Bob’s guidebook

Bob
Bob’s guidebook

Sightseeing

Living working historic town on the Chester River. Tree lined brick sidewalks with unique shopping and dining.
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Chestertown
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Living working historic town on the Chester River. Tree lined brick sidewalks with unique shopping and dining.
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Sultana Education Foundation
200 S Cross St
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Small liberal art college. Founded in 1782 and the only college George actually permitted to use his name.
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Washington College
300 Washington Ave
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Small liberal art college. Founded in 1782 and the only college George actually permitted to use his name.
Newly updated and renovated
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Chestertown Marina LLC
207 S Water St
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Newly updated and renovated
Runs along the river front. Wonderful colonial architecture. Hynson Ringgold house is currently the president of Washington College's residence. Custom House, Widehall, and the River house are but a few of the historic homes.
South Water Street
South Water Street
Runs along the river front. Wonderful colonial architecture. Hynson Ringgold house is currently the president of Washington College's residence. Custom House, Widehall, and the River house are but a few of the historic homes.
To get the real feel of the Eastern Shore
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Eastern Neck National Wildlife Refuge
1730 Eastern Neck Island Rd
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To get the real feel of the Eastern Shore
The last of the watermen still work out of this quaint village. Now home to marinas. Interesting museum.
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Rock Hall
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The last of the watermen still work out of this quaint village. Now home to marinas. Interesting museum.
One of the only public beaches in the area. Nice wide beach with good facilities. About 25 minute drive
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Betterton Beach
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One of the only public beaches in the area. Nice wide beach with good facilities. About 25 minute drive
Turner's Creek Park and Sassafras Natural Resource Management Area lie side-by-side along the Eastern Shore's Sassafras River. The 143-acre park and the nearby natural harbor of Turner's Creek was once the site of a thriving local shipping port, disbursing agricultural goods throughout the Bay region. Now the tranquil harbor is now home to a half dozen crabbing and fishing boats. A granary still stands on the site where an earlier commissary shipped supplies to Washington's troops at Valley Forge. The Kent Museum, housing many artifacts from the Kent County of bygone years, stands a few hundred yards up the hill from the Granary and Landing. Spectacular views open at every turn along the trails and old roads of the adjacent Sassafras Natural Resource Management Area. Fresh and saltwater ponds, wooded ravines, farm fields, a variety of forest stands and the river itself create prime habitat for viewing waterfowl and many other species
Turners Creek Landing
Turners Creek Road
Turner's Creek Park and Sassafras Natural Resource Management Area lie side-by-side along the Eastern Shore's Sassafras River. The 143-acre park and the nearby natural harbor of Turner's Creek was once the site of a thriving local shipping port, disbursing agricultural goods throughout the Bay region. Now the tranquil harbor is now home to a half dozen crabbing and fishing boats. A granary still stands on the site where an earlier commissary shipped supplies to Washington's troops at Valley Forge. The Kent Museum, housing many artifacts from the Kent County of bygone years, stands a few hundred yards up the hill from the Granary and Landing. Spectacular views open at every turn along the trails and old roads of the adjacent Sassafras Natural Resource Management Area. Fresh and saltwater ponds, wooded ravines, farm fields, a variety of forest stands and the river itself create prime habitat for viewing waterfowl and many other species

Food scene

Great food in spite of the chef's attitude. (yea he is a friend). Open Monday, Tuesday, Wednesday & Thursday 5-9. Friday & Saturday 11:30-9pm Sunday 10-9. 410-778-5000
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The Kitchen at the Imperial
208 High St
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Great food in spite of the chef's attitude. (yea he is a friend). Open Monday, Tuesday, Wednesday & Thursday 5-9. Friday & Saturday 11:30-9pm Sunday 10-9. 410-778-5000
Due to a fire on 1/12/22 and structural issues it is closed for repairs indefinitely.
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98 Cannon Riverfront Grille
98 Cannon St
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Due to a fire on 1/12/22 and structural issues it is closed for repairs indefinitely.
baguettes baked fresh daily. Try the everknott or sinbun. Closed Monday and Tuesday
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Evergrain Bread Company
201 High St
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baguettes baked fresh daily. Try the everknott or sinbun. Closed Monday and Tuesday
Local coffee shop. The norwegian is my favorite. 8-3 everyday.
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Play It Again Sam
108 S Cross St
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Local coffee shop. The norwegian is my favorite. 8-3 everyday.
Consistently great food. Open 11-8 Monday-Thursday 11-8:30 Friday Saturday 11:30-8 Sunday 410-778-5360
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Luisa's Cucina Italiana
849 Washington Ave
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Consistently great food. Open 11-8 Monday-Thursday 11-8:30 Friday Saturday 11:30-8 Sunday 410-778-5360
A college favorite Open daily 11:30-2 and 5-8 (9 on Friday Saturday) 410-778-6688
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Cafe Sado
205 Tackle Cir
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A college favorite Open daily 11:30-2 and 5-8 (9 on Friday Saturday) 410-778-6688
Great wood fired pizza, The Poblano Popper is a must have as an appetizer and my favorite pies are Water Street or Spring Street. Flank salad is always a go too as well. Only open Thursday & Friday 5-9pm - Saturday 12-9pm 443-282-0163
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BAD Alfred's Distilling
323 High St
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Great wood fired pizza, The Poblano Popper is a must have as an appetizer and my favorite pies are Water Street or Spring Street. Flank salad is always a go too as well. Only open Thursday & Friday 5-9pm - Saturday 12-9pm 443-282-0163
This is the place that when my kids visit they have to go to eat. (they currently live in Reading, Chicago, Dallas, and London) Tuesday -Sunday 11-9 closed Monday 410-778-5900
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Procolino's Pizza
711 Washington Ave
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This is the place that when my kids visit they have to go to eat. (they currently live in Reading, Chicago, Dallas, and London) Tuesday -Sunday 11-9 closed Monday 410-778-5900
Eat crabs on their deck on the harbor in Rock Hall hours vary by season
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Waterman's Crab House
21055 W Sharp St
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Eat crabs on their deck on the harbor in Rock Hall hours vary by season
fresh seafood to go.... hands down the very best crabcakes that you can take home, bake and call your own. closed Sunday and Monday open all other days 11-6 410-758-3933 If traveling from the south or west call ahead and pick some up coming or going.
Bay Shore Steam Pot
111 E Water St
fresh seafood to go.... hands down the very best crabcakes that you can take home, bake and call your own. closed Sunday and Monday open all other days 11-6 410-758-3933 If traveling from the south or west call ahead and pick some up coming or going.
Great local wine, my fav is Tinto. Include a small plate or two and it's heaven. Currently open Thursday - Friday 4-9pm - Saturday 12-9 Sunday 11-3 410-390-9921
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Casa Carmen Wines
312 Cannon St
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Great local wine, my fav is Tinto. Include a small plate or two and it's heaven. Currently open Thursday - Friday 4-9pm - Saturday 12-9 Sunday 11-3 410-390-9921
The oyster fritter is a must. Open Tuesday - Thursday11-8 Friday 11-9 Saturday 12-9 410-778-3663
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Uncle Charlie's Bistro
834 High St
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The oyster fritter is a must. Open Tuesday - Thursday11-8 Friday 11-9 Saturday 12-9 410-778-3663
Recently renovated. Home made ice cream hand dipped. Great Lunch Open Wednesday-Friday 11-4 Saturday 9-4 Sunday 11-4 410-885-6722
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Stam's Luncheonette
215 High Street
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Recently renovated. Home made ice cream hand dipped. Great Lunch Open Wednesday-Friday 11-4 Saturday 9-4 Sunday 11-4 410-885-6722
Lively atmosphere with a large deck and good food, of course crabs. Local favoite closed Monday & Tuesday other days 11-8 to 9 on fri sat (410)-639-9996
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Harbor Shack
20895 Bayside Ave
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Lively atmosphere with a large deck and good food, of course crabs. Local favoite closed Monday & Tuesday other days 11-8 to 9 on fri sat (410)-639-9996
Located in historic downtown Chestertown in and around Fountain Park Every Saturday 7-12
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Marylands Chestertown Farmers & Artisans Market
118 North Cross Street
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Located in historic downtown Chestertown in and around Fountain Park Every Saturday 7-12
For fresh crabs to go. 410-758-0311
Buddys Crabs
2756 Church Hill Road
For fresh crabs to go. 410-758-0311
Chestertown's newest and fanciest restaurant. Open Wednesday, Thursday, Friday, & Saturday. 5-9 443-282-9797
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Watershed Chestertown
337 High Street
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Chestertown's newest and fanciest restaurant. Open Wednesday, Thursday, Friday, & Saturday. 5-9 443-282-9797
A local favorite for fresh seafood and crabs. Open Monday - Thursday 7am-8pm Sunday 7am - 7pm Crabs to go
Ford's Seafood
A local favorite for fresh seafood and crabs. Open Monday - Thursday 7am-8pm Sunday 7am - 7pm Crabs to go
seafood market... favorite for crabs to go
Clark Seafood
23242 Handy Point Rd
seafood market... favorite for crabs to go

Shopping

Their auctions are now online on every other Wednesday at www.crumptonauctions.com. You can go on Monday and Tuesday to browse the selections. (every other week) Only 3 miles from the house
Dixon's Furniture Auction
2017 Dudley Corner Rd
Their auctions are now online on every other Wednesday at www.crumptonauctions.com. You can go on Monday and Tuesday to browse the selections. (every other week) Only 3 miles from the house
This is my business.... please visit and say hi.
The Finishing Touch
311 High St
This is my business.... please visit and say hi.
Very cool business , not to be missed
Walnut & Wool
321 High St
Very cool business , not to be missed
Fun store with a bit of everything. Kids love this place. Currently being renovated with a "pop up" location on High Street
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Twigs & Teacups
111 S Cross St
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Fun store with a bit of everything. Kids love this place. Currently being renovated with a "pop up" location on High Street
Boutique with lots of variety. Women's clothing.
Mimi's Closet
307 High St
Boutique with lots of variety. Women's clothing.
Clothing and lots of local themed items.
Houston's Dockside Emporium
315 High St
Clothing and lots of local themed items.
Find that un-findable book you are looking for or didn't know you were looking for 112 S. Cross St.
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Book Plate
112 S Cross St
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Find that un-findable book you are looking for or didn't know you were looking for 112 S. Cross St.
Chestertown's premier Art Gallery Also, check out it's sister Gallery on South Cross St. named Create.
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MassoniArt Gallery
203 High St
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Chestertown's premier Art Gallery Also, check out it's sister Gallery on South Cross St. named Create.

Grocery

Fresh local product
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Cross Street Food and Garden
105 W Cross St
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Fresh local product
Classic Health food store
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Chestertown Marina LLC
207 S Water St
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Classic Health food store
My prefered chain food store
Food Lion
31810 River Rd
My prefered chain food store
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ACME Markets
711 Washington Ave
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Redner's Markets
2500 S Dupont Hwy
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Offers almost anything you could want at reasonable prices
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Dollar General
106 Philosophers Terrace
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Offers almost anything you could want at reasonable prices

adult drinks

Beach Bar with the best sunsets & entertainment. Open in season 410-778-1400
shanty bar
21085 Tolchester Beach Rd
Beach Bar with the best sunsets & entertainment. Open in season 410-778-1400
Zelda's Speakeasy - my favorite place for a drink. Tell Jeff the amazing bartender and owner that I sent you. Only open Thursday & Fridays and assorted special days, if the green light is on he is open. Not to be missed
108 S Cross St
108 South Cross Street
Zelda's Speakeasy - my favorite place for a drink. Tell Jeff the amazing bartender and owner that I sent you. Only open Thursday & Fridays and assorted special days, if the green light is on he is open. Not to be missed
The Retriever Oyster Bar. Thursday is "Buck a Shuck" night. Drinks for every palate with great food - Open Tuesday - Saturday.
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LTO
337 1/2 High St
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The Retriever Oyster Bar. Thursday is "Buck a Shuck" night. Drinks for every palate with great food - Open Tuesday - Saturday.

Tipps für Reisende

Nicht verpassen

Saturday farmers market - 8-12am

Downtown Chestertown, streets close and local produce and products
Nicht verpassen

For the river water quality check with Shore Rivers

Search their name .org/swim and Look under Chester River for Crumpton landing. It is about 1/2 mile up river (to the east) from the house