Search for Cheap Deals onWedding Hotels in Chestertown
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Featured Chestertown Hotel Wedding Venues

Driftwood Inn

Comfort Inn & Suites Chestertown
Hotels with Pools in Chestertown

Comfort Inn & Suites Chestertown
Excellent hotel. Will stay there anytime I travel to the area.
Reviewed on Nov 26, 2025

Red Roof Inn & Suites Chestertown
room was clean but the shower curtain was in tatters. multiple rings torn off
Reviewed on Nov 20, 2025

Driftwood Inn
Rooms are clean, staf was helpful
Reviewed on Aug 18, 2025
Hotels Wedding Venues in Chestertown
You both said “yes” and pretty soon it’ll be “I do,” but there’s a lot to get together before the big day. (I know, I know, don’t remind you!) But we can help you out with part of the planning by getting you a great deal on hotel wedding venues in Chestertown. When you book through us, you’ll have more money to spend on the things that truly matter, like monogrammed napkins and flowers—more flowers!
Here comes. . . your wedding venue
Sure, you could have your wedding party play a scavenger hunt to find the spots for the ceremony, the reception, and then their hotels. Or you could coordinate it all in the same place. Many wedding hotels provide more than just a dance floor. Need a DJ? How about some food and drink services? Set it all up separately through the hotel and vendors ahead of time and it’ll be ready to go when your party arrives.
Booking your rooms at or near the wedding venue means your crew can stumble. . . err. . . stroll to their room when the party’s over. They’ll have just what they need to rest up for the next day. There may even be honeymoon suites available, so you two can make your night even more special.
Get hitched to great savings
It’s your big day and we want to help you save so you can go all out on your honeymoon or that knife set still on your registry. Filter hotels by:
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Price: Looking for a Chestertown wedding venue that won’t bust your budget? We have rates starting at $70
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Amenities: Full catering? Honeymoon suite? Maybe some pool cabanas? Pick the hotel that helps your dream wedding become a reality.
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Hotwire Hot Rate: We’ll lift the veil on the hotel name after you book. But trust us, this will be a happy marriage between a wonderful rate and a lovely hotel.
With your impending nuptials, you can check a few things off that wedding to-do list by booking a hotel in Chestertown for wedding venues. And all those savings? Hello, honeymoon!
Hotels by Star Rating
More Hotel Options in Chestertown
- Hotels with Free Parking in Chestertown
- Romantic Hotels in Chestertown
- Family Hotels in Chestertown
- Pet-friendly Hotels in Chestertown
- Beach Hotels in Chestertown
- Hotels with a Pool in Chestertown
- Apartment Hotel in Chestertown
- Historic Hotels in Chestertown
- Hotels with an Indoor Pool in Chestertown
- Resorts & Hotels with Spas in Chestertown
Top Points of Interests in Chestertown
- Hotels near Washington College
- Hotels near Rolphs Wharf Marina
- Hotels near Crumpton Auction
- Hotels near Historical Society of Kent County Maryland
- Hotels near River Arts Chestertown
- Hotels near Wilmer Park
- Hotels near Garfield Center for the Arts at the Prince Theater
- Hotels near Sumner Hall
- Hotels near Baltimore Cruise Terminal
- Hotels near U.S. Naval Academy
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Ripken Stadium
- Hotels near Chesapeake Bay
- Hotels near Annapolis City Dock
- Hotels near Chesapeake Bay Bridge
- Hotels near Sandy Point State Park
- Hotels near White Marsh Mall
- Hotels near Fort McHenry
Cities near Chestertown
- Annapolis Hotels (28.1 mi)
- Dover Hotels (29.45 mi)
- St. Michaels Hotels (30.99 mi)
- Aberdeen Hotels (20.7 mi)
- Easton Hotels (30.7 mi)
- Elkton Hotels (29.71 mi)
- Perryville Hotels (23.56 mi)
- Edgewood Hotels (18.31 mi)
- Bel Air Hotels (26.49 mi)
- Glen Burnie Hotels (29.99 mi)
- White Marsh Hotels (21.43 mi)
- Middletown Hotels (24.66 mi)
- Stevensville Hotels (21.06 mi)
- Havre De Grace Hotels (22.85 mi)
- Delaware Beaches Hotels (43.94 mi)
- Grasonville Hotels (19.53 mi)
