2025 Chestertown, Maryland Hotels
Up To 10% Off Select Hotels With AARP Member Discounts
Choose from AARP Discount Chestertown Hotels with Free Cancellation
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
The Lodge at Great Oak Landing
Historic Inns of Annapolis
Sagamore Pendry Baltimore
Hilton Garden Inn Baltimore/White Marsh
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Best Western Plus Hotel & Conference Center
Quality Inn & Suites Bel Air I-95 Exit 77A
Hampton Inn Baltimore/White Marsh
Hyatt Place Kent Narrows & Marina
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
Courtyard by Marriott Baltimore Downtown/McHenry Row
Fairfield Inn & Suites by Marriott White Marsh
Hampton Inn Baltimore/Glen Burnie
Chestertown Hotels
If you are looking to take a vacation in Chestertown that will be full of options for relaxation and memories you will cherish always, you're in luck, because the AARP® Travel Center Powered by Expedia® is here to help. The AARP Travel Center Best Price Guarantee ensures that you'll get the best rates available. Use your membership advantage to book a hotel that's closest to the sights and at a 5-star resort that pulls out all the stops. Let us help you save money on your upcoming trip to Chestertown.
Get Ready for Your Chestertown Vacation
There are 1,082 hotels to choose from in Chestertown, with suggestions to peruse so that you and your fellow vacationers can see what our members' favorite hotels are. Once you get settled in your Chestertown hotel room, you can investigate all the possible things to do in the area. You can ask your hotel's front desk or click on our "Things To Do" tab if you are unsure where start off your vacation in Chestertown. If you need a golf getaway, not to worry, because we have the perfect plan for you. If you're in need of a golfer's trip, there are two courses in Chestertown. You can readily walk on to public courses in the area such as Great Oak Landing Marina. You can maximize your savings by putting together a charming getaway with the Travel Center. Most importantly, you will travel with confidence knowing that we have your back. You will get the relaxation and rest that you deserve with us as your travel guide.
Reserve Your Accommodations with the AARP Travel Center Today
We're here to help you get the best value in the business when you book your next Chestertown holiday. Ready to take on the greens at Chester River Yacht & Country Club or Great Oak Landing Marina in Chestertown? We are here to help you make the plans. And you do not have to think about pulling out all your savings to have a nice time, thanks to our discounted vacations. You may find that booking through AARP gives you the best rates. You can feel good in knowing that you've found the very best rate. Your wallet will be glad that you're taking this trip when you book with the Travel Center.
Near An Airport
- Salisbury - Ocean City Wicomico Regional Airport Hotels
- Baltimore Washington Intl. Thurgood Marshall Airport Hotels
- Phillips Army Airfield Airport Hotels
- Martin State Airport Hotels
- Delaware Airpark Airport Hotels
- Easton - Newnam Airport Hotels
- Dover Air Force Base Airport Hotels
- Lee Airport Hotels
- Tipton Airport Hotels
Hotel Theme
- Hotels with Air Conditioning in Chestertown
- Smoke Free Hotels in Chestertown
- Hotels with WiFi in Chestertown
- Hotel with wifi in Chestertown
- Hotels with Complimentary Breakfast in Chestertown
- Family Hotels in Chestertown
- Hotels with Fireplaces in Chestertown
- Pet-friendly Hotels in Chestertown
- Beach Hotels in Chestertown
- Hotels with a Pool in Chestertown
- Hotel with a Concierge in Chestertown
- Cheap Hotels in Chestertown
- Hotels with an Indoor Pool in Chestertown
- Hotels with Bars in Chestertown
- Resorts & Hotels with Spas in Chestertown
- Oceanfront Hotels in Chestertown
- Hotels with smoking rooms in Chestertown
- Luxury Hotels in Chestertown
Hotel Brands in Chestertown
More Chestertown Hotel Discounts for Seniors
- Hyatt Place Kent Narrows & Marina
- La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
- Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
- Courtyard by Marriott Baltimore Downtown/McHenry Row
- Fairfield Inn & Suites by Marriott White Marsh
- Hampton Inn Baltimore/Glen Burnie
- Annapolis Waterfront Hotel, Autograph Collection
- La Quinta Inn & Suites by Wyndham Aberdeen-APG
- La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
- Hampton Inn Baltimore Bayview Campus
- Red Roof Inn Baltimore South - Glen Burnie
- Hampton Inn & Suites Edgewood/Aberdeen-South
Hotels Near Chestertown, Maryland
- Annapolis Hotels
- Dover Hotels
- St. Michaels Hotels
- Delaware Beaches Hotels
- Easton Hotels
- Aberdeen Hotels
- Edgewood Hotels
- Grasonville Hotels
- Glen Burnie Hotels
- Elkton Hotels
- Perryville Hotels
- Chesapeake Bay Hotels
- Bel Air Hotels
- Stevensville Hotels
- White Marsh Hotels
- Havre De Grace Hotels
- Middletown Hotels
- Eastern Shore Hotels
- North East Hotels
- Parkville Hotels
- Rosedale Hotels
- Rock Hall Hotels
- Pasadena Hotels
- Chesapeake City Hotels
- Harrington Hotels
- Essex Hotels
- Smyrna Hotels
- Middle River Hotels
- Severna Park Hotels
- Dundalk Hotels