Find 5 Star Hotels in Chestertown, MD from $424
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Compare Chestertown 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.
Sagamore Pendry Baltimore
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Indulge your every desire on your upcoming getaway. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chestertown so popular in the last year. There's no reason to delay a getaway to Chestertown any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Chestertown and get ready to enjoy the getaway of a lifetime. You deserve the great vacation you're dreaming about.
5-Star Hotels in Chestertown
You can expect superior customer service from your hotel. Michelin-starred restaurants, concierges, and in-room spa sessions are all at the ready. You're sure to find exactly the accommodation you need. You'll be pleased to note that the hotels in Chestertown offer great customer service, averaging 3.8 in our ranking system, setting you up for a truly relaxing getaway. How do you want to relax? A reflexology treatment that will leave you feeling refreshed and alive? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A full-body massage to help your cares fall away?
But you aren't going to spend your entire vacation in your room, of course. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Chestertown are the perfect place to relax after a busy day. Ready to learn more? Plenty of visitors recommend this location.
Your Getaway Starts Today
The results are in, and Chestertown 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Expedia can help you land a great deal on accommodation. Your great getaway is just a mouse-click away. Select one of the 5-star hotels in Chestertown today and soothe yourself in the lap of luxury tomorrow.
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Chestertown Hotels by Star Rating
Stay near popular Chestertown attractions
- Washington College
- Rolphs Wharf Marina
- River Arts Chestertown
- Garfield Center for the Arts at the Prince Theater
- Wilmer Park
- Historical Society of Kent County Maryland
- Crumpton Auction
- Baltimore Cruise Terminal
- U.S. Naval Academy
- Sandy Point State Park
- Chesapeake Bay Bridge
- Annapolis City Dock
- Ripken Stadium
- White Marsh Mall
- Fort McHenry
- Navy-Marine Corps Memorial Stadium
- Cedar Lane Regional Park
- Susquehanna River
- Havre de Grace Promenade
- Harford Community College
More Hotel Options in Chestertown
- Beach Hotels (4)
- Business Hotels (1)
- Cheap Hotels (2)
- Family Hotels (5)
- Golf Hotels (1)
- Historic Hotels (3)
- Hotel Wedding Venues (2)
- Hotel with a Concierge (3)
- Hotels & Resorts for Couples (5)
- Hotels with Air Conditioning (9)
- Hotels with Bars (1)
- Hotels with Fireplaces (4)
- Hotels with Free Breakfast (5)
- Hotels with Free Parking (6)
- Hotels with Free Wifi (6)
- Hotels with Kitchenettes (1)
- Hotels with Laundry Facilities (3)
- Hotels with Restaurants (5)
- Hotels with Suites (1)
- Hotels with a Gym (3)
- Hotels with a Pool (3)
- Hotels with a View (2)
- Hotels with an Indoor Pool (2)
- Hotels with an Outdoor Pool (3)
- Hotels with smoking rooms (1)
- Luxury Hotels (1)
- Non-Smoking Hotels (7)
- Oceanfront Hotels (1)
- Pet-friendly Hotels (4)
- Resorts & Hotels with Spas (1)
- Romantic Hotels (5)
More Accommodation Types in Chestertown
- Vacation Homes in Chestertown (421)
- Apartments in Chestertown (71)
- Cottages in Chestertown (39)
- Guest Houses in Chestertown (15)
- Motels in Chestertown (11)
- RV Parks in Chestertown (9)
- B&B in Chestertown (7)
- Houseboats in Chestertown (7)
- Villas in Chestertown (6)
- Condo Rentals in Chestertown (5)
- Farmstay in Chestertown (3)
- Cabin Rentals in Chestertown (1)
- Lodges in Chestertown (1)
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