Guidebook for Annapolis
Essentials
Trader Joe's
Jennifer Roadquick trip from here-- great selection of easy meals and snacks.
Whole Foods Market
200 Harker Plbeautiful store, great produce and cheese
Food Scene
Cute little spot with locally-sourced great food, right downtown. Ask for the deviled eggs!
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Preserve
164 Main StCute little spot with locally-sourced great food, right downtown. Ask for the deviled eggs!
Level a small plates lounge
69 West StWonderful tapas!
The Cheesecake Factory
5335 Wisconsin Avenue Northwestclose by with selections for everyone
Carrol's Creek Cafe
410 Severn Avenice menu and a good view of the Annapolis Harbor
Blackwall Hitch
400 6th Stneat decor, rooftop seating, nice menu
A little off the beaten path in Eastport, but worth it. Washington Post gave it a rave.
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Vin 909 Winecafe
909 Bay Ridge AveA little off the beaten path in Eastport, but worth it. Washington Post gave it a rave.
Sin Fronteras
2129 Forest Drnot scenic, but wonderful Mexican/Spanish food
Osteria 177
177 Main StMy favorite when I'm feeling flush. Lovely Italian menu
Joss Café & Sushi Bar
195 Main Stgood sushi on Main Street
If you can make it here, you're downtown at the Annapolis Harbor! There are food counters and other vendors at the Market House.
Amsterdam Falafelshop Market House
25 Market StIf you can make it here, you're downtown at the Annapolis Harbor! There are food counters and other vendors at the Market House.
A terrific spot for fresh-air dining on a beautiful creek. It's popular, so go early or be prepared to wait! I love the tuna tacos. A 15-minute drive from Ponderhouse.
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The Point Crab House & Grill
700 Mill Creek RdA terrific spot for fresh-air dining on a beautiful creek. It's popular, so go early or be prepared to wait! I love the tuna tacos. A 15-minute drive from Ponderhouse.
One of the best outdoor dining views in the area-- right across from Annapolis and the Naval Academy. It's pricier than most, but perfect for a special occasion.
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Severn Inn
1993 Baltimore Annapolis BlvdOne of the best outdoor dining views in the area-- right across from Annapolis and the Naval Academy. It's pricier than most, but perfect for a special occasion.
BRIO Tuscan Grille
100 E Pratt StGreat Happy Hour deals on food!
Yes, it's in a strip mall, but you'll forget that when you walk inside to this warm, elegant room. The happy hour tapas are a great deal, but if you miss that, no worry, the full menu is delicious.
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Jalapenos
85 Forest DrYes, it's in a strip mall, but you'll forget that when you walk inside to this warm, elegant room. The happy hour tapas are a great deal, but if you miss that, no worry, the full menu is delicious.
Good reputation for breakfast--likely to be a long wait on weekends, though!
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Iron Rooster - Annapolis
12 Market SpaceGood reputation for breakfast--likely to be a long wait on weekends, though!
Nearby breakfast spot-- not downtown or anyplace really cool, but more accessible on weekends!
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Eggcellence
2625 Housley RdNearby breakfast spot-- not downtown or anyplace really cool, but more accessible on weekends!
This fantastic breakfast/lunch place is usually very crowded on weekends, but once you're eating you'll be glad you waited.
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Miss Shirley's Cafe, Annapolis
1 Park PlThis fantastic breakfast/lunch place is usually very crowded on weekends, but once you're eating you'll be glad you waited.
Lovely Sunday Brunch-- best to get there when they open at 10 AM. Try the Chesapeake Benedict. Nice regular hours menu, too, nice getaway from the Annapolis crowds-- easy parking!
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Lures Bar and Grille
1397 Generals HwyLovely Sunday Brunch-- best to get there when they open at 10 AM. Try the Chesapeake Benedict. Nice regular hours menu, too, nice getaway from the Annapolis crowds-- easy parking!
This place has great food (think Nouvelle Cuisine marries 50's Diner), good atmosphere, and is very convenient to BWI Airport. If you need a meal before or after your flight, this is a good choice.
The Grill At Quarterfield Station
7704 Quarterfield RdThis place has great food (think Nouvelle Cuisine marries 50's Diner), good atmosphere, and is very convenient to BWI Airport. If you need a meal before or after your flight, this is a good choice.
We adore this place on Main Street. The best ceviche ever, and wonderful inexpensive tacos like you've never eaten. Tuesdays everything, including the bar, is 20% off.
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Vida Taco Bar
200 Main StWe adore this place on Main Street. The best ceviche ever, and wonderful inexpensive tacos like you've never eaten. Tuesdays everything, including the bar, is 20% off.
Everything Else
Anne Arundel Medical Center
closest medical facility
My friends own this eclectic book shop with a nice coffee bar and garden-- right down from the statehouse
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The Annapolis Bookstore
53 Maryland AveMy friends own this eclectic book shop with a nice coffee bar and garden-- right down from the statehouse
Incredible baked goods and coffee in a lovely neighborhood. Try the Market Bun!
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Bakers & Co.
618 Chesapeake AveIncredible baked goods and coffee in a lovely neighborhood. Try the Market Bun!
Sightseeing
Go see the room where George Washington announced he would not be king! And that's why we're a republic.
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Maryland State House
100 State CirGo see the room where George Washington announced he would not be king! And that's why we're a republic.
This museum is a must for boat-lovers-- the model ships are stunning.
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US Naval Academy Museum
118 Maryland AveThis museum is a must for boat-lovers-- the model ships are stunning.
A tour on this lovely boat will cure you of the boat envy you may feel whilst at the Annapolis Harbor! Experienced crew treats you right, and this is a gorgeous boat.
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Schooner Woodwind Sailing Cruises
80 Compromise StA tour on this lovely boat will cure you of the boat envy you may feel whilst at the Annapolis Harbor! Experienced crew treats you right, and this is a gorgeous boat.
Haven't been on this one, but did tour Baltimore Harbor on a similar outfit and had a blast! Good reviews on Trip Advisor.
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Pirate Adventures on the Chesapeake
311 Third StHaven't been on this one, but did tour Baltimore Harbor on a similar outfit and had a blast! Good reviews on Trip Advisor.
Classic Sail Charters
980 Eastern AveGreat Trip Advisor Reviews! Wonderful water views of the area.
If you've never taken a Segway tour, you really should try it. Much MUCH easier than it seems, super fun, and a great way to get a historical tour of this beautiful colonial town.
Segs In The City
232 West StIf you've never taken a Segway tour, you really should try it. Much MUCH easier than it seems, super fun, and a great way to get a historical tour of this beautiful colonial town.
Drinks & Nightlife
Local color, karaoke, and our daughter saw Kevin Spacey playing darts there!
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Stan & Joe's Saloon West
37 West StLocal color, karaoke, and our daughter saw Kevin Spacey playing darts there!
Lemongrass Too
Housley RoadNice Thai food-- and nearby!
Get there early for outside seating on Ego Alley, aka Annapolis Harbor. Try the Painkiller, its signature rum drink, Don't miss the miniature African Queen, the actual model boat used in the movie!
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Pusser's Caribbean Grille
80 Compromise StreetGet there early for outside seating on Ego Alley, aka Annapolis Harbor. Try the Painkiller, its signature rum drink, Don't miss the miniature African Queen, the actual model boat used in the movie!
This Irish Pub is right down from the Statehouse, and a hangout for our legislators. Great food, too!
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Galway Bay Irish Restaurant and Pub
63 Maryland AveThis Irish Pub is right down from the Statehouse, and a hangout for our legislators. Great food, too!
Fun hangout in Eastport, over the Spa Creed bridge from downtown Annapolis, and we love their food, too.
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Boatyard Bar & Grill
400 Fourth StFun hangout in Eastport, over the Spa Creed bridge from downtown Annapolis, and we love their food, too.
Right in the heart of downtown Annapolis. Consider Uber-ing home if you spend more than an hour in this hoppin' place!
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DRY 85
193 B Main StRight in the heart of downtown Annapolis. Consider Uber-ing home if you spend more than an hour in this hoppin' place!
Entertainment & Activities
Annapolis's largest park. Woods, bike trails, kayak rentals. Lovely walk to the South River. Ice skating in winter months.
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Quiet Waters Park Road
Quiet Waters Park RoadAnnapolis's largest park. Woods, bike trails, kayak rentals. Lovely walk to the South River. Ice skating in winter months.