, MD 21401
Leash rules: Dogs must be leashed in all areas of the park
What to expect: 4.7-mile trail loop, nature viewing, and shaded paths perfect for hotter summer days
South Shore Trail
Address: This trail has two different access points
Millersville Segment: 1681 Millersville Road, Millersville, MD 21108
Parole Segment: Bestgate Road near Medical Parkway, Annapolis, MD 21401
Leash rules: Dogs must be leashed in all areas of the park
What to expect: This trail is made up of two different segments that are a total of 3 miles and are great for leashed walks!
Arnold & Broadneck Peninsula
Broadneck Park
Address: 613 College Parkway, Annapolis, MD 21409
Leash Rules: Your dog must be on a leash with the exception of their fenced-in dog park, which has two separate areas for small and large pups
What to expect: A fun dog park with two separate areas for small and large pups, a 1.4-mile paved walking trail, picnic area and pavilions, and a playground with restrooms
Baltimore & Annapolis (B&A) Trail
Address: Jonas Green Park, 1990 Governor Ritchie Hwy, Annapolis, MD 21409
Leash Rules: Your dog must be leased at all times.
What to expect: 13.3-mile paved rail trail that’s great for walking, biking, and running. This is definitely a scenic route – it passes through parks, neighborhoods, and wooded areas. You’ll also have the chance to check out a few different historical markers!
Edgewater & South County
Loch Haven Park
Address: 3424 Pocahontas Drive, Edgewater, MD 21037
Leash rules: Dogs must be on a leash at all times outside of the designated off-leash dog park areas.
What to expect: Walking trails, a playground, picnic areas, and a fully-fenced, off-leash dog park with separate areas for small and large dogs to keep everyone safe!
Annapolis Waterworks Park
Address: 260 Defense Highway, Annapolis, MD 21401
Leash rules: Dogs must be on a leash at all times.
What to expect: Hiking and bing trails, catch and release fishing, picnic areas. If you’re lucky, you’ll catch a glimpse of Annapolis wildlife (keep that in mind if you’re visiting with your own furry friend.)
Dog-Friendly Restaurants, Breweries & Bars in Annapolis
After a day of sniffing out new trails and soaking up those waterfront views, you and your pup will definitely be ready to refuel with snacks, sips, and lots of belly rubs!
Grab a bite to eat and unwind with a brew or cocktail at one of these dog-friendly joints:
Downtown Annapolis Dog-Friendly Restaurants
Eastport Dog-Friendly Restaurants
Annapolis Neck Dog-Friendly Restaurants
Edgewater Dog-Friendly Restaurants
Arnold & Severna Park Dog-Friendly Restaurants
Plan before you go! While most of these spots are known to welcome dogs, it's always a good idea to call ahead and confirm.
Dog-Friendly Wineries in Annapolis
If you’re looking for a dog-friendly winery within the city limits of Annapolis, there’s only one (really pawesome) option!
Looking for great wine, but don’t want to leave town and don’t need the vineyard vibes? Check out these dog-friendly wine bars in Annapolis:
Curate (More than just a wine bar! This is a bakery, cafe, and bottle shop, too!)
However, if you’re willing to venture out, there are a few wineries within an hour of Annapolis that welcome your pups and offer the perfect pour.
Cascia Vineyard & Winery in Stevensville, MD (20-min drive)
Chesapeake Wine Company in Baltimore, MD (40-min drive)
Penn Oaks Winery in Howard County (45-min drive)
Old Westminster Winery in Westminster, MD (50-min drive)
Treats for You & Your Pup in Annapolis
Dogs deserve sweet treats, too! Here are a few fun spots to treat yourself and your four-legged bestie after a day out in Annapolis. From gelato to pupcakes, these local favorites are known for homemade goods, and, of course...a pup cup or two.
The Red Bean has delicious gelato + dog-friendly options, too!
Blue Crab Cupcakes makes pupcakes for your party pooch (Psst - they require you order ahead.!)
Dog-Friendly Shops & Boutiques in Annapolis
Annapolis is home to several locally loved shops that welcome pups inside, or at least have a treat and a water bowl waiting out front.
For Your Pet
Pet Barn (Stop in at Claudia’s Canine Bakery located inside the store while you’re there!)
For The Hoomans
Dog-Friendly Places to Stay in Annapolis
Annapolis is a city that makes traveling with your pup easy, offering a variety of dog-friendly hotels and inns that welcome four-legged guests with open arms.
Don’t forget to browse local Airbnbs! Many hosts specifically list their homes as dog-friendly, giving you the flexibility of extra space, fenced yards, and a cozy “home away from home” feel that’s perfect for traveling with your pups.
Dog-Friendly Etiquette & Annapolis Travel Tips
Now that you know all of the hot dog-friendly spots in Annapolis, it’s important to understand how to keep your trip fun, safe, and respectful for everyone.
Here are a few things to consider so you can help keep Annapolis welcoming to pups and their people.
Keep your dog leashed in public spaces unless otherwise posted.
BYOWB (Bring Your Own Water Bowl) or ask for a dish at pet-friendly restaurants or coffee shops.
Whatever you do. . . don’t forget the poop bags! Annapolis is dog-friendly because people clean up.
Check the temps before you head out. Summer in Annapolis comes with hot weather. Keep your pups' paws safe and always check the forecast. Early mornings and evenings are best.
Need pet care during your trip to Annapolis?
MD Pup Scouts are fully-insured dog experts who offer daily walks, drop-ins, and overnight sleepovers.
We know how hard it can be to leave your dog with someone new, but trust us...they’ll be in good hands. MD Pup Scouts is locally loved, and just as obsessed with your dog as we are!
Get to know them on Instagram @mdpupscouts. But don't you ever forget about us if you are staying in Baltimore within the Dogs of Charm City service areas...you know we are your pet care people! 😉
...and now you're ready to hit the road! If you discover a new favorite, don’t forget to tell us about it! Tag us @dogsofcharmcity & @mdpupscouts so we can share in on the fun.
We strongly recommend that you visit the website of any business before visiting for the latest hours and policies. Please remember to bring poop bags and pick up after your pet when nature calls. Let's be responsible pet owners so that we can continue visiting these businesses with our dogs for years to come!
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