Bob And Beth's Guidebook
Food scene
Wonderful baked goods. Sun buns and baguettes are the best! Outdoor cafe seating. Dogs welcome outside.
37 recommandé par les habitants
Evergrain Bread Company
201 High StWonderful baked goods. Sun buns and baguettes are the best! Outdoor cafe seating. Dogs welcome outside.
Historic hotel right downtown with outdoor seating. Dogs welcome outside.
410-778-5000
20 recommandé par les habitants
The Kitchen at the Imperial
208 High StHistoric hotel right downtown with outdoor seating. Dogs welcome outside.
410-778-5000
Wonderful variety of cheeses, wines, and other goodies.
443-282-0220
22 recommandé par les habitants
Chester River Wine & Cheese Co.
117 S Cross StWonderful variety of cheeses, wines, and other goodies.
443-282-0220
Wine tastings but also great tapas and outdoor seating.
443-203-8023
13 recommandé par les habitants
Casa Carmen Wines
312 Cannon StWine tastings but also great tapas and outdoor seating.
443-203-8023
Wonderful river crabs. Outdoor seating. Dogs allowed outside.
9 recommandé par les habitants
Chester River Seafood
4954 Ashley RdWonderful river crabs. Outdoor seating. Dogs allowed outside.
Good Italian cuisine. Curb side pick up.
410-778-5360
27 recommandé par les habitants
Luisa's Cucina Italiana
849 Washington AveGood Italian cuisine. Curb side pick up.
410-778-5360
The best deep dish pizza. Take out.
procolinospizza.com
410-778-5900
15 recommandé par les habitants
Procolino's Pizza
711 Washington AveThe best deep dish pizza. Take out.
procolinospizza.com
410-778-5900
Milano's Pizzeria
6346 Church Hill RoadGood delivery pizza
410-810-1300
Waterman's is an experience. Located in Rock Hall, Md., the seafood is good, but the fun is people watching. People of all sorts, from kids to grandmas, to celebrities come in the summer to eat, drink, and dance. Dogs welcome outside.
410-639-2261
33 recommandé par les habitants
Waterman's Crab House
21055 W Sharp StWaterman's is an experience. Located in Rock Hall, Md., the seafood is good, but the fun is people watching. People of all sorts, from kids to grandmas, to celebrities come in the summer to eat, drink, and dance. Dogs welcome outside.
410-639-2261
Cute little coffee/sandwich place. Outdoor seating. Dog friendly.
25 recommandé par les habitants
Play It Again Sam
108 S Cross StCute little coffee/sandwich place. Outdoor seating. Dog friendly.
Beautiful historic house turned restaurant right on the Sassafras River. Beautiful outdoor dining, views of the river, and delicious food.
14 recommandé par les habitants
Kitty Knight
14028 Augustine Herman HwyBeautiful historic house turned restaurant right on the Sassafras River. Beautiful outdoor dining, views of the river, and delicious food.
Nice winery that is having drive in concerts! Earlesville is approximately 40 minutes from Chestertown.
16 recommandé par les habitants
Broken Spoke Winery
942 Glebe RdNice winery that is having drive in concerts! Earlesville is approximately 40 minutes from Chestertown.
Beautiful location, great wine and food. We were able to bring a picnic. Very careful about keeping staff and patrons distanced. Call about hours to due covid
26 recommandé par les habitants
Chateau Bu-De, LLC Bohemia Manor Farm
237 Bohemia Manor Farm LnBeautiful location, great wine and food. We were able to bring a picnic. Very careful about keeping staff and patrons distanced. Call about hours to due covid
Schrader's Outdoors, LLC
16090 Oakland RdHappy Chicken - Bakery, Catering, Cafe
215 Scheeler RdCafe Sado
205 Tackle CirC-Town Liquors & Deli
601 Washington AveJj's Deli & Liquors llc
511 Washington AveChina House
2233 Eastern AveHarbor House Restaurant
23141 Buck Neck RdDomino's Pizza
5515 Harford RdBay Wolf Restaurant
21270 Rock Hall AveHomemade ice cream and lunches. Check for hours during COVID
8 recommandé par les habitants
Stam's Luncheonette
215 High StreetHomemade ice cream and lunches. Check for hours during COVID
Osprey Point Inn
20786 Rock Hall AveBeautiful location on the Sassafras River and good food.
6 recommandé par les habitants
The Granary Restaurant
100 George StBeautiful location on the Sassafras River and good food.
Very upscale restaurant with great ambience and outstanding food.
13 recommandé par les habitants
Watershed Chestertown
337 High StreetVery upscale restaurant with great ambience and outstanding food.
The most delicious handcrafted chocolates and homemade fudge, as well as boxed chocolates and cards.
Definitely worth a trip!
Bespoke Chocolate
207 South Cross StreetThe most delicious handcrafted chocolates and homemade fudge, as well as boxed chocolates and cards.
Definitely worth a trip!
Modern Stone Age Kitchen | Home of Rise By Brianna
236 Cannon StreetDelicious pizza dough to bake at home.
Delicious wood-fired pizza and great craft beer. One of my favorites!
13 recommandé par les habitants
BAD Alfred's Distilling
323 High StDelicious wood-fired pizza and great craft beer. One of my favorites!
BAD Alfred's Distilling
323 High StCafe Sado
Sugar Doodles Sweet Shop
Stam's Luncheonette
Cat Colloquium
215 High StFarmers’ Market
Great place one block from 214 N Mill to get veggies, fruits, and crafts. Every Saturday from 9 until 12.
Great Saturday market from 8 AM to noon. Lots of veggies, cheese, plants, and artisan crafts.
Go to the end of N. Mill, take a left, take the first right (at the post office) and you should see the vendors along High St.
14 recommandé par les habitants
Marylands Chestertown Farmers & Artisans Market
118 North Cross StreetGreat Saturday market from 8 AM to noon. Lots of veggies, cheese, plants, and artisan crafts.
Go to the end of N. Mill, take a left, take the first right (at the post office) and you should see the vendors along High St.
Neighborhoods
The Chestertown downtown waterfront is a great place to walk, dine, and go back in history. There are many colonial homes, and the Riverwalk has park benches where you can sit and enjoy the view. The Sultana, an historic replica an American schooner that was captured by the British during the Revolutionary war, is often tied up at the dock by the restaurant, 98 Cannon.
31 recommandé par les habitants
Chestertown
The Chestertown downtown waterfront is a great place to walk, dine, and go back in history. There are many colonial homes, and the Riverwalk has park benches where you can sit and enjoy the view. The Sultana, an historic replica an American schooner that was captured by the British during the Revolutionary war, is often tied up at the dock by the restaurant, 98 Cannon.
Chesapeake Movies
21 Washington SquareSightseeing
Good place to rent kayaks in Rock Hall.
www.crkayakadventures.com
410-639-2001
Chester River Kayak Adventures
5758 N Main StGood place to rent kayaks in Rock Hall.
www.crkayakadventures.com
410-639-2001
Beautiful nature trails with lots of migrating birds in fall and spring. Dogs allowed on leashes.
27 recommandé par les habitants
Eastern Neck National Wildlife Refuge
1730 Eastern Neck Island RdBeautiful nature trails with lots of migrating birds in fall and spring. Dogs allowed on leashes.
River cruises leaving from the Chestertown waterfront daily. Lunch or dinner included.
Due to covid, cruises are limited to groups of 10 or more.
Check their website or call
410-635-0321
12 recommandé par les habitants
Chester River Packet Company
River cruises leaving from the Chestertown waterfront daily. Lunch or dinner included.
Due to covid, cruises are limited to groups of 10 or more.
Check their website or call
410-635-0321
Good for a visit. All about the replica schooner, Sultana.
17 recommandé par les habitants
Sultana Education Foundation
200 S Cross StGood for a visit. All about the replica schooner, Sultana.
Great sailing with Captain Mark! Everybody absolutely loves this excursion.
Blue Crab Chesapeake Sailing Charters
21055 W Sharp StGreat sailing with Captain Mark! Everybody absolutely loves this excursion.
Chestertown Dog Park
100 Schauber RdPark where doggies can socialize.
Betterton Beach
Great little beach 15 minutes from Chestertown.
Ferry Park
Cute sandy beach in Rock Hall, Md
Beautiful old church you can walk in and graveyard where movie star and free spirit Talulah Bankhead is buried. Her grave is in back of the church near the pond, but you might have to ask the caretaker.
Tallulah Bankhead Grave
7579 Sandy Bottom RdBeautiful old church you can walk in and graveyard where movie star and free spirit Talulah Bankhead is buried. Her grave is in back of the church near the pond, but you might have to ask the caretaker.
shopping
Twigs & Teacups
111 S Cross StFunky, fun shopping. Gifts, one of a kind items.
Mimi's Closet
307 High StClassic women's clothing.
Houston's Dockside Emporium
315 High StNIce women's clothing, shoes, jewelry, gifts.
Great natural food store with veggies, supplements. Knowledgeable staff.
8 recommandé par les habitants
Chestertown Marina LLC
207 S Water StGreat natural food store with veggies, supplements. Knowledgeable staff.
ACME Markets
711 Washington AveRedner's Markets
2500 S Dupont HwyConseils aux voyageurs
Se déplacer dans les environs
Kayaking, birding, boating, cycling, equestrian, fishing.
For paddling maps, info on the info the above, please go to www.kentcounty.com/recreation/paddling/maps
Se déplacer dans les environs
Please check these places for going due to Covid.
I've tried to keep this as current as possible, but I would advise calling or looking at the website before going because things are so subject to change to the pandemic.