A Quest to Forever
The Adventure Begins
Join us in Chestertown, Maryland, for a weekend filled with love, laughter, and cherished memories on our ‘Quest to Forever.’
Saturday, May 31, 2025
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Accommodations & Travel
If you are a member of the bridal party, you will not need to book accommodation.
We reserved a room block to help guests with finding a place to stay! Twenty rooms have been reserved at The Comfort Inn hotel for the Bengfort-Gibson Wedding. The Comfort Inn is close to Chestertown’s Historic District and 10 minutes away from Brittland Manor. Breakfast is complimentary. Your room will need to be booked by April 30. Please call the hotel directly at 1 410-778-0778 .
In addition, The White Swan Tavern Bed and Breakfast has 6 rooms. Please see details below to book.
There are many lovely Beds and Breakfasts in Chestertown for guests. Several are listed below. In addition, there are numerous Airbnbs and a Red Roof Inn. Details below.
White Swan Tavern
231 High Street
Chestertown, Maryland (MD), 21620
(410) 778-2300
Six rooms are available for $200-350 plus tax with a two-night minimum. Breakfast included. To book, call Beth Lavery at (410) 778-2300
7 min Drive from Venue
The River Inn
1008 Rolphs Wharf Road
Chestertown, Maryland (MD), 21620. 410-778-6347
The River Inn has 4 rooms available for the weekend, Rooms are $150 per night. Breakfast included.
9 min Drive from Venue
Inn at Mitchell House
8796 Maryland Pkwy,
Chestertown, Maryland (MD), 21620. (410) 778-6500
Individual rooms vary between $125-165 per night. breakfast included.
24 min Drive from Venue
Great Oak Manor
10568 Cliff Road
Chestertown, Maryland (MD), 21620
(410) 778-5943
Great Oak Manor provides 12 rooms and suites, plus an expansive Carriage House suite, with a 2-night minimum. Breakfast included.
24 min Drive from Venue
Brampton 1860 Inn
25227 Chestertown Road
Chestertown, Maryland 21620. (410) 778-1860.
For fine, select accommodations, Brampton 1860 sleeps 30 with a 2-night minimum. Breakfast included.
13 min Drive from Venue
Comfort Inn
150 Scheeler Road, Chestertown, Maryland (MD 2 1620. 410) 778-0778
For convenience with 81 rooms. There is a room block for wedding guests. Please book by April 30. If all has been taken, please book directly below.
10 min Drive from Venue
Vacation Rentals and other Lodging
Whether you seek a cozy retreat or an adventurous getaway, Chestertown and its enchanting surroundings provide an array of vacation rentals and lodging options to elevate your stay. Immerse yourself in the local charm, from picturesque bed and breakfasts to delightful waterfront cottages that invite relaxation after a day of exploring. Enjoy the warm hospitality of our community while being just minutes away from the celebration. Each accommodation promises a unique experience that complements the wedding festivities, ensuring you create lasting memories as you journey into this new chapter of love and togetherness. Check out the complete listing here.
Travel
By Car
From Baltimore and Washington, you will cross the Chesapeake Bay Bridge and then enjoy a scenic drive through Maryland’s Eastern Shore. From Philadelphia you will pass charming small towns and lush countryside along the way. Buckle up and get ready for cherished moments as we come together to honor their forever.
By Plane
There are three airport options for getting to Chestertown, Maryland. You can fly into Baltimore/Washington International Thurgood Marshall Airport (BWI) which is 1 hour and 15 minutes drive to Chestertown. Ronald Reagan Washington National Airport (DCA) is 1 hour and 31 minute drive. Or Philadelphia International Airport (PHI), which is 1 hour and 16 minutes drive away. Once you touch down, you can get a rental car or an Uber if available to Chestertown.
By Train
For those looking to arrive in Chestertown by train, the journey can be as memorable as the destination itself. Amtrak offers service to Wilmington, Delaware or Perryville, Maryland. From either station, a scenic drive can bring you into the heart of Chestertown.
Explore Chestertown, Maryland
Welcome to the charming town of Chestertown, Maryland, an ideal backdrop for our wedding celebrations. Picture the Eastern Shore with rich history, a vibrant arts scene, and breathtaking views. Enjoy coastal cuisine, explore historic Washington College, and relax in nature’s tranquility. Our Chestertown travel guide highlights local markets featuring artisan crafts and fresh produce, scenic waterfront strolls along the Chester River, water adventures, and historic tours. Don’t miss the local galleries that capture the creative spirit of this delightful town.
Explore Chestertown’s Main Street and Arts & Entertainment District. Check out this map of galleries, restaurants, and shops.
For information on Maryland’s Upper eastern Shore, check out this Kent County Guide with historic towns, where to stay, for foodies, getting out on the water, more to do.
Serving as Kent County’s seat of government since 1706, Chestertown has been a royal entry point, the scene of its own Tea Party in 1774, and a hub of its bustling agricultural and seafood region. The Historical Society of Kent County provides a wealth of historical information and provides a self-guided tour accessible via your smartphone. More information here.
For more information on what to eat, what to do in Chestertown and surrounding areas. Check oout our Chestertown Travel Guidehere.