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Arts & Entertainment, Do Not Miss

The Scarecrows Are Back!

September 25, 2023 by Admin

This year’s Fall Fest on West will once again feature scarecrows lining the path from Church Circle to Westgate Circle in downtown Annapolis. But, that’s not all! Enjoy live music, pumpkins, kids’ events, outdoor dining and more on West Street in Historic Annapolis followed up with Dinner Under the Stars 5-9pm with live music.

The 2nd Annual Scarecrow Stroll begins October 21 and there is still time for groups to register to enter their own hay-filled creation in the contest. It’s a great opportunity for Scout groups, church groups, businesses, organizations and families to express some spooky creativity and win prizes in three categories.

Will your scarecrow be funny or frightening? Happy or horrible? The deadline to register is Oct. 11. Voting will begin October 21st.

​Scarecrow Stroll 

West St will be lined with Scarecrows and music from Church Circle to Westgate Circle – vote for your favorite!  #ScarecrowStroll2023

There’s still time to register your scarecrow! Help decorate Annapolis from Circle to Circle with spooky, fun, creative, crazy scarecrows from circle to circle on West St. Team up with friends, family, organizations and businesses to create your themed scarecrow.

Deadline to register is Oct. 11th. There are a few rules and guidelines to follow.

Click Here for Rules

Register Here

Schedule

​Live Music 

2pm-4pm Alison Thoms Music

6pm-9pm Spice Trio

2-5pm  Kids Games

             Ping Pong Pumpkin 

             Bean Bag Toss

             Witch Hat Ring Toss

             Guess How Many candy corn

1-4pm  Kids Pumpkin Decorating 

        4″ real pumpkins for kids to decorate using stickers and magic markets etc.

Have your photo taken in a scarecrow cut out.

​2:00pm Pumpkins for a Cause 

2:30pm Annapolis Corgi Club Parade 

           Starts at Church Circle down to Calvert St

​3pm     Children’s Theatre of Southern Maryland Performance

4pm     Story time with Tina Streeter Smith

6pm – 9pm DINNER UNDER THE STARS

Arty pumpkins will be on Sale at Gallery 57 West to benefit Annapolis Light House.

​Just One Sweater – Collecting gently used sweaters and hoodies for those in need

Join us for our Fall Fest on West on October 21st from 2pm-9pm more info at IWSAnnapolis.com.
Register now for Scarecrow Stroll at https://forms.gle/SaBTJCuQ3J1JpGa3A

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Category: Arts & Entertainment, Do Not MissTag: Annapolis, corgis, downtown, Event, Family Friendly, Festival, games, IWSA, kids, Music, pumpkins, scarecrow See all posts by Admin

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We’re excited to w

We’re excited to welcome Center Lane Swim School as a new Annapolis Moms community supporter!

Summer swimmers are built in the winter and Center Lane Swim School is all about building confident, capable swimmers in a supportive, encouraging environment year-round. From beginners just getting comfortable in the water to kids working on strong swim fundamentals, their experienced instructors meet swimmers where they are and help them grow at their own pace.

If you’re looking for quality swim instruction that prioritizes safety, confidence, and real skill-building, Center Lane Swim School is a fantastic local resource for Annapolis-area families.

👉 Learn more: www.centerlaneswim.com/

We’re so happy to have them in our community! 🏊‍♀️
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Ready to ditch the yo-yo dieting? 🎢

Sure, losing weight on your own can be done—but fad diets, trendy workouts, and over-the-counter fixes often lead to short-term wins and long-term frustration.

At @promdhealth Annapolis, one of our awesome Community Supporters, medically supervised weight loss means real guidance, real support, and real results that last. 💪✨

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