Intimate “I Dos” at Great Oak Manor

Love is a beautiful thing. Bringing people together as nothing else can, it has defined the human experience since time immemorial. Great Oak Manor celebrates this legacy with our exclusive elopement packages. For those seeking a smaller, more intimate ceremony by the beautiful waters of the Chesapeake Bay, we have the amenities to make your special day an unforgettable experience. For couples looking to elope on the Chesapeake Bay, Great Oak Manor offers two perfect elopement packages. Whichever one you choose, we’ll attend to every detail to ensure your elopement goes off without a hitch. Keep reading to get a taste of your happily ever after.

a newly married couple embrace

Superb Settings for Fantastic Photos

Nothing will define your wedding ceremony quite like the setting. The beautiful backdrop will provide everlasting memories when captured in timeless photos. Here at Great Oak Manor, we provide a wide variety of picturesque locations, so you can have the perfect elopement photos to cherish forever. For indoor weddings, you can choose between our library with a roaring fire or our glass conservatory with epic views of the water. For outdoor ceremonies, your options include a classic gazebo, a pristine private beach, or our expansive lawn overlooking the water with sunset views. Whichever location you choose, you’re guaranteed to capture memories that will last a lifetime.

a married couple with their backs to a barn door

Exquisite Flowers to Enhance Your Day

No wedding ceremony would be complete without beautiful bouquets, boutonnieres, and other decorative floral arrangements. Bring your vision to life with custom ordered creations from our favorite florist at Bloomin’ Wild. It’s the best place to get flowers in the Chestertown area, and we’re proud to personally recommend them to provide beautiful flowers for your wedding or elopement on the Chesapeake Bay.

a place at a wedding table set for two

Celebrate with a Delicious Dinner

After the vows have been said and the kiss has been shared, enjoy a delicious dinner on-site as part of your elopement package. With gourmet options like petit filet and locally sourced homemade crab cakes, a lovely meal will be the perfect accompaniment as your perfect day turns to night. Enjoy your romantic dinner in your choice of several locations at our Chestertown Bed and Breakfast. For outdoor dining, our patio or porch provide fresh air among the stately walnut trees. If you would rather dine indoors, our conservatory still provides outstanding views of the water, or for a more private option, fireside in the library is a wonderful choice. Then top off your perfect evening with a custom wedding cake provided by a local bakery for only $75. Just let us know what you would like to see, and we’ll work to make your dream cake a reality.

a married couple kissing beside a lake

Exceptional Elopements on Chesapeake Bay

We hope that when you decide to tie the knot, that you will choose Great Oak Manor to host your big day. With a plethora of options, add-ons, and top-notch amenities, there’s no better place in Chestertown to declare your love and start a new life together. We can’t wait to help you celebrate your Chesapeake Bay elopement. To request more information or check available dates, just contact our attentive staff to start planning a day as perfect as the two of you.


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