× Blockbuster Weekend on the Shore
brBlockbuster Weekend on the Shore The Eastern Shore is filled with historic towns, friendly folks, and, not to mention, some of the best sunsets throughout Maryland! Whether you already live in the Chesapeake region or you’re a short drive across the bridge, these are some not-to-be-missed weekend events on the Shore.
What’s Up? Whiskey and Spirits – Annapolis Maritime Museum
Blockbuster Weekend on the Shore
brBlockbuster Weekend on the Shore The Eastern Shore is filled with historic towns, friendly folks, and, not to mention, some of the best sunsets throughout Maryland! Whether you already live in the Chesapeake region or you’re a short drive across the bridge, these are some not-to-be-missed weekend events on the Shore. The What's Up? Weekend Rundown
Annapolis
What’s Up? Whiskey and Spirits – Annapolis Maritime Museum
Thursday, October 26th, 6–9 p.m.
brCalling all spirits enthusiasts to What’s Up? Media’s first ever Whiskey and Spirits event at the Annapolis Maritime Museum. Attendees will enjoy a night of entertainment and delectable fare provided by local restaurants including Carpaccio, Broadneck Grill and Cantina, and The Fresh Market. While browsing the many vendors available, sip premium whiskey, scotch, malts, bourbon, rum, vodka, gin, and so much more from quality merchants such as Dogfish Head Distilling Co., Slane Irish Whiskey, Roca Patron, and many others.
Fueling for Sports with Plants – Whole Foods Market, Annapolis
brCalling all spirits enthusiasts to What’s Up? Media’s first ever Whiskey and Spirits event at the Annapolis Maritime Museum. Attendees will enjoy a night of entertainment and delectable fare provided by local restaurants including Carpaccio, Broadneck Grill and Cantina, and The Fresh Market. While browsing the many vendors available, sip premium whiskey, scotch, malts, bourbon, rum, vodka, gin, and so much more from quality merchants such as Dogfish Head Distilling Co., Slane Irish Whiskey, Roca Patron, and many others.
Fueling for Sports with Plants – Whole Foods Market, Annapolis
Thursday, October 26th, 6:30–8:30 p.m.
brJoin Whole Foods Market and special guests, Christine Turpin RD, CSSC, LDN and Dr. Raymond Infaniti, DC. Topics of discussion will include: Recognize the food components of My Athlete’s Plate and grasp how to put together a high-performance plate, understand which foods provide the best energy to carry you through your sport, learn about the top foods to eat for recovery, injury and illness, identify high energy snacks to pack while on the road or at the office, identify quality ingredients in foods engineered for sport, and try samples and take away easy recipes for families with busy schedules.
Maggie Rose – Rams Head On Stage
brJoin Whole Foods Market and special guests, Christine Turpin RD, CSSC, LDN and Dr. Raymond Infaniti, DC. Topics of discussion will include: Recognize the food components of My Athlete’s Plate and grasp how to put together a high-performance plate, understand which foods provide the best energy to carry you through your sport, learn about the top foods to eat for recovery, injury and illness, identify high energy snacks to pack while on the road or at the office, identify quality ingredients in foods engineered for sport, and try samples and take away easy recipes for families with busy schedules.
Maggie Rose – Rams Head On Stage
Friday, October 27th, 8 p.m.
brMaggie Rose is a rare triple threat: a multi-faceted artist who can write, perform, and produce a hit song. Raised in Maryland, Rose cut her teeth as the leader of a Bruce Springsteen cover band before beginning to write her own songs, drawing on her unique background, including a move to Nashville as a 19-year-old, for inspiration.
Annapolis Rock Festival – Stage One Park
brMaggie Rose is a rare triple threat: a multi-faceted artist who can write, perform, and produce a hit song. Raised in Maryland, Rose cut her teeth as the leader of a Bruce Springsteen cover band before beginning to write her own songs, drawing on her unique background, including a move to Nashville as a 19-year-old, for inspiration.
Annapolis Rock Festival – Stage One Park
Saturday, October 28th, 2–9 p.m.
brEnjoy an all-day festival to celebrate the talented artists of Annapolis. The Annapolis Rock Festival is a family friendly event featuring food/drink specials and buffets provided by local restaurants, family fun and games, and all-day live music from Skribe, Rhett Repko, No Capes, and many more!
Burlesque-A-Pades Halloween Spooktacular – Rams Head On Stage, Annapolis
brSaturday, October 28th, 8 p.m.
brThe World Famous Pontani Sisters are a trio of choreographed cuties circling the globe on a quest to bring glamour back to entertainment! They tour the world as one of the pioneering forces of the new Burlesque, spreading their glamour gospel and bringing classic Burlesque sass back to the best venues on earth. Don’t miss Burlesque-A-Pades Halloween Spectacular, a sizzling burlesque revue direct from NYC that celebrates the season of scare with a titillating stage show complete with thrills, chills, laughs, daring disguises, glamorous gasps, and more. Plus, come in costume and you could win a gift bag with over $500.00’s in prizes.
Bark ‘n Dash 5K and Family Dog Walk – Quiet Waters Park
brEnjoy an all-day festival to celebrate the talented artists of Annapolis. The Annapolis Rock Festival is a family friendly event featuring food/drink specials and buffets provided by local restaurants, family fun and games, and all-day live music from Skribe, Rhett Repko, No Capes, and many more!
Burlesque-A-Pades Halloween Spooktacular – Rams Head On Stage, Annapolis
brSaturday, October 28th, 8 p.m.
brThe World Famous Pontani Sisters are a trio of choreographed cuties circling the globe on a quest to bring glamour back to entertainment! They tour the world as one of the pioneering forces of the new Burlesque, spreading their glamour gospel and bringing classic Burlesque sass back to the best venues on earth. Don’t miss Burlesque-A-Pades Halloween Spectacular, a sizzling burlesque revue direct from NYC that celebrates the season of scare with a titillating stage show complete with thrills, chills, laughs, daring disguises, glamorous gasps, and more. Plus, come in costume and you could win a gift bag with over $500.00’s in prizes.
Bark ‘n Dash 5K and Family Dog Walk – Quiet Waters Park
Saturday, October 28th, 7:45 a.m.
brKick off the Barkin' Bash with a fun race through Quiet Waters Park! Well behaved and socialized dogs are welcome. The Family Dog Walk is approximately one mile. The Bark ’N Dash is part of the Move More! race series designed to give Anne Arundel County residents and visitors opportunities to Move More! All proceeds from the race go to Recreation Deeds for Special Needs, a local non-profit organization dedicated to making recreational activities accessible to all Anne Arundel County residents.
Spooky Sounds, Haunted Harmonies – Annapolis High School, Annapolis
brKick off the Barkin' Bash with a fun race through Quiet Waters Park! Well behaved and socialized dogs are welcome. The Family Dog Walk is approximately one mile. The Bark ’N Dash is part of the Move More! race series designed to give Anne Arundel County residents and visitors opportunities to Move More! All proceeds from the race go to Recreation Deeds for Special Needs, a local non-profit organization dedicated to making recreational activities accessible to all Anne Arundel County residents.
Spooky Sounds, Haunted Harmonies – Annapolis High School, Annapolis
Sunday, October 29th, 3–5 p.m.
brJoin the Londontown Symphony Orchestra for their annual Halloween concert. This year’s concert will be narrated by David de Vries and feature works from Malcolm Arnold, Franz Listz, and more! There will also be a costume contest for all ages.
Downrigging Weekend Tall Ship and Wooden Boat Festival - Chestertown
brJoin the Londontown Symphony Orchestra for their annual Halloween concert. This year’s concert will be narrated by David de Vries and feature works from Malcolm Arnold, Franz Listz, and more! There will also be a costume contest for all ages.
Eastern Shore
Downrigging Weekend Tall Ship and Wooden Boat Festival - Chestertown
Friday, October 27th through Sunday, October 29th
brNow in its 17th year, Sultana’s Downrigging Weekend Tall Ship and Wooden Boat Festival has evolved into one of the largest annual Tall Ship gatherings on the East Coast. Visitors to the festival can expect to see a waterfront packed with ships, schooners, and wooden boats; performances by world-class musicians; lectures by nationally recognized authors and filmmakers; plenty of opportunities to go sailing as part of a fleet of “Tall Ships”; and the chance to spend the weekend in Chestertown–one of America’s best preserved historic seaports.
Chesapeake Film Festival – Easton
brNow in its 17th year, Sultana’s Downrigging Weekend Tall Ship and Wooden Boat Festival has evolved into one of the largest annual Tall Ship gatherings on the East Coast. Visitors to the festival can expect to see a waterfront packed with ships, schooners, and wooden boats; performances by world-class musicians; lectures by nationally recognized authors and filmmakers; plenty of opportunities to go sailing as part of a fleet of “Tall Ships”; and the chance to spend the weekend in Chestertown–one of America’s best preserved historic seaports.
Chesapeake Film Festival – Easton
Friday, October 27th through Sunday, October 29th, 12 p.m.
brThe tenth annual Chesapeake Film Festival will feature the comedy Swing Away about professional golfer, Zoe Papadopolus. On Saturday, the focus will be the critical issues of conservation and preservation of the Chesapeake Bay and the environment, which will culminate with the screening of the National Geographic film Before the Flood, produced by Leonardo DiCaprio and Martin Scorsese. Closing Day, the festival will sponsor William Wyler: The Films and the Music featuring Dr. Rachel Franklin, followed by the CFF Student Film Showcase, and the film, Father and the Bear, with a cocktail reception.
Quota Club Christmas Gift and Craft Show – Wicomico Youth & Civic Center
brThe tenth annual Chesapeake Film Festival will feature the comedy Swing Away about professional golfer, Zoe Papadopolus. On Saturday, the focus will be the critical issues of conservation and preservation of the Chesapeake Bay and the environment, which will culminate with the screening of the National Geographic film Before the Flood, produced by Leonardo DiCaprio and Martin Scorsese. Closing Day, the festival will sponsor William Wyler: The Films and the Music featuring Dr. Rachel Franklin, followed by the CFF Student Film Showcase, and the film, Father and the Bear, with a cocktail reception.
Quota Club Christmas Gift and Craft Show – Wicomico Youth & Civic Center
Friday, October 27th, 4–8 p.m.
brThe 31st annual Christmas Gift and Craft Show returns to the Wicomico Youth & Civic Center this fall. The fair features 150 crafters and local vendors with a variety of items for sale including wooden toys, ceramics, hats, scarves, candles, wreaths and flower arrangements, baskets, and jewelry. Proceeds from the event are used to serve the local community, with a focus on the deaf, hearing impaired, speech impaired as well as disadvantaged women and children.
Chestertown's Annual Halloween Parade – Chestertown
brThe 31st annual Christmas Gift and Craft Show returns to the Wicomico Youth & Civic Center this fall. The fair features 150 crafters and local vendors with a variety of items for sale including wooden toys, ceramics, hats, scarves, candles, wreaths and flower arrangements, baskets, and jewelry. Proceeds from the event are used to serve the local community, with a focus on the deaf, hearing impaired, speech impaired as well as disadvantaged women and children.
Chestertown's Annual Halloween Parade – Chestertown
Saturday, October 28th, 10 a.m.
brEnjoy Chestertown’s annual Halloween parade! Parade will make its way down High Street with large crowds of onlookers who come out to see the creative costumes and enjoy this annual community event. Cash prizes and costume categories for all ages. Floats and groups are great too!
OysterFest – Chesapeake Bay Maritime Museum
brEnjoy Chestertown’s annual Halloween parade! Parade will make its way down High Street with large crowds of onlookers who come out to see the creative costumes and enjoy this annual community event. Cash prizes and costume categories for all ages. Floats and groups are great too!
OysterFest – Chesapeake Bay Maritime Museum
Saturday, October 28th, 10 a.m.–4 p.m.
brThe Chesapeake Bay Maritime Museum will host OysterFest, a celebration of the Chesapeake’s favorite bivalve. The event features live music on two stages, boat rides, retriever demonstrations, oysters and other local fare, an oyster stew competition and cooking demonstrations, along with children’s activities, oyster demonstrations, harvesting displays, and Chesapeake-related documentary screenings. In addition to the museum’s floating fleet of historic vessels, several commercial watermen and their boats will be dockside to share the Chesapeake Bay’s oyster dredging and hand-tonging traditions.
Trunk or Treat 2017 – Downtown Denton
brThe Chesapeake Bay Maritime Museum will host OysterFest, a celebration of the Chesapeake’s favorite bivalve. The event features live music on two stages, boat rides, retriever demonstrations, oysters and other local fare, an oyster stew competition and cooking demonstrations, along with children’s activities, oyster demonstrations, harvesting displays, and Chesapeake-related documentary screenings. In addition to the museum’s floating fleet of historic vessels, several commercial watermen and their boats will be dockside to share the Chesapeake Bay’s oyster dredging and hand-tonging traditions.
Trunk or Treat 2017 – Downtown Denton
Saturday, October 28th, 11 a.m.–1 p.m.
brBring your (ages 0-12) little ghost and goblins out for a pre-Halloween trick or treating event in the daylight, or decorate your car and hand out candy, at this family friendly event. (Pre-registration required for cars)
Monster Dash and Halloween Costume Parade – Rock Hall
brBring your (ages 0-12) little ghost and goblins out for a pre-Halloween trick or treating event in the daylight, or decorate your car and hand out candy, at this family friendly event. (Pre-registration required for cars)
Monster Dash and Halloween Costume Parade – Rock Hall
Saturday, October 28th, 3 p.m.
brCome to the Monster Dash 5K Race and help raise money for the Kent County Abroad Program at Nantucket High School. Runners/walkers will follow the route from Main Street to the public beach and return, then host activities and carnival-type games at the Civic Center. The Halloween Parade starts at Main & Rte. 20 and ends at the Civic Center for games, food, and Halloween costume contests for different age groups, with prizes.
Sailwinds Park East Kite Festival – Sailwinds Park, Cambridge
brCome to the Monster Dash 5K Race and help raise money for the Kent County Abroad Program at Nantucket High School. Runners/walkers will follow the route from Main Street to the public beach and return, then host activities and carnival-type games at the Civic Center. The Halloween Parade starts at Main & Rte. 20 and ends at the Civic Center for games, food, and Halloween costume contests for different age groups, with prizes.
Sailwinds Park East Kite Festival – Sailwinds Park, Cambridge
Sunday, October 29th, 12–4 p.m.
brFor over 10 years, the Kite Festival at Sailwinds Park has been the signature family event of the Fall on the Shore. Enjoy the amazing sights of larger than life kites, including a full scale blue whale, and other aquatic inspired kites soaring over the Choptank River. Great food, music, kite demonstrations, rock walls and "extreme" rides and slides make this the perfect family destination.
Washington International Horse Show – Verizon Center, Washington D.C.
brFor over 10 years, the Kite Festival at Sailwinds Park has been the signature family event of the Fall on the Shore. Enjoy the amazing sights of larger than life kites, including a full scale blue whale, and other aquatic inspired kites soaring over the Choptank River. Great food, music, kite demonstrations, rock walls and "extreme" rides and slides make this the perfect family destination.
Western Shore
Washington International Horse Show – Verizon Center, Washington D.C.
Thursday, October 26th through Sunday, October 29th, 7 a.m.
brHorse-crazy or not, if you like championship sport and fast-paced entertainment and fun, this is the event for you. More than 500 of the best horses and riders in the world, including Olympic veterans, will arrive in the nation's capital for six days of world-class international show jumping and top national hunter and equitation competition plus entertaining exhibitions, boutique shopping and community events.
Jim Breur – The Fillmore Silver Spring
brHorse-crazy or not, if you like championship sport and fast-paced entertainment and fun, this is the event for you. More than 500 of the best horses and riders in the world, including Olympic veterans, will arrive in the nation's capital for six days of world-class international show jumping and top national hunter and equitation competition plus entertaining exhibitions, boutique shopping and community events.
Jim Breur – The Fillmore Silver Spring
Thursday, October 26th, 7:30 p.m.
brWith over 20 years of stand-up comedy experience, Jim Breuer remains one of today’s top entertainers and continues to win over audiences with his off-the-wall humor and lovable personality. Named one of Comedy Central’s 100 Greatest Stand-Ups of All Time, Breuer is one of the most recognizable comedians in the business, known for his charismatic stage antics, dead-on impressions, and family-friendly stand-up.
Happy Healthy Halloween – The Y in Arnold
brWith over 20 years of stand-up comedy experience, Jim Breuer remains one of today’s top entertainers and continues to win over audiences with his off-the-wall humor and lovable personality. Named one of Comedy Central’s 100 Greatest Stand-Ups of All Time, Breuer is one of the most recognizable comedians in the business, known for his charismatic stage antics, dead-on impressions, and family-friendly stand-up.
Happy Healthy Halloween – The Y in Arnold
Friday, October 27th, 6–8 p.m.
brThe Y in Central Maryland will host Happy Healthy Halloween! The event will feature games, healthy snacks, crafts, costume contests, activities, and more. Activities will vary by location. This event is free for members and guests. All attendees must register in advance.
Time-Out 2017 - Little Treasury Jewelers, Gambrills
brThe Y in Central Maryland will host Happy Healthy Halloween! The event will feature games, healthy snacks, crafts, costume contests, activities, and more. Activities will vary by location. This event is free for members and guests. All attendees must register in advance.
Time-Out 2017 - Little Treasury Jewelers, Gambrills
Friday, October 27th, 12–7 p.m. & Saturday, October 28th, 10 a.m.–5 p.m.
brYou are invited to attend Little Treasury Jewelers major, annual event for watch lovers! Spend quality time on your passion for collecting and learning about the world of fine watches. There will be food and fall libations, contests, door prizes and gift bags, and so much more. Enjoy freshly shucked oysters and beer in the Time-Out Tent and meet representatives from a variety of brands. A portion of the sales to be donated to the Oyster Recovery Partnership.
Howl-O-Ween Paw-ty – Anne Arundel County Animal Control
brYou are invited to attend Little Treasury Jewelers major, annual event for watch lovers! Spend quality time on your passion for collecting and learning about the world of fine watches. There will be food and fall libations, contests, door prizes and gift bags, and so much more. Enjoy freshly shucked oysters and beer in the Time-Out Tent and meet representatives from a variety of brands. A portion of the sales to be donated to the Oyster Recovery Partnership.
Howl-O-Ween Paw-ty – Anne Arundel County Animal Control
Saturday, October 28th, 10 a.m.–2:30 p.m.
brEnjoy free family fun at Anne Arundel County Animal Control’s Howl-O-Ween Paw-ty! Meet adoptable pets, listen to live music by The Big Bang Theory, enjoy games and activities for the children, take part in the costume parade, and Trunk or Treat with the Anne Arundel County Police Department.
Heather L. Hurd 5K Spooktacular – Harford Community College, Bel Air
brEnjoy free family fun at Anne Arundel County Animal Control’s Howl-O-Ween Paw-ty! Meet adoptable pets, listen to live music by The Big Bang Theory, enjoy games and activities for the children, take part in the costume parade, and Trunk or Treat with the Anne Arundel County Police Department.
Heather L. Hurd 5K Spooktacular – Harford Community College, Bel Air
Saturday, October 28th, 8 a.m.
brThe Heather L. Hurd 5K Spooktacular race honors the memory of Healther L. Hurd, a history major at Harford Community College from 1999 to 2003, who was killed in 2008 by a distracted driver who was texting. The tag line for this race is "Scaring Away Distracted Driving". Harford Fest, a daylong celebration of Harford CC 60th anniversary, will follow. An activities area for children will be available and feature a Mickey Mouse and Halloween themed bounce houses, crafts, balloon art, face painting, a costume contest, and more. Children will also have the opportunity to meet costumed characters including Batman, Princesses, IronBirds' Ferrous, the Chik-fil-A Cow, and HCC Screech the Owl.
NSO Family Concert: Halloween Spooktacular – The John F. Kennedy Center for the Performing Arts
brThe Heather L. Hurd 5K Spooktacular race honors the memory of Healther L. Hurd, a history major at Harford Community College from 1999 to 2003, who was killed in 2008 by a distracted driver who was texting. The tag line for this race is "Scaring Away Distracted Driving". Harford Fest, a daylong celebration of Harford CC 60th anniversary, will follow. An activities area for children will be available and feature a Mickey Mouse and Halloween themed bounce houses, crafts, balloon art, face painting, a costume contest, and more. Children will also have the opportunity to meet costumed characters including Batman, Princesses, IronBirds' Ferrous, the Chik-fil-A Cow, and HCC Screech the Owl.
NSO Family Concert: Halloween Spooktacular – The John F. Kennedy Center for the Performing Arts
Sunday, October 29th, 2 p.m. & 4 p.m.
brWhen is it ever cool to “boo” the orchestra? On Halloween, of course! But watch out, because at this frightfully fun concert, ghoulishly attired musicians might “BOO” you from behind their instruments in return. Don your best costume, come one hour early to the Atrium for trick-or-treating plus a special Haunted Hall Musical Instrument “Petting Zoo,” and then take your seat in the Concert Hall for a program of goosebump-inducing favorites!
What’s Up? Whiskey & Spirits
Get ready for a trip back to pre-prohibition when over 50 specially crafted liquors join a speakeasy band at the Annapolis Maritime Museum 6-9 p.m. for What’s Up? Media's first annual Whiskey & Spirits event. Enjoy entertainment, live music by Bay Jazz Project, great food, cigar samples, raffle, and taste premium whiskey, scotch, malts, bourbon, rum, vodka, gin and much more. You do not want to miss the event of the year. GET TICKETS >>
What's Up? Media Promotions
brWhat’s Up? Media loves our community and wants to give back. Check out our promotions page for opportunities to win amazing giveaways such as tickets to the most happening local events around, gift cards to your favorite local restaurants, and more! More details here.
brWhen is it ever cool to “boo” the orchestra? On Halloween, of course! But watch out, because at this frightfully fun concert, ghoulishly attired musicians might “BOO” you from behind their instruments in return. Don your best costume, come one hour early to the Atrium for trick-or-treating plus a special Haunted Hall Musical Instrument “Petting Zoo,” and then take your seat in the Concert Hall for a program of goosebump-inducing favorites!
What’s Up? Whiskey & Spirits
Get ready for a trip back to pre-prohibition when over 50 specially crafted liquors join a speakeasy band at the Annapolis Maritime Museum 6-9 p.m. for What’s Up? Media's first annual Whiskey & Spirits event. Enjoy entertainment, live music by Bay Jazz Project, great food, cigar samples, raffle, and taste premium whiskey, scotch, malts, bourbon, rum, vodka, gin and much more. You do not want to miss the event of the year. GET TICKETS >>
What's Up? Media Promotions
brWhat’s Up? Media loves our community and wants to give back. Check out our promotions page for opportunities to win amazing giveaways such as tickets to the most happening local events around, gift cards to your favorite local restaurants, and more! More details here.