2020 Calendar of Events


March 13 – 15, St Patrick’s Day Annual Chili Cook-Off

Bring your pot of chili or a chili fixing and join our annual St. Patrick’s Day Chili Cook Off.  Categories:  Most Original and Best All Around.  Make your 2020 reservations to defend or steal your titles!!   

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March 20 – 22 – Paint -N- Sip

paintsquirrelAll you ‘Rustic Rembrandts’ bring your favorite bottle of wine or other beverage and get in touch with your creative side as we paint!  Let’s get strokin’.

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March 27 – 29 – Capt E’s Prime Rib Night and Show

Purchase your dinner tickets in advance for a romantic prime rib dinner for two followed by an evening full of fun and laughter!


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April 3 – 5 – Spring Corn Hole Tournament

20180407_151247cornholesquirrelBecause our tournaments have become so popular, we are now holding an annual spring tournament as well.  Join us under our new pavilion for our Spring Corn Hole Tournament weekend!!  This is not your average tournament…this is “Game On”!

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April 10 – 12 – Easter Weekend

Easter crafts, egg hunts (kids,teens, and adults!), dye Easter Eggs,  and take a hay ride with the Easter Bunny himself!  Call to schedule your Easter Bunny tuck-in service.  Beautiful waterfront sunrise service followed by free breakfast for everyone!

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April 17 -19 – Annual Pig Roast and 15th Annual Mid-Atlantic Truck Camper Rally

pigroastsquirrelTwo tickets for the pig roast included with your reservations.  Join us in welcoming our fellow truck campers from across the east coast as we host the 15th Annual Mid-Atlantic Truck Camper three day rally as well.     We are very excited to announce that we have booked Country Music Road Show — Brett Baker (and his side kick – Patti!!)   check him out at www.brettstc.com

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April 24 – April 26 – Kick Off of our 20/50 Anniversary

Help us kick off the 2020 camping season at Tall Pines Harbor Campground as we celebrate 50 years of Tall Pines Harbor as well as 20 years of Ray and Sherri !!!!



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May 1 – 3 – Mayday Fire and Rescue Weekend

Help us honor their dedication and service to our communities.  Show proof of service to receive 15% discount off camping this weekend.  Put your rescue skills to test in some of our unique challenges!!

Photos by Sheila Coulborne



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May 8 – 10 – Mother’s Day

teapartysquirrelHelp us celebrate Mother’s Day as we feature our Mother’s for the weekend.  Don’t forget to bring Mom to the FREE Sunday breakfast.  

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May 15 – 17 – Pre-Season Splash Sensation- Heated Pool

splashIt’s been a long winter so let’s get a ‘jump start’on the summer season with our pre-season opening of our heated pool!  Help us bring in the summer in style!!


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May 22 – 25 – Memorial Day Beach Luau

luausquirrelPack your Hawaiian shirts and grass skirts and join us as we transform our beach into a tropical island getaway!!  Enjoy the awesome fireworks display from our pier following the beach  party.



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May 29 – May 31 – Country Western Weekend

bestofwestsquirrelMake sure to dress the part for this rootin’ tootin’ hoedown.    Pack those cowboy boots and hats and come on down for a boot-scootin good time as we dance the night away country western style!



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June 5 – 7 – Steamed Clams by the Bay

clambakesquirrelSample some of the flavor of the Eastern Shore with some steamed clams caught locally served at the beach!!!


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June 12 – 14 – 4th Annual ‘Bayside Bluegrass’ Festival

bluegrasssquirrelYa’ll come join us for some good ole fashioned foot-stomping, hand clappin,

good ole boy Bluegrass under our  pavilion!   We are still working on our band line up!!!  Be sure to bring those guitars and banjos and join a campfire pickin.



June 19 – 21 – Father’s Day/Pirate Weekend

piratesquirrelCome walk the gang-plank as we watch Blackbeard sail ashore in search of his buried treasure.    FREE Father’s Day breakfast!


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June 26 – June 28 ‘Gettin Piggy With It’ BBQ Cookoff

wingfootballsquirrelBring those smokers or charcoal grills and show off those BBQ skills!!!!   We are excited to be hosting our first ‘Backyard BBQ Cookoff’!!!!    We will also be inviting BBQ food vendors to join us as well!!!!!    Stay tuned for further details!!

July 2 – July 5 – Independence Day Celebration

squirrelwflagHelp us celebrate with food, music and fun!  Annual Shrimp Feast, tie dye, crafts,  parade and beach party.  


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July 10 – 12 – Pontoon Party

pontoonsquirrelJoin us as we ‘make waves and catch rays’ at our very own Pontoon party.   Music on the water!  From the beach to the bay, you don’t have to own a Pontoon to have fun this day!!    

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July 17 – 19 – Wet-n-Wild Weekend

wetnwildsquirrelLet’s all cool down this hot summer day with all our “water-based” activities. At the beach, at the pool, and come prepared to join in the water-wars with your water guns, hoses and buckets!!    

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July 24 – 26 – Tall Pines Harbor Jeep Jam

jeepjamminlogoBring your Jeeps and join us for the Great American Jeep Campout!!  Shine up those Jeeps for our show, Jeep parade, Jeep Jammin’, food vendors and more!!

July 29 – 31 – Chincoteague Island Pony Swim

ponyswimsquirrelDrive to nearby Chincoteague Island and experience the famous Pony Swim and Auction.


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July 31 – August 2 – ‘Beat the Heat’ Nighttime Pool Party

 poolpartysquirrelWhat are you ‘wading’ for?  Come ‘Stay Cool by the Pool’ as we throw a nighttime glow deckside pool party complete with food, music, lights and fun!!!

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August 7 – 9 – Annual Jimmy Buffet Cheeseburger in Paradise Beach Party

buffettsquirrelHey all you “Parrot Heads”, come enjoy cheeseburgers on the beach, live band, and don’t forget your Parrot head costumes and flip flops!!!

Photos by Sheila Coulborne

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August 14- 16 – Pontoon Party II

You can never catch enough rays….so join us for our second Pontoon Party of the season as we float the day away!!!

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August 21 – 23 – Crab Feast

crabfeastsquirrelAll you crab lovers won’t want to miss our crab feast on Saturday, August 22nd.  Join us under the pavilion as we dig into some of Virginia’s finest blue crabs.  Bring your pickin’ knives!!  $$ additional fee for the crabs.

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August 28 – 30 – End of Summer Corn Hole Tournament

cornholesquirrelJoin us for our 8th annual end of the summer Corn Hole Tournament weekend!!  This is not your average tournament…this is “Game On”!  The fun will begin on Friday evening , tournament to be played on Saturday!

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September 4 – 7 – Labor Day Beach Party and Lip Sync Contest

squirrelcastleHelp us send off summer as we celebrate Labor Day with our annual beach party and back by very popular demand is our Labor Day Lip Sync Contest.  Start brushing up your acts!!!!  Fireworks display!


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September 11 – 13 – Low Country Boil

Roll up your sleeves and let’s dig into this delicious feast of shrimp, sausage, potatoes and corn!!!   Don’t forget to try our hush puppies!!!lowboilsquirrel

September 18 – 20 – Car Cruisin

cruiseinsquirrelBring those cars and trucks and join us for a car cruising!!!

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September 25 – 27 – Harvest Fest and Tractor Show

tractorsquirrelCome enjoy some good old fashioned “Fall Treats” like the some hot cider!  Get an early jump on your Christmas shopping as your stroll through the crafters/baked good tables/yard sale items.     Bake your favorite cake, cookies or pie and donate them to the cake walk.  Feeling lucky, make sure you participate in the cake walk and win a scrumptous dessert to share at your campsite!!  We are excited to announce that we have also added an Antique and Modern Tractor Show to be part of our harvest weekend!!  Trophies to be awarded!!

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October 2 – 4 – THINK PINK WEEKEND!! Breast Cancer Awareness and Whinnies For Ninnies

In honor of Breast Cancer Awareness month, join us for a totally PINK weekend!!!! Lots of fun activities and chances to help us raise money to help support breast cancer awareness and the wonderful organization, Women Supporting Women! Join us for our annual ‘Whinnies For Ninnies’ Breast Cancer Ride and Drive!!! Stay tuned for more details!!!

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October 9 – 11 Pumpkin Palooza

Join us for this new theme weekend where all activities are everything Pumpkin!!!!    We will kick off with a magical pumpkin patch for our kids on Friday evening, followed by pumpkin painting, pumpkin carving, pumpkin decorating contest, pumpkin toss and much much more!!

October 16 – 18 , 23 – 25, and Oct 30 – Nov 1 Harbor Horror

halloweensquirrelExperience one of our famous Halloween Weekends including our annual site decorating contest, trick-or-treating, costume contest, Haunted House and our Monster Mash party!


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