Local Restaurants & Shops
Our local businesses page is your one-stop destination for discovering the best businesses that make our community shine. From cafes to unique gift shops, reliable tire shops, and everything in between, we've curated a list of the best spots to eat, shop!
​
Have an Event or Business that should be here?
Cult Classic Brewing
This is your enter for all things entertainment. Live music, movies, games, yummy food, and much more!
​
Monday 4pm-10pm
Tuesday-Thursday 11am-11pm
Friday 11am-Midnight
Saturday 10am-Midnight (BRUNCH)
Sunday 10am-10pm (BRUNCH)
1169 Shopping Center Rd
Stevensville, MD 21666
Classic Pizza
Pizza, Subs, Pasta & More! Some of the best Steak and Cheeses ever!
​
Monday-Saturday 10am-9pm
Sunday 11am-9pm
​
112 Saint Claire Place, Suite 102
Stevensville, MD 21666
Depaola's Bagel and Brunch
That's right, Kent Island has a bagel shop!
​
Monday- Friday 6am-3pm
Saturday-Sunday 7am-3pm
​
1227 Shopping Center Rd
Stevensville, MD 21666
_edited_edited.jpg)
Groundwork Coffee at The Corner
The cutest coffee shop located in Downtown Stevensville is now open! Offering coffees, cake pops, mason jar salads, freshly squeezed juices, and much more!
​
Check Facebook for Updated Hours!
Ground Work Coffee and Juice
(Right Next Door to Amalfi Coast)
111 Cockey Ln
Stevensville, MD 21666
_edited.jpg)
Sugar Doodles Sweet Shop
Floats, Shakes, Cookie Dough, Sundaes, Bubble Waffle, Ice Cream Flight, and much more... what else could you ask for?!
​
Sunday-Thursday 8am-9:30pm
Friday-Saturday 8am-10pm
​
200 Castle Marina Rd
Chester, MD 21619
&
100 Piney Narrows Rd
Chester, MD 21619
_edited.jpg)
Senor Chiles
It's finally here on Kent Island! Offering Authentic Mexican Food and even brunch! Didi I mention that the inside decor is top notch!?
​
Monday-Thursday 10am-9pm
Friday-Saturday 10am-0pm
Sunday 9am-9pm
​
2142 Didonato Dr
Chester, MD 21619
_edited.jpg)
Fox's Den Gastro Pub
Relaxed, rustic-chic locale emphasizing locally-sourced small plates, gourmet pizzas & craft beer.
​
See Website for Restaurants Hours
​
179 B Main St
Annapolis, Maryland 21401
Pupuseria Kent Island
Delicious combination of Mexican & Salvadoran food! Their Taco Tuesday Taco Platter deal is a must!
​
Monday-Tuesday 10am-8pm
Wednesday & Sunday 11am-8pm
​
226 Shopping Center Rd
Stevensville, MD 21666
Dockhouse Restaurant
Coastal cuisine including fresh seafood, fresh ingredients, and seasonal produce, locally and sustainably sourced, whenever possible. Open year-round!
​
Monday-Sunday 11am-9pm
​
110 Piney Narrows Rd
Chester, MD 21619
Love Point Vineyards
The Winery that everyone's been waiting for! Enjoy some wine with a VIEW!
​
Thursday-Sunday 12pm-5pm
​
305 River Shore Lane
Stevensville, Maryland 21666
_edited.jpg)
Libbey's Coastal Kitchen & Cocktails
Delicious food, cocktails and the best view of the Chesapeake Bay Bridge!
​
Monday-Thursday 11am-8pm
Friday & Saturday 11am-9pm
Sunday 10am-8pm
​
357 Pier One Road
Stevensville, Maryland 21666
_edited.jpg)
McGarvey's Saloon & Oyster Bar
A Downtown Annapolis GEM & Aviation Bar!
​
Monday-Tuesday 11:30am-12am
Wednesday-Saturday 11:30am-1:30
Sunday 11:30am-12am
​
8 Market Space
Annapolis, Maryland 21401
Lovepoint Deli Wine & Spirits
Offering specialty sandwiches ready to go with Boar’s Head quality meats and cheeses! Grab a wrap and head to the beach!
​
Monday-Saturday 8am-9pm | Deli 9am-5pm
Sunday 10am-5pm | Deli 10am-4pm
​
109 Main St
Stevensville, MD 21666
Amalfi Coast Italian + Wine Bar
Whether stopping in for a glass of wine, a date night or bringing in the entire family, you'll experience Italy’s vibrant culinary culture through food and wine.
​
See Website for Restaurant Hours (Offer Lunch, Dinner & Brunch)
​
401 Love Point Rd
Stevensville, MD 21666
Avanti Pizzeria, Trattoria and Market
Authentic Italian dishes served in a friendly and fun atmosphere.
​
Monday-Saturday 3pm-9pm
​Sunday 3pm-8pm
​
419 Thompson Creek Road
​Stevensville, MD 21666
Away at the Bay Charters
Ready to explore the stunning Chesapeake Bay like never before? This is your sign to book with Away at the Bay Charters NOW!
My friends and I have lived on the island our whole lives, and this was an unforgettable night!
Planning a bachelorette trip to Kent Island? Need something special for the night before the wedding? Want a fun outing with friends or out-of-town guests? This is it! Book your trip today!
Book here: https://awayatthebay.com/charter
​
Thursday * Friday * Saturday
10 am: 5 hour custom cruise
5 pm: 90 min happy hour cruise
7 pm: 90 min sunset cruise