With summer fast approaching, we know your search for a sunny, relaxing getaway is underway. Look no further than Chestertown, for the perfect summer vacation in Maryland at the charming and serene Brampton Bed and Breakfast Inn. Enjoy four dreamy days lounging at the beach, shopping at unique stores, gazing at picturesque landscapes, and tasting fine wines. Keep reading for a specially curated itinerary that ensures endless fun for you and your travel partner. Pack your shades and sense of adventure, the rest is taken care of!
Day One: Soak Up the Sun
After a restful night’s sleep, wake up in your charming cottage or suite and get ready to spend the day at the beach or at the picturesque haven-like Betterton Beach. The Chesapeake Bay sets a stunning backdrop for sunbathing, taking in beautiful views, and exploring the sparkling seas. Whether you’re up for swimming, boating, birding, or simply walking along the sand, you’re sure to enjoy your time outside. When you’ve worked up an appetite, head to one of the fabulous nearby restaurants we love and get a taste for what Chestertown has to offer.
Day Two: Shop ‘Til You Drop
After a hot cup of coffee and a delicious complimentary breakfast, head downtown to visit unique shops and peruse local art galleries. Start by admiring the work at The Artists’ Gallery and fuel your appreciation for creativity with fresh inspiration. Then stroll through some of Chestertown’s stores that pique your interest to purchase a new book to read during your vacation, a souvenir to take home, or hunt down a special treasure at the Dixon’s Auction Sale and Farmers Market. There’s truly something for everyone!
Day Three: Explore the Great Outdoors
It would be a shame to let your Maryland vacation come and go without some dedicated time immersing yourself in nature. Get out and explore the great outdoors with an energizing hike on one of our recommended trails or enjoy some time admiring the gardens and gorgeous landscaping that blankets our own 35 acres. For more fun in the sun, set sail with our curated Sailing Package and enjoy a romantic cruise and delicious dinner. After a long fulfilling day, you can retreat back to your home away from home for another peaceful night at our luxurious bed and breakfast.
Day Four: Sip, Savor & Luxuriate
While your fourth and final day at Brampton Inn may be bittersweet, make it one to remember. Spend the day together unwinding with a relaxing in-room massage by our preferred Massage Orbit provider or ask us for more recommendations. Then meander over to Crow Vineyard and Winery where you can become a wine connoisseur and delight in tastings and a romantic dinner for two back at the Inn. If you’d rather stay close to home you can sip and savor in the comfort of your room while watching the sun set on your last day at our historic inn.
Plan Your Four-Day Stay
Now that we’ve laid out your itinerary for the perfect vacation in Maryland, all that’s left to do is choose which lodging option you prefer (choose a pet-friendly accommodation if you’re bringing along your faithful pooch) and get ready to enjoy the sun, shops, sips, and more that await in Chestertown. Snag your preferred dates and look forward to starting your own adventure this season. We can’t wait to host you!Book Now