Best of the Bay 2020

Here are the results of our annual reader poll. We extend our congratulations to all the winners and invite you to visit them in the new year.


Best Asian – Deale Umai Sushi

Best Bagel Shop- Naval Bagels

Best Bakery –Sweet Sue’s Bakery

Best Bang for Your Buck – JesseJay’s

Best Barbecue – West River Pit

Best Breakfast – Driftwood Diner

Best Brunch – Iron Rooster

Best Burger – Happy Harbor

Best Business Lunch- JesseJay’s

Best Catering – The Bell House, Kelly Bell

Best Cheese Shop – Tastings Gourmet Market

Best Coffee Shop – Rise Up

Best Crab Cake – Edgewater Restaurant

Best Crab House – Mike’s Crab House, Riva

Best Crab Soup – Skipper’s Pier, Deale

Best Deli – Giolitti’s

Best Dessert – Main & Market

Best Fine Dining – Lewnes

Best French Restaurant – Cafe Normandie

Best Wait Staff – JesseJay’s

Best Fries- South County Cafe

Best German – Old Stein

Best Greek – Chris’ Charcoal Pit

Best Hoagie/Sub- Capriotti’s

Best Hot Dogs – Pip’s Dock Street Dogs

Best Ice Cream Shop – Shady Side Soft Serve

Best Irish Restaurant/Pub – Killarney House

Best Italian- Mamma Lucia’s

Best Kid Friendly Restaurant– Skipper’s Pier

Best Local Chef- Jessica Rosage (Skipper’s Pier)

Best Mexican Restaurant–JesseJay’s

Best New Restaurant–JesseJay’s

Best Outdoor Dining – El Swampo (outdoor patio at JesseJay’s)

Best Restaurant-JesseJay’s

Best Oyster Bar – Sailor

Best Pizza – Ledo’s

Best Restaurant to Take Out of Town Guests – Skipper’s Pier

Best Romantic Dinner – Lewnes

Best Salad/Salad Bar – Chart House

Best Sandwiches – TIE between South County Cafe & West River Pit

Best Seafood Restaurant-Skipperś Pier

Best Smoothie/Milkshake – TIE between Chick and Ruth’s & Robeks

Best Soft Shell – Mike’s Crab House, Riva

Best Special Occasion Restaurant- Lewnes

Best Steakhouse – Lewnes

Best Sushi- Umai Sushi, Deale

Best Takeout-JesseJay’s

Best Vegetarian – Lemongrass

Best Waterside Dining-Skipper’s Pier

Best Wings- Adams


Best Acupuncture– Edgewater Acupuncture

Best Aesthetician/Facials- Ali Dohne, Charlie Rae Skincare

Best Chiropractor- Dr. Jon Holtzman, Annapolis Chiropractic

Best Day Spa  —  3-WAY-TIE Robert Andrew; Jacqueline Morgan Day Spa; About Faces

Best Dentist – Churchton Dental

Best Dermatology — Annapolis Dermatology

Best Eyewear – Brilliant Eye Center

Best General Practitioner – Dr. Terry Everhart, South River Family Medicine

Best Health Club/Gym — Chesapeake Health & Fitness, Deale

Best Hair Stylist — Grace Booker, The Hair Studio, Deale

Best Hair Removal Service – Charlie Rae Skincare, Deale

Best Holistic Health Provider- Edgewater Acupuncture

Best Manicure/Pedicure — Tina Bowen Wellness

Best Massage Therapist – Donna Bagatti

Best Pediatrician(s) – South River Pediatrics

Best Personal Trainer – Krystle Castro,  Chesapeake Health & Fitness, Deale

Best Urgent Care – AFC Urgent Care, Edgewater

Best Yoga Studio/Teacher — Kellie Conrad, Chesapeake Health & Fitness, Deale


Best Bar — The Boathouse, Deale

Best Bar Food — Skipper’s Pier, Deale

Best Bartender- Amanda Willet, Skippers’ Pier 

Best Beer Selection — Old Stein Inn

Best Bloody Marys — Dockside, Deale

Best Cheap Drinks – Happy Harbor, Deale

Best Cocktails – JesseJay’s Latin Inspired Kitchen, Churchton

Best DJ – DJ Pudd

Best Dock Bar — Skipper’s Pier, Deale

Best Happy Hour- The Boathouse, Deale

Best Karaoke – Corner Grill, Shady Side

Best Live Music – The Boathouse, Deale

Best Local Band/Musician – Chesapeake Sons

Best Margaritas – JesseJay’s, Churchton

Best New Bar of 2020 – 1936 Bar and Grill, Chesapeake Beach

Best Orange Crush (or other flavor) – The Boathouse, Deale

Best Sports Bar – All American Steakhouse, Edgewater


Best Art Gallery – Gallery 57 West, Annapolis

Best Bowling Alley — TIE Annapolis Bowling & Lord Calvert Bowling

Best Charity/Community Event – GiGi’s Playhouse

Best Dance Studio — Slater’s Dance Studio, Deale

Best Day Trip – St. Michael’s

Best Golf Course – The Cannon Club, Lothian

Best Local Museum – Calvert Marine Museum, Solomons

Best Local Winery – Running Hare Vineyard, Prince Frederick

Best Martial Arts Studio – Jing Ying Institute

Best Park – Quiet Waters, Annapolis


Best Antique Store – TIE Bunting Online Auctions & Friendship Antiques & Vintage

Best Art Supply Store – Michael’s

Best Auto Care/Mechanic– Boone’s Automotive, Deale

Best Bike Shop – Bike Doctor

Best Birthday Party Venue – Mission Escape Rooms

Best Car Dealer – Sheehy Lexus, Annapolis

Best Consignment Shop – Second Wind Consignment, Deale

Best Customer Service – Mission Escape Rooms

Best Doggie Day Care – Perfect Pet Resort

Best Farmers Market/Produce Stand – Miss Plum’s Produce Stand, Churchton

Best Flower Shop — Floral Expressions, Dunkirk

Best Furniture Store – Vintage By the Bay

Best Garden Supply/Nursery – Greenstreet Gardens

Best Gift Shop – North Beach Soap Shop

Best Hardware Store – Deale Hardware Do It Best

Best Home Decor – Vintage By the Bay

Best House Cleaning Service – Cleaning Maid Easy

Best Jewelry Store – Zachary’s

Best Liquor Store – Captain Kidd’s

Best Marina – Hidden Harbour Marina, Deale

Best New Business of 2020 (non-restaurant) – Joe’s Tree Service

Best Pet Services/Supplies – PetValu

Best Real Estate Agency/Realtor — Nicki Palermo Group

Best Tackle Shop- Tri-State Marine

Best Tattoo Parlor – Lucky Bird Tattoo

Best Toy Store – Franklin’s Toys

Best Veterinarian – Muddy Creek Animal Hospital

Best Wedding Caterer- Bayside Bull Catering

Best Wedding Cakes – Kim’s Cakes

Best Wedding Venue – Herrington on the Bay

Best Women’s Boutique – My Fancy Finds


Cleanest Establishment – Chesapeake Health and Fitness

Daycare – Little Learners

Drinks by the Fire – Pirate’s Cove

Estate Sales Company – Red Apron

Financial Adviser – CovingtonAlsina

Financial Services – Neal Chalkley of Edward Jones Investments

Fireplace Service – J&J Fireplace Repair

Tree Service – Joe’s Tree Service