Nestled on the banks of the Chester River, Chestertown, Maryland, is a charming, historic town that beckons travelers with its colonial-era architecture, vibrant arts scene, and stunning natural beauty. Perfect for history buffs, foodies, and nature lovers alike, Chestertown offers a unique blend of experiences. From exploring its rich history, indulging in local cuisine, to enjoying the serene beaches, there's something for everyone in this quaint, riverside town.
Why Visit Chestertown
Chestertown is a treasure trove of history and culture, with its roots dating back to the 18th century. Its cobble-stone streets, lined with well-preserved colonial buildings, invite you to step back in time. As one visitor eloquently put it, "Chestertown is like a living postcard, where history meets charm in the most beautiful way."
But it's not just the history that makes Chestertown a top travel destination. Its location on the Chester River offers a plethora of outdoor activities. Whether you're interested in bird watching, canoeing, or just enjoying a riverside picnic, Chestertown's natural beauty will leave you enchanted.
Things to Do in Chestertown
When it comes to the best things to do in Chestertown, the options are as diverse as they are enticing. Start your journey at the Historic District, where the past comes alive. Explore the Chestertown Historic District Walking Tour that takes you through the town's 300 years of history. Don't miss the Geddes-Piper House, a 1780s home showcasing the town's rich past.
For the nature enthusiasts, a trip to Eastern Neck Wildlife Refuge is a must. This 2,285-acre island provides a sanctuary for a variety of wildlife and offers stunning views. As one traveler noted, "The sights, sounds, and smells of the refuge are a sensory delight."
If you're traveling with children, the Garfield Center for the Arts offers a variety of programs that can keep the little ones entertained while introducing them to the world of arts.
Where to Eat and Drink in Chestertown
Chestertown's culinary scene is as diverse and vibrant as its culture. The town's location on the Chester River provides a bounty of fresh seafood, making it a haven for seafood lovers. Evergrain Bread Company is a must-visit for their freshly baked goods and homely ambiance.
For a fine dining experience, visit The Kitchen at the Imperial, one of the top restaurants in Chestertown. Their menu is a creative blend of traditional and contemporary cuisine, all made from locally sourced ingredients. As one satisfied diner said, "The crab cakes were a revelation, and the ambiance made it a meal to remember."
For a casual, friendly atmosphere with a varied menu, head to Play It Again Sam's, a beloved local café and record store. Enjoy a cup of their locally roasted coffee while browsing through their extensive vinyl collection.
Best Places to Stay in Chestertown
Whether you prefer a luxury hotel, a cozy bed and breakfast, or a riverside campsite, Chestertown has a variety of accommodations to suit every traveler's needs and budget. The Brampton Bed and Breakfast Inn is a beautiful 19th-century plantation house offering luxurious rooms and a gourmet breakfast. As one guest shared, "The Brampton Inn is a peaceful haven with the most delicious breakfasts. It's the perfect place to unwind."
For those looking for a unique stay, the Inn at Mitchell House offers six acres of stunning gardens and a pond, along with comfortable rooms filled with antiques. If you're an outdoor enthusiast, consider camping at the nearby Bayshore Campground, where you can enjoy stunning sunset views over the Chesapeake Bay.
Tips for Visiting Chestertown
Chestertown is a year-round destination, but each season offers a unique experience. Spring brings the Chestertown Tea Party Festival, a reenactment of the town's revolutionary history. Fall is perfect for enjoying the stunning foliage along the Chester River.
When travelling in Chestertown, it's best to explore on foot or by bike to truly appreciate its charm. The town is small and easily navigable, with plenty of bike rental options available.
Finally, don't forget to engage with the friendly locals. As one visitor put it, "The people of Chestertown are its heart and soul. They're always ready with a story or a recommendation, making you feel right at home."
