Locals Guide to The Bay Bridge Paddle

If you are planning on heading to the Bay to Bridge Paddle in iconic Annapolis this weekend, let’s help you and your tribe fill in the blanks when it comes to getting the most out of your visit to “America’s Sailing Capital.”

We queried the race organizers to get the 4-1-1 on the best local places to keep you fed, geared up and ready to race on Saturday, June 2.

Where to eat

Local favorites include:

Stan & Joe’s Saloon

Chill sports tavern offers American bar bites, game-day specials & a weekend lineup of local bands.
Address: 37 West St, Annapolis, MD 21401

The Point Crab House & Grill

Glass-enclosed casual waterfront eatery offering American fare with Maryland/Chesapeake specialties.
Address: 700 Mill Creek Rd, Arnold, MD 21012

Boatyard Bar & Grill

Vibrant nautical-themed spot for crab, oysters & other seafood, plus burgers, pizza & a full bar.
Address: 400 4th St, Annapolis, MD 21403

Chick & Ruth’s Delly

Lively landmark diner featuring greasy-spoon breakfasts & piled-high sandwiches in kitschy environs.
Address: 165 Main St, Annapolis, MD 21401


Riverfront crab house & deck highlighting Maryland-style seafood specialties in old-school environs.
Address: 458 Forest Beach Rd, Annapolis, MD 21409

Where to stay

Discount rates are available with event partner Country Inn & Suites in Annapolis. It is about nine miles from Sandy Point State Park, approximately a 15 minute drive from the race site. Call 410-571-6700.

Grocery stores

If you need to stock up on proteins, beer, or race weekend “comfort food” chances are these three grocers will have you covered

Fresh Market: Located in: Annapolis Harbour Center

Address: 2504 Solomons Island Rd, Annapolis, MD 21401

Hours: Daily 8:00 am-9:00 pm

Whole Foods: 

Address: 200 Harker Pl #100, Annapolis, MD 21401

Hours: M-S 7:00 am-10:00 pm Closes at 9:00 pm on Sundays

Trader Joes

Address: 160 F, Jennifer Rd, Annapolis, MD 21401

Hours: Daily 8:00 am-9:00 pm

Where to get gear if you forgot something

Need a PFD, want to buy a new paddle, left your hydration pack at home? Vendors will be on site for the race, but you can also check out:

Sunrise SUP

Address: 48 S River Road South, Edgewater, MD 21037

Capital SUP

Address: 808 Boucher Ave, Annapolis, MD 21403

Mantra Fit

Address: 760 Ritchie Hwy N7, Severna Park, MD 21146

East of Maui 

Address: 2444 Solomons Island Rd G, Annapolis, MD 21401

Yoga Studios

SUP yoga at Sunrise SUP, Capital SUP, Mantra Fit.

Traditional yoga at:



Ruah Yoga Studio

Ridgely Retreat

Best running

Great spots to run include:

B&A Trail

Sandy Point State Park

Quiet Waters Park 

Got questions? Check out Charm City Run or the Annapolis Running Shop.

Sightseeing Top 5 places to visit while you’re in Annapolis

Naval Academy

Woodwind Sailing Schooner

Walking tour of Historic downtown Annapolis

William Paca House & Garden


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