Monica & David's Guidebook
Food scene
Fresh and delicious! The fish tacos are a favorite of Monica's, and David is a huge fan of the plantains. Inexpensive and great for a quick bite. (304) 876-3333
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Maria's Taqueria
108 E German StFresh and delicious! The fish tacos are a favorite of Monica's, and David is a huge fan of the plantains. Inexpensive and great for a quick bite. (304) 876-3333
You'll have a choice of formal dining room, outdoor dining, lounge area or basement “Rathskeller” old school pub. Food features German specialties as well as American cuisine. They recently renovated and have added a lovely lounge area and extensive outdoor seating. Be sure to take a walk down to the pool area, where you get a great view of the river. (Pool use is reserved for hotel guests.) Open for breakfast, lunch and dinner. Reservations are recommended. $$$ (304) 876-2551
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Bavarian Inn, Resort and Brewing Company
164 Shepherd Grade RdYou'll have a choice of formal dining room, outdoor dining, lounge area or basement “Rathskeller” old school pub. Food features German specialties as well as American cuisine. They recently renovated and have added a lovely lounge area and extensive outdoor seating. Be sure to take a walk down to the pool area, where you get a great view of the river. (Pool use is reserved for hotel guests.) Open for breakfast, lunch and dinner. Reservations are recommended. $$$ (304) 876-2551
You may have heard of Shepherdstown's Yellow Brick Bank, where Nancy Reagan used to meet George Will for lunch. While that establishment is long gone, you can still enjoy the chef's formidable cooking skills at the Press Room. Have a drink at the bar, and enjoy the menu which includes a variety of meat, fish and vegetarian dishes that get inspiration from Northern Italy. Don't miss out on the oysters if they are on the night's menu. Spendy, but worth it. Reservations recommended. (304) 876-8777
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Press Room
129 W German StYou may have heard of Shepherdstown's Yellow Brick Bank, where Nancy Reagan used to meet George Will for lunch. While that establishment is long gone, you can still enjoy the chef's formidable cooking skills at the Press Room. Have a drink at the bar, and enjoy the menu which includes a variety of meat, fish and vegetarian dishes that get inspiration from Northern Italy. Don't miss out on the oysters if they are on the night's menu. Spendy, but worth it. Reservations recommended. (304) 876-8777
This local favorite has the best burgers in town. You'll walk in to the bar, but locals know the real draw is the garden in back. You can eat on the lovely stone tables or rest in the swing supported by one of the beautiful giant trees. Place your order at the bar and food will be brought to you. Monday nights are discounted burgers, and other nights feature open mic and live music. 21+
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The Mecklenburg Inn
128 E German StThis local favorite has the best burgers in town. You'll walk in to the bar, but locals know the real draw is the garden in back. You can eat on the lovely stone tables or rest in the swing supported by one of the beautiful giant trees. Place your order at the bar and food will be brought to you. Monday nights are discounted burgers, and other nights feature open mic and live music. 21+
Delicious Thai and sushi options. You can eat in, but it's also one of the better places to get take-out. Reservations recommended, but you'll often be able to just walk in and be seated. (304) 876-8798
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Kome Thai & Sushi Bistro
120 W German StDelicious Thai and sushi options. You can eat in, but it's also one of the better places to get take-out. Reservations recommended, but you'll often be able to just walk in and be seated. (304) 876-8798
Serving bubble teas and inexpensive poke bowels, you'll find this place is a beacon for Shepherdtown's young people. (Sometimes the line for bubble tea looks like a scene from High School Musical.) Still, its hard to pass on a good Bibimbap Bowl.
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The Green Pineapple
142 E German StServing bubble teas and inexpensive poke bowels, you'll find this place is a beacon for Shepherdtown's young people. (Sometimes the line for bubble tea looks like a scene from High School Musical.) Still, its hard to pass on a good Bibimbap Bowl.
The appeal of Blue Moon is the outdoor seating that features the Town Run's water coursing through. Great place for vegetarian options. During COVID they close pretty early in the day, so we recommend for lunch. This place can be jumping on the weekends with tourists. Note: This was once our favorite family restaurant, but recent management issues have us questioning if we'll go back. Time will tell.
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Blue Moon Cafe
200 E High StThe appeal of Blue Moon is the outdoor seating that features the Town Run's water coursing through. Great place for vegetarian options. During COVID they close pretty early in the day, so we recommend for lunch. This place can be jumping on the weekends with tourists. Note: This was once our favorite family restaurant, but recent management issues have us questioning if we'll go back. Time will tell.
If you want a perfect coffee this is the place to go. Run by the town's favorite curmudgeon, Garth, this place is pure Shepherdstown gold. You'll see the line stretching down the block on Sundays during market.
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Lost Dog Coffee Fine Arts Drink Emporium
134 E German StIf you want a perfect coffee this is the place to go. Run by the town's favorite curmudgeon, Garth, this place is pure Shepherdstown gold. You'll see the line stretching down the block on Sundays during market.
This is the most dog-friendly restaurant in town. It opened during Covid (brave!) but we haven't personally eaten there yet. Walking by the food looks good, and they often have live music.
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Lilah Restaurant
115 East German StreetThis is the most dog-friendly restaurant in town. It opened during Covid (brave!) but we haven't personally eaten there yet. Walking by the food looks good, and they often have live music.
Classic hometown diner. It gets really crowded on weekends, but locals love to have breakfast there during the week. Nice to have eggs with a side of toast and a bottomless coffee. Kids love the hash brown potatoes. $
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Betty's Restaurant
112 E German StClassic hometown diner. It gets really crowded on weekends, but locals love to have breakfast there during the week. Nice to have eggs with a side of toast and a bottomless coffee. Kids love the hash brown potatoes. $
Eat in or take out. Lots of cheese. In the same strip as Food Lion. (304) 876-0217
King's Ny Style Pizza Inc
81 Maddex Square DrEat in or take out. Lots of cheese. In the same strip as Food Lion. (304) 876-0217
Tommy's Pizza
101 N Mill StAnother Shepherdstown classic owned by a curmudgeon. (304) 876-2577
China Kitchen
101 West German StreetWe love to get takeout here. (304) 876-6620
Rock Hill Creamery
111 W German StHomemade ice cream. Just say yes. Right downtown on German Street.
Classic old ice cream parlor. Fantastic prices. On a hot summer night the lines will be long! Worth the drive over into Sharpsburg.
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Nutter's Ice Cream
100 E Main StClassic old ice cream parlor. Fantastic prices. On a hot summer night the lines will be long! Worth the drive over into Sharpsburg.
Shopping
The owner of the Good Shop used to run one of the original punk emporiums in New York's Village. Now her offerings are decidedly more gentrified; you'll find a wide assortment of women's clothing and accessories featuring many European brands. Don't be surprised if there is random new old stock of Doc Martins boots though!
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THE GOOD SHOP
123 E German StThe owner of the Good Shop used to run one of the original punk emporiums in New York's Village. Now her offerings are decidedly more gentrified; you'll find a wide assortment of women's clothing and accessories featuring many European brands. Don't be surprised if there is random new old stock of Doc Martins boots though!
Meredith and Deb have run this local standby for 25+ years now. A showcase of American crafts including anything from jewelry to ceramics to leather notebooks. A great place to find a unique gift.
Dickinson & Wait Craft Gallery
121 E German StMeredith and Deb have run this local standby for 25+ years now. A showcase of American crafts including anything from jewelry to ceramics to leather notebooks. A great place to find a unique gift.
The photo is from their old location; now this is on the corner of German and Church Streets. If you love vinyl and CDs this is the spot for you. Hipster heaven.
Admiral Analog's Audio Assortment
141 W German StThe photo is from their old location; now this is on the corner of German and Church Streets. If you love vinyl and CDs this is the spot for you. Hipster heaven.
Every town needs a new age-y destination, and Wings of Dreams is Shepherdstown's. Crystals, books on Native American spirituality, crystal bowls, incense... you'll find it all and more.
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On the Wings of Dreams
139 W German StEvery town needs a new age-y destination, and Wings of Dreams is Shepherdstown's. Crystals, books on Native American spirituality, crystal bowls, incense... you'll find it all and more.
The place to rent river gear. Right on German Street. (304) 876-3000
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Shepherdstown Pedal & Paddle
115 W German StThe place to rent river gear. Right on German Street. (304) 876-3000
An old-fashioned general store. Great for finding gifts.
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O'Hurley's General Store
205 E Washington StAn old-fashioned general store. Great for finding gifts.
Parks
Playground and walking/running trail. You can check out the source spring for the Town Run.
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Morgan's Grove Park
4198 Kearneysville PikePlayground and walking/running trail. You can check out the source spring for the Town Run.
Lovely small playground with lots of shade. One end features a workout circuit for adults.
Cullison Park
North Mill StreetLovely small playground with lots of shade. One end features a workout circuit for adults.
This small park features a beautiful view of the river and bridges. Named after the true inventor of the steamboat. Local teens like to climb up to the top of the rock cliff. (Note: There is a path on the back side that makes it pretty easy.)
The Rumsey Monument
206 N Mill StThis small park features a beautiful view of the river and bridges. Named after the true inventor of the steamboat. Local teens like to climb up to the top of the rock cliff. (Note: There is a path on the back side that makes it pretty easy.)
Grocery Stores
The local grocery store. Recently renovated, it now is firmly average in offerings. (Except for the workers.. they're great!) You can order online in advance of your visit and then pick up.
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Food Lion
85 Maddex Square DrThe local grocery store. Recently renovated, it now is firmly average in offerings. (Except for the workers.. they're great!) You can order online in advance of your visit and then pick up.
ALDI
1147 Marlowe RoadGood prices, especially on cheeses and chocolates.
Martin's Food
1950 S Pleasant Valley RdBetter than Food Lion, but farther away.
Walmart Supercenter
96 Patrick Henry WayYou all should know about Walmart already.
Drug Stores/Pharmacies
If you need a prescription filled, this is hands down the best place. Open until 7pm. (304) 876-9966
Shepherdstown Pharmacy
7670 Martinsburg PikeIf you need a prescription filled, this is hands down the best place. Open until 7pm. (304) 876-9966
Rite Aid
448 S King StUsed to be a Rite Aid, now a Walgreen's. Right by Food Lion. (304) 876-0505
This was our favorite pharmacy until Shepherdstown Pharmacy opened. They're over the bridge in Maryland.
Sharpsburg Pharmacy
17316 Shepherdstown PikeThis was our favorite pharmacy until Shepherdstown Pharmacy opened. They're over the bridge in Maryland.
Hiking
We love this hike for the view of Harper's Ferry. Moderate hike uphill. https://www.nps.gov/hafe/planyourvisit/maryland-heights-trail.htm
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Maryland Heights
171 Harpers Ferry RdWe love this hike for the view of Harper's Ferry. Moderate hike uphill. https://www.nps.gov/hafe/planyourvisit/maryland-heights-trail.htm
Another gorgeous hike. Often less crowded than Maryland Heights. https://www.nps.gov/hafe/planyourvisit/loudoun-heights-trail.htm
Loudoun Heights
Another gorgeous hike. Often less crowded than Maryland Heights. https://www.nps.gov/hafe/planyourvisit/loudoun-heights-trail.htm
Go over the bridge into Maryland, and take your first sharp right. You'll find yourself at an entry point to the C&O Canal path. Totally flat and easy walk, but can be muddy after snow or rain.
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C&O Canal Lock 38
Go over the bridge into Maryland, and take your first sharp right. You'll find yourself at an entry point to the C&O Canal path. Totally flat and easy walk, but can be muddy after snow or rain.
Live Music
On German Street, this dog-friendly restaurant and bar often features live music.
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Lilah Restaurant
115 East German StreetOn German Street, this dog-friendly restaurant and bar often features live music.
The "Mech" (as locals call it) often has live music/open mic nights.
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The Mecklenburg Inn
128 E German StThe "Mech" (as locals call it) often has live music/open mic nights.
Before COVID, O'Hurley's would often have live old-timey music once a week in the evenings. Not sure what the situation is now.
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O'Hurley's General Store
205 E Washington StBefore COVID, O'Hurley's would often have live old-timey music once a week in the evenings. Not sure what the situation is now.
Classic English Pub with occasional live music.
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The Devonshire Arms Cafe & Pub
107 S Princess StClassic English Pub with occasional live music.