Best Places to Stay in Trappe, MD

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Stay in Trappe - A Home Base for Your Talbot County Getaway

stay in Trappe at the Anchorage B&B.
The Anchorage Bed & Breakfast in Trappe, MD is nestled on 12 acres of waterfront property.

A stay in Trappe is a great option to consider when planning your visit to Talbot County.  The Anchorage Bed & Breakfast offers six guest rooms on its waterfront property that is nestled on 12 acres with a wetlands area facing the Choptank River as well as outdoor event space for weddings. 

A variety of vacation rentals are available.  For the most private getaway of all, you can book a vacation rental for a weekend, a week, a month — or more. No matter how long you choose to stay, you can rest assured life on the shore will renew your spirit. For assistance in finding your perfect vacation rental, a variety of companies are available. 

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Explore all of Talbot County’s lodging options. 

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Tilghman Island

Best Places to Stay on Tilghman Island

A stay on Tilghman Island takes you just off the beaten path, to the southernmost tip of Talbot County. This authentic waterman’s village, nestled between the Chesapeake Bay and the Choptank River, is truly a world apart. The serenity of this unique place will help to melt away your worries.

Picture Yourself Here #talbotcountymd

Talbot County MD

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Happy National Pie Day! Indulge in a slice of heaven from one of Talbot County`s amazing bakeries. With countless delicious flavors and a`la mode options, you`re in for a treat. https://ow.ly/GEF950UqYPY
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Photo courtesy of: @bonheureaston
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationalpieday

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Happy National Pie Day! Indulge in a slice of heaven from one of Talbot County's amazing bakeries. With countless delicious flavors and a'la mode options, you're in for a treat. https://ow.ly/GEF950UqYPY - Photo courtesy of: @bonheureaston - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationalpieday

Happy National Pie Day! Indulge in a slice of heaven from one of Talbot County`s amazing bakeries. With countless delicious flavors and a`la mode options, you`re in for a treat. https://ow.ly/GEF950UqYPY
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Photo courtesy of: @bonheureaston
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationalpieday ...

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Warm yourself up with thoughts of Spring, and plan a trip to Talbot County! https://ow.ly/tL7n50UqYLU
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd

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Warm yourself up with thoughts of Spring, and plan a trip to Talbot County! https://ow.ly/tL7n50UqYLU - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd

Warm yourself up with thoughts of Spring, and plan a trip to Talbot County! https://ow.ly/tL7n50UqYLU
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd ...

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Happy Martin Luther King Jr. Day! Honor his legacy by exploring the rich history of African Americans in Talbot County. ‍‍The Water`s Edge Museum`s West Wall exhibit sheds light on the vital contributions of Black residents, showcasing their resilience and achievements. Plan your trip today! https://ow.ly/7szX50UqYEP
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #martinlutherkingjrday #martinlutherkingjr @watersedgemuseum
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Photo courtesy of: https://ow.ly/5Wik50UqYEQ

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Happy Martin Luther King Jr. Day! Honor his legacy by exploring the rich history of African Americans in Talbot County. ‍‍The Water's Edge Museum's West Wall exhibit sheds light on the vital contributions of Black residents, showcasing their resilience and achievements. Plan your trip today! https://ow.ly/7szX50UqYEP - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #martinlutherkingjrday #martinlutherkingjr @watersedgemuseum - Photo courtesy of: https://ow.ly/5Wik50UqYEQ

Happy Martin Luther King Jr. Day! Honor his legacy by exploring the rich history of African Americans in Talbot County. ‍‍The Water`s Edge Museum`s West Wall exhibit sheds light on the vital contributions of Black residents, showcasing their resilience and achievements. Plan your trip today! https://ow.ly/7szX50UqYEP
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #martinlutherkingjrday #martinlutherkingjr @watersedgemuseum
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Photo courtesy of: https://ow.ly/5Wik50UqYEQ ...

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Beat the winter blues with the warmth of live music! Historic theaters to cozy coffee shops, you`ll find local bands playing everything from Americana to classic rock and blues. Explore the hidden gems and established venues throughout the county with our excliusive guide: https://ow.ly/v6pR50UqYsj
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #musicalperformances #livemusic

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Beat the winter blues with the warmth of live music! Historic theaters to cozy coffee shops, you'll find local bands playing everything from Americana to classic rock and blues. Explore the hidden gems and established venues throughout the county with our excliusive guide: https://ow.ly/v6pR50UqYsj - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #musicalperformances #livemusic

Beat the winter blues with the warmth of live music! Historic theaters to cozy coffee shops, you`ll find local bands playing everything from Americana to classic rock and blues. Explore the hidden gems and established venues throughout the county with our excliusive guide: https://ow.ly/v6pR50UqYsj
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #musicalperformances #livemusic ...

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Winter may be here, but fresh seafood is always in season in Talbot County! While we eagerly await the start of crab season, indulge in delicious oysters and other seafood delights. Explore our local restaurants and markets to savor the flavors of the Chesapeake Bay. https://ow.ly/6E3m50UqYm1
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #chesapeakebayseafood #seafood

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Winter may be here, but fresh seafood is always in season in Talbot County! While we eagerly await the start of crab season, indulge in delicious oysters and other seafood delights. Explore our local restaurants and markets to savor the flavors of the Chesapeake Bay. https://ow.ly/6E3m50UqYm1 - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #chesapeakebayseafood #seafood

Winter may be here, but fresh seafood is always in season in Talbot County! While we eagerly await the start of crab season, indulge in delicious oysters and other seafood delights. Explore our local restaurants and markets to savor the flavors of the Chesapeake Bay. https://ow.ly/6E3m50UqYm1
-
#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #chesapeakebayseafood #seafood ...

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From cozy Italian restaurants to waterfront dining, Talbot County offers the perfect romantic setting for your Valentine`s Day dinner. Make your reservation today at one of the amazing eateries on our guide: https://ow.ly/Aw4m50UqYj7
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #valanetinesday #valentinesdayrestaurants

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From cozy Italian restaurants to waterfront dining, Talbot County offers the perfect romantic setting for your Valentine's Day dinner. Make your reservation today at one of the amazing eateries on our guide: https://ow.ly/Aw4m50UqYj7 - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #valanetinesday #valentinesdayrestaurants

From cozy Italian restaurants to waterfront dining, Talbot County offers the perfect romantic setting for your Valentine`s Day dinner. Make your reservation today at one of the amazing eateries on our guide: https://ow.ly/Aw4m50UqYj7
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #valanetinesday #valentinesdayrestaurants ...

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Get ready for a night of soulful jazz as Ali Webb takes the stage at the Stoltz Listening Room TONIGHT! Experience the magic of her music and the power of human connection. Check for ticket availability NOW! https://ow.ly/JHin50UqYc5
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #aliwebb @avalonfoundation

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Get ready for a night of soulful jazz as Ali Webb takes the stage at the Stoltz Listening Room TONIGHT! Experience the magic of her music and the power of human connection. Check for ticket availability NOW! https://ow.ly/JHin50UqYc5 - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #aliwebb @avalonfoundation

Get ready for a night of soulful jazz as Ali Webb takes the stage at the Stoltz Listening Room TONIGHT! Experience the magic of her music and the power of human connection. Check for ticket availability NOW! https://ow.ly/JHin50UqYc5
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #aliwebb @avalonfoundation ...

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It`s National Shop for Travel Day - the perfect time to start planning your next adventure! Discover the charm of Talbot County, Maryland, where history, culture, and coastal beauty converge. From exploring historic towns to indulging in fresh seafood, Talbot County has something for everyone. Start planning your dream vacation today! https://ow.ly/Jyu050Uy1wV
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationalshopfortravel

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It's National Shop for Travel Day - the perfect time to start planning your next adventure! Discover the charm of Talbot County, Maryland, where history, culture, and coastal beauty converge. From exploring historic towns to indulging in fresh seafood, Talbot County has something for everyone. Start planning your dream vacation today! https://ow.ly/Jyu050Uy1wV - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationalshopfortravel

It`s National Shop for Travel Day - the perfect time to start planning your next adventure! Discover the charm of Talbot County, Maryland, where history, culture, and coastal beauty converge. From exploring historic towns to indulging in fresh seafood, Talbot County has something for everyone. Start planning your dream vacation today! https://ow.ly/Jyu050Uy1wV
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #nationalshopfortravel ...

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One of the best perks of being in Talbot County is the abundance of stunning sunrises and sunsets. With so much waterfront property, you`re never far from a breathtaking view. Explore our parks, beaches, and waterfront locations to find your perfect spot to soak up the beauty. https://ow.ly/efto50UqXMc
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd

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One of the best perks of being in Talbot County is the abundance of stunning sunrises and sunsets. With so much waterfront property, you're never far from a breathtaking view. Explore our parks, beaches, and waterfront locations to find your perfect spot to soak up the beauty. https://ow.ly/efto50UqXMc - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd

One of the best perks of being in Talbot County is the abundance of stunning sunrises and sunsets. With so much waterfront property, you`re never far from a breathtaking view. Explore our parks, beaches, and waterfront locations to find your perfect spot to soak up the beauty. https://ow.ly/efto50UqXMc
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd ...

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Statesboro isn`t just a tribute band; they channel the soul of the Allman Brothers. Experience the magic of their performances live at the Avalon Theatre TONIGHT! Check for ticket availability NOW. https://ow.ly/WL6E50UqXCh
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @statesborotributeband @avalonfoundation

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Statesboro isn't just a tribute band; they channel the soul of the Allman Brothers. Experience the magic of their performances live at the Avalon Theatre TONIGHT! Check for ticket availability NOW. https://ow.ly/WL6E50UqXCh - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @statesborotributeband @avalonfoundation

Statesboro isn`t just a tribute band; they channel the soul of the Allman Brothers. Experience the magic of their performances live at the Avalon Theatre TONIGHT! Check for ticket availability NOW. https://ow.ly/WL6E50UqXCh
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @statesborotributeband @avalonfoundation ...

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Catch Dan Navarro live in the Stolz Listening Room on January 10th! From writing hits for Pat Benatar to starring in Oscar-winning films, Dan Navarro is a true Renaissance man. Check for ticket availability NOW! https://ow.ly/o8HY50UqXu8
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @dannavarromusic @avalonfoundation

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Catch Dan Navarro live in the Stolz Listening Room on January 10th! From writing hits for Pat Benatar to starring in Oscar-winning films, Dan Navarro is a true Renaissance man. Check for ticket availability NOW! https://ow.ly/o8HY50UqXu8 - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @dannavarromusic @avalonfoundation

Catch Dan Navarro live in the Stolz Listening Room on January 10th! From writing hits for Pat Benatar to starring in Oscar-winning films, Dan Navarro is a true Renaissance man. Check for ticket availability NOW! https://ow.ly/o8HY50UqXu8
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @dannavarromusic @avalonfoundation ...

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Don`t miss the Chesapeake Fire & Ice Festival on February 14th & 15th! This unique event features ice sculptures, fire performances, live music, and much more! It`s the perfect way to celebrate Valentine`s Day weekend or just enjoy a winter wonderland experience. Plan your trip today! https://ow.ly/bZPl50UxYHh
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #chesapeakefireandice

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Don't miss the Chesapeake Fire & Ice Festival on February 14th & 15th! This unique event features ice sculptures, fire performances, live music, and much more! It's the perfect way to celebrate Valentine's Day weekend or just enjoy a winter wonderland experience. Plan your trip today! https://ow.ly/bZPl50UxYHh - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #chesapeakefireandice

Don`t miss the Chesapeake Fire & Ice Festival on February 14th & 15th! This unique event features ice sculptures, fire performances, live music, and much more! It`s the perfect way to celebrate Valentine`s Day weekend or just enjoy a winter wonderland experience. Plan your trip today! https://ow.ly/bZPl50UxYHh
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #chesapeakefireandice ...

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Looking for the perfect place to celebrate your love this Valentine`s Day? Look no further than the charming inns of Talbot County! Reserve your spot today! https://ow.ly/4nI850UqXmG
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #valentainesday #romanticgetaway #talbotcountyinns

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Looking for the perfect place to celebrate your love this Valentine's Day? Look no further than the charming inns of Talbot County! Reserve your spot today! https://ow.ly/4nI850UqXmG - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #valentainesday #romanticgetaway #talbotcountyinns

Looking for the perfect place to celebrate your love this Valentine`s Day? Look no further than the charming inns of Talbot County! Reserve your spot today! https://ow.ly/4nI850UqXmG
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #valentainesday #romanticgetaway #talbotcountyinns ...

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Plein Air Easton is accepting applications for its annual competition and festival through January 17th! If you`re passionate about capturing the beauty of Easton, Maryland through your art, this is your chance to showcase your talent and win exciting prizes. Apply today! https://pleinaireaston.com/
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pleinaireaston

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Plein Air Easton is accepting applications for its annual competition and festival through January 17th! If you're passionate about capturing the beauty of Easton, Maryland through your art, this is your chance to showcase your talent and win exciting prizes. Apply today! https://pleinaireaston.com/ - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pleinaireaston

Plein Air Easton is accepting applications for its annual competition and festival through January 17th! If you`re passionate about capturing the beauty of Easton, Maryland through your art, this is your chance to showcase your talent and win exciting prizes. Apply today! https://pleinaireaston.com/
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pleinaireaston ...

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It`s National Bird Day! Celebrate by taking a walk on the Pickering Creek Audobon Center`s trails, listening to the calls of the birds, and seeing how many different species you can spot. You might even see a bald eagle or a Delmarva fox squirrel! Plan your trip today! https://ow.ly/VI4y50UqXbi
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pickeringcreekauduboncenter

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It's National Bird Day! Celebrate by taking a walk on the Pickering Creek Audobon Center's trails, listening to the calls of the birds, and seeing how many different species you can spot. You might even see a bald eagle or a Delmarva fox squirrel! Plan your trip today! https://ow.ly/VI4y50UqXbi - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pickeringcreekauduboncenter

It`s National Bird Day! Celebrate by taking a walk on the Pickering Creek Audobon Center`s trails, listening to the calls of the birds, and seeing how many different species you can spot. You might even see a bald eagle or a Delmarva fox squirrel! Plan your trip today! https://ow.ly/VI4y50UqXbi
-
#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd @pickeringcreekauduboncenter ...

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The dynamic father-son duo, Ken & Brad Kolodner, are bringing their captivating soundscape to the Avalon Theater TONIGHT, January 4th! Don`t miss this opportunity to see one of the most influential hammered dulcimer players in North America perform live. Check for ticket availability NOW! https://ow.ly/zTNm50UqX2Z
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#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #kenandbrad @avalonfoundation

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The dynamic father-son duo, Ken & Brad Kolodner, are bringing their captivating soundscape to the Avalon Theater TONIGHT, January 4th! Don't miss this opportunity to see one of the most influential hammered dulcimer players in North America perform live. Check for ticket availability NOW! https://ow.ly/zTNm50UqX2Z - #talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #kenandbrad @avalonfoundation

The dynamic father-son duo, Ken & Brad Kolodner, are bringing their captivating soundscape to the Avalon Theater TONIGHT, January 4th! Don`t miss this opportunity to see one of the most influential hammered dulcimer players in North America perform live. Check for ticket availability NOW! https://ow.ly/zTNm50UqX2Z
-
#talbotcountymd #mdinfocus @DiscoverEaston @stmichaelsmd @PortOfOxford #trappemd #kenandbrad @avalonfoundation ...

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