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Featured 5 Star Chestertown Hotels
5-Star Hotel in Chestertown
It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Chestertown.
So nice you’ll blink twice
What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.
Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.
Stars in your eyes
Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Chestertown for you. Sort by:
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Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $417.
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Amenities: Chestertown skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.
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Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.
When you’re looking for the top 5-star hotels in Chestertown—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Chestertown your way.
More Hotel Options in Chestertown
- Hotels with Free Parking in Chestertown
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- Pet-friendly Hotels in Chestertown
- Beach Hotels in Chestertown
- Hotels with a Pool in Chestertown
- Apartment Hotel in Chestertown
- Historic Hotels in Chestertown
- Hotel Wedding Venues in Chestertown
- Hotels with an Indoor Pool in Chestertown
Popular Chestertown Hotels
- Comfort Inn & Suites Chestertown
- Historic Inns of Annapolis
- Best Western Plus Hotel & Conference Center
- La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
- Sagamore Pendry Baltimore
- Hampton Inn Baltimore/Glen Burnie
- Quality Inn & Suites Bel Air I-95 Exit 77A
- La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
- Hampton Inn Baltimore Bayview Campus
- Annapolis Waterfront Hotel, Autograph Collection
Top Attractions in Chestertown
- Hotels near Washington College (0.06 mi)
- Hotels near Rolphs Wharf Marina (3.57 mi)
- Hotels near River Arts Chestertown (0.68 mi)
- Hotels near Garfield Center for the Arts at the Prince Theater (0.75 mi)
- Hotels near Historical Society of Kent County Maryland (0.72 mi)
- Hotels near Wilmer Park (0.99 mi)
- Hotels near Crumpton Auction (8.37 mi)
- Hotels near Baltimore Cruise Terminal (28.52 mi)
- Hotels near U.S. Naval Academy (27.59 mi)
- Hotels near Ripken Stadium (22.45 mi)
- Hotels near Navy-Marine Corps Memorial Stadium (28.39 mi)
- Hotels near Chesapeake Bay Bridge (23.08 mi)
- Hotels near White Marsh Mall (23.87 mi)
- Hotels near Annapolis City Dock (27.89 mi)
- Hotels near Sandy Point State Park (22.67 mi)
- Hotels near Susquehanna River (83.03 mi)
- Hotels near Cedar Lane Regional Park (22.57 mi)
- Hotels near Harford Community College (26.18 mi)
- Hotels near Fort McHenry (27.49 mi)
- Hotels near Maryland State House (28.04 mi)
Nearby Cities
- Annapolis Hotels (28.1 mi)
- Dover Hotels (29.45 mi)
- St. Michaels Hotels (30.99 mi)
- Edgewood Hotels (18.31 mi)
- Aberdeen Hotels (20.7 mi)
- Easton Hotels (30.7 mi)
- Perryville Hotels (23.56 mi)
- Glen Burnie Hotels (29.99 mi)
- Bel Air Hotels (26.49 mi)
- Elkton Hotels (29.71 mi)
- White Marsh Hotels (21.43 mi)
- Havre De Grace Hotels (22.85 mi)
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