TOP 30 Best Events in Chestertown, Maryland

Chestertown Farmers Market is a vibrant community gathering place located at 118 North Cross Street in Chestertown, Maryland. This bustling market offers a wide variety of fresh, locally grown produce, handmade crafts, baked goods, and more. Visitors can enjoy the lively atmosphere as they shop for unique items and support local farmers and artisans. With its convenient location and diverse selection of goods, Chestertown Farmers Market is a must-visit destination for anyone looking to experience the best of what the region has to offer.

Chestertown Dog Park is a spacious and well-maintained park located at 100 Schauber Road in Chestertown, Maryland. This park is specifically designed for dogs to enjoy and socialize in a safe and secure environment. With separate areas for small and large dogs, as well as agility equipment and plenty of open space to run and play, Chestertown Dog Park is the perfect place for your furry friend to exercise and have fun. The park is conveniently located in a beautiful natural setting, making it a favorite spot for both locals and visitors to bring their beloved pets for a day of outdoor fun.

Chestertown Christian Academy is a reputable school located at 401 Morgnec Road in Chestertown, Maryland, United States. Our institution is dedicated to providing a quality Christian education to students from kindergarten through high school. With a focus on academic excellence, spiritual growth, and character development, we strive to equip our students with the knowledge and values needed to succeed in all areas of life. Our dedicated faculty and staff are committed to nurturing each student's unique gifts and talents in a supportive and caring environment. Join us at Chestertown Christian Academy and experience the difference a faith-based education can make in your child's life.

Wildly Native - Flower Farm and Florist is a charming institution located at 7060 Broad Neck Road in Chestertown, Maryland. As a florist, park, and store all in one, Wildly Native offers a unique experience for flower enthusiasts and nature lovers alike. The flower farm boasts a stunning array of native blooms, carefully cultivated and arranged by skilled florists. Visitors can wander through the picturesque park, taking in the beauty of the flowers and enjoying the tranquil surroundings. The store offers a selection of fresh bouquets, potted plants, and unique gifts, making it the perfect destination for special occasions or simply to brighten someone's day. With its serene atmosphere and natural beauty, Wildly Native is a must-visit destination for anyone seeking a touch of floral magic.

Happy Chicken - Bakery & Catering is a delightful establishment located at 215 Scheeler Road in Chestertown, Maryland. Specializing in baked goods and catering services, this cozy bakery and food store offers a wide range of delicious treats and savory dishes. Whether you're looking for a sweet treat to satisfy your cravings or planning a special event that requires catering services, Happy Chicken has got you covered. Stop by and indulge in their delectable offerings that are sure to leave you feeling happy and satisfied.

Hank Starkey - State Farm Insurance Agent is located at 948 Washington Avenue in Chestertown, Maryland, United States. As an insurance agency, we are dedicated to helping individuals and families manage the risks of everyday life, recover from unexpected events, and achieve their dreams. We offer a range of insurance products, including life insurance and annuities from State Farm Life Insurance Company. We also provide tips and resources on various topics such as ATV safety, student loan consolidation, and rural road driving.

The Bookplate is a charming book store located at 112 South Cross Street in Chestertown, Maryland. This cozy store offers a wide selection of books for all ages and interests, from bestsellers to rare finds. With its inviting atmosphere and knowledgeable staff, The Bookplate is the perfect place to discover your next favorite read. Whether you're a book lover or just looking for a unique gift, The Bookplate is a must-visit destination in Chestertown.

Welcome to the historic Chestertown bed and breakfast, the Inn at Mitchell House. Rated among the top ten out of 10,000 by "America's Historic Inns," this charming 18th-century manor home is situated on 12 manicured acres between Chestertown and Rock Hall, Maryland. Just a half mile away from the Chesapeake Bay, guests can enjoy the private beach and full services of the Tolchester Marina. Operating year-round, seven days a week, the inn offers six guestrooms, two parlors, a dining room, a screened porch, and numerous fireplaces creating a casual and friendly atmosphere. All rooms and the cottage include modern amenities such as a TV, hairdryer, iron, wireless internet, and use of the 2nd-floor refrigerator. Rates include a full country breakfast for two guests per room.

The Garfield Center for the Arts at the Prince Theatre, located at 210 High Street in Chestertown, Maryland, is a vibrant cultural institution dedicated to providing high-quality theatrical productions to the community. The Programming Committee is thrilled to announce the exciting lineup of plays and musicals for the upcoming 2024 season. As part of our commitment to excellence, we are currently seeking a Development Director to help support our mission and ensure the sustainability of the arts in our region. There are various ways to support the Garfield, including donations, volunteering, and sponsorship opportunities.

The Retriever Bar & The Decoy Bottle Shop is a unique establishment located at 337 1/2 High Street in Chestertown, Maryland. This hybrid venue offers a cozy and inviting bar atmosphere where patrons can enjoy a wide selection of drinks and cocktails. Additionally, The Decoy Bottle Shop provides a convenient on-site liquor store where customers can purchase their favorite spirits to enjoy at home. Whether you're looking for a fun night out or a place to stock up on your favorite beverages, The Retriever Bar & The Decoy Bottle Shop has something for everyone.

The Sultana Education Foundation, located in Chestertown, Maryland, is a tourist attraction that offers hands-on educational opportunities focused on promoting stewardship of the Chesapeake Bay's historic, cultural, and environmental resources. Through engaging programs and activities, the foundation aims to instill an appreciation for the Chesapeake Bay in students of all ages, fostering a community dedicated to preserving this unique and valuable natural resource. Join their mailing list to stay updated on upcoming events and opportunities to get involved. Contact them at 410-778-5954 for more information.

The Kent County Family YMCA is a welcoming community gym and health center located at 200 Scheeler Road in Chestertown, Maryland. Our facility offers a wide range of fitness equipment, classes, and programs for individuals and families of all ages and fitness levels. Whether you're looking to improve your physical health, meet new friends, or engage in community events, the Kent County Family YMCA has something for everyone. Join us in our mission to promote healthy living and social responsibility in the Chestertown area.

Casa Carmen Wines is a charming bar and restaurant located at 312 Cannon Street in Chestertown, Maryland. This cozy establishment offers a wide selection of delicious wines from around the world, as well as a menu of delectable food options to pair with your drink of choice. Whether you're looking for a casual place to enjoy a glass of wine with friends or a romantic spot for a date night, Casa Carmen Wines has something for everyone. Come visit us and experience the warm and inviting atmosphere that makes us a favorite among locals and visitors alike.

Don Tonio's is a one-stop destination located at 6520 Church Hill Road in Chestertown, Maryland. This institution offers a variety of services including a food market, a liquor store, and a general store. Whether you're looking for fresh produce, a bottle of wine, or everyday essentials, Don Tonio's has you covered. With a convenient location and a wide selection of products, Don Tonio's is the perfect place to stock up on all your needs in one convenient stop.

Howard's Tavern is a cozy and inviting bar located at 6520 Church Hill Road in Chestertown, Maryland. Known for its friendly atmosphere, delicious drinks, and tasty pub fare, this neighborhood spot is the perfect place to unwind after a long day. Whether you're looking to catch up with friends over a cold beer, watch the game on one of their big screen TVs, or simply relax with a cocktail, Howard's Tavern has something for everyone. Stop by and see why this local favorite has been a go-to destination for residents and visitors alike.

The Shanty Beach Bar is a charming seaside establishment located at 21085 Tolchester Beach Road in Chestertown, Maryland. This cozy bar and restaurant offers a relaxed and laid-back atmosphere, perfect for enjoying a cold drink and delicious food while taking in stunning views of the beach. With a menu featuring fresh seafood, classic bar snacks, and refreshing cocktails, The Shanty Beach Bar is the ideal spot to unwind and soak up the sun. Whether you're looking for a casual meal with friends or a relaxing evening by the water, this beach bar is sure to provide a memorable experience.

Procolino's Pizza, also known as Proc's, is a beloved pizza joint located at 711 Washington Avenue in Chestertown, Maryland. This cozy restaurant offers a wide variety of delicious pizzas made with fresh ingredients and flavorful toppings. Whether you're in the mood for a classic pepperoni pizza or something more adventurous like a BBQ chicken pizza, Procolino's has something for everyone. The friendly staff and casual atmosphere make Proc's the perfect spot for a quick bite to eat or a relaxed meal with friends and family. Come visit Procolino's Pizza and see why it's a favorite among locals and visitors alike.

The Gibson Center for the Arts is a vibrant cultural hub located in Chestertown, Maryland, United States. This state-of-the-art facility serves as a gathering place for artists, performers, and art enthusiasts from the local community and beyond. With a variety of galleries, theaters, and performance spaces, the Gibson Center offers a diverse range of programming, including exhibitions, concerts, theater productions, and more. Whether you're looking to explore the latest in contemporary art or enjoy a live performance, the Gibson Center for the Arts has something for everyone. Come visit us and experience the creativity and talent that thrives within our walls.

Luisa's Cucina Italiana is a charming Italian restaurant located at 849 Washington Avenue in Chestertown, Maryland, United States. With a warm and inviting atmosphere, this institution offers a taste of authentic Italian cuisine in the heart of Maryland. From traditional pasta dishes to savory seafood entrees, every meal at Luisa's is prepared with care and passion. Whether you're looking for a romantic dinner for two or a family gathering, Luisa's Cucina Italiana is the perfect spot to enjoy delicious food and create lasting memories.

Wilmer Park is a popular outdoor destination in Chestertown, Maryland, located at 413 South Cross Street. This park offers a variety of amenities for visitors, including Aunt Sarah's Playground, modern art sculptures, a chess table, pavilion, kayak launch site, kayak storage racks, gazebo, benches, and walkways. The large open area in Wilmer Park is frequently used for concerts, outdoor theatre, bocce leagues, festivals, and other events. It is a beautiful spot along the Chester River where locals and tourists alike can enjoy nature and outdoor activities. Don't miss out on all the fun at Wilmer Park!

Bloomin' Wild Florist is a charming floral shop located at 301 Maple Avenue in Chestertown, Maryland. Our store is filled with an exquisite selection of fresh, vibrant flowers and unique arrangements that are perfect for any occasion. Whether you're looking for a stunning bouquet for a special someone or a beautiful centerpiece for a dinner party, our talented florists will create something truly unforgettable. Visit Bloomin' Wild Florist today and let us help you bring a touch of beauty and elegance to your life.

Phat Daddy's BBQ, located at 205 Spring Avenue in Chestertown, Maryland, is a renowned catering company known for their mouthwatering smoked foods. With a secret rub and sauce, as well as top-notch smoking techniques, Phat Daddy's offers a unique and flavorful dining experience. In addition to their catering services, Phat Daddy's recently opened "The Shack" in Chestertown, specializing in on-site meat preparation, pick up, delivery, and catering for special events. Visit Phat Daddy's for a taste of award-winning BBQ that will leave you craving more.

The Animal Care Shelter for Kent County is located at 10168 Worton Road in Chestertown, Maryland, United States. As the only animal shelter in Kent County, we provide care for hundreds of animals each year. Our dedicated staff ensures that every adoptable pet receives food, shelter, medical attention, and love until they find their forever homes. In addition to our shelter services, we offer progressive programs such as a food pantry, lost and found services, and rehoming support. Stay updated on our upcoming events by checking our calendar or following us on Facebook. If you are interested in hosting an event to support ACSKC, please reach out to us. For animal-related emergencies, please call 911, and for non-emergencies, call 410-778-3648.

Washington College is a prestigious university located at 300 Washington Avenue in Chestertown, Maryland, United States. As one of the oldest institutions of higher education in the country, Washington College offers a wide range of academic programs and opportunities for students to excel in their chosen fields. With a beautiful campus and dedicated faculty, Washington College is committed to providing a top-tier education and preparing students for success in their future careers.

BAD Alfred's Distilling is a unique institution located at 323 High Street in Chestertown, Maryland, United States. This brewpub and distillery offers house-made spirits, local craft beer, and delicious wood-fired pizzas. Established in 2018 by owners Al and Jennifer Cassinelli, Bad Alfred's continues to create small-batch craft spirits alongside an expanded cocktail, beer, and dining menu. Housed in a former historic garage and filling station, Bad Alfred's features an open and inviting dining room and bar that faces a glassed-in distillery space, allowing patrons to watch the spirit-making process while enjoying a drink, pizza, or live music. The back of the building has been transformed into a private event space with a bar, dining room, and conference space.

InkFlow is a creative hub located at 7208 Church Hill Road in Chestertown, Maryland, United States. Our institution is dedicated to fostering artistic expression and promoting the power of written and visual communication. With a focus on ink-based mediums, we offer a range of workshops, classes, and events for individuals of all skill levels. Whether you are a seasoned artist looking to expand your portfolio or a beginner eager to explore your creative side, InkFlow provides a welcoming and inspiring environment for all. Come join us and let your ideas flow!

Enterprise Rent-A-Car is a trusted car rental institution located at 121 Flatland Road in Chestertown, Maryland, United States. With a wide range of vehicles to choose from, including economy cars, SUVs, and trucks, Enterprise offers convenient and reliable transportation solutions for both business and leisure travelers. Their friendly and knowledgeable staff are dedicated to providing exceptional customer service, making the rental process smooth and hassle-free. Whether you need a vehicle for a day trip or an extended vacation, Enterprise Rent-A-Car is the go-to choice for all your rental needs.

Chester River Yacht & Country Club is a prestigious institution located at 7738 Quaker Neck Road in Chestertown, Maryland, United States. This exclusive club offers a luxurious and picturesque setting for members to enjoy a wide range of amenities and activities. From sailing on the beautiful Chester River to playing a round of golf on the pristine course, members can indulge in a variety of leisure pursuits. The club also features exquisite dining options, a state-of-the-art fitness center, and social events throughout the year. With its stunning waterfront location and top-notch facilities, Chester River Yacht & Country Club provides a sophisticated and welcoming atmosphere for those seeking a premier country club experience.

Uncle Charlie's Bistro is a cozy and inviting restaurant located at 834 High Street in Chestertown, Maryland. Our bistro offers a warm and welcoming atmosphere where guests can enjoy delicious and freshly prepared meals. From hearty breakfast options to satisfying lunch and dinner dishes, Uncle Charlie's Bistro is the perfect spot for a casual dining experience. Our menu features a variety of American classics with a modern twist, using locally sourced ingredients whenever possible. Whether you're looking for a quick bite to eat or a leisurely meal with friends and family, Uncle Charlie's Bistro has something for everyone. Come visit us and taste the flavors of Maryland at our charming bistro on High Street.

Lewes Liquors is a one-stop shop located at 840 High Street in Chestertown, Maryland. Our institution offers a wide range of services including a convenience store, food options, a gas station, and a liquor store. Whether you're looking to grab a quick snack, fill up your gas tank, or pick up your favorite bottle of wine or spirits, Lewes Liquors has you covered. Stop by today and experience the convenience and variety we have to offer.