2025 Chester, Maryland Hotels
Up To 10% Off Select Hotels With AARP Member Discounts
Choose from AARP Discount Chester Hotels with Free Cancellation
Historic Inns of Annapolis
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
Annapolis Waterfront Hotel, Autograph Collection
Crowne Plaza Annapolis by IHG
Hilton Garden Inn Annapolis Downtown
Best Western Annapolis
SpringHill Suites by Marriott Annapolis
Hilton Garden Inn Annapolis
Courtyard by Marriott Annapolis
Hilton Garden Inn Kent Island Marina
Sonesta ES Suites Annapolis
Hyatt Place Kent Narrows & Marina
The Westin Annapolis
Fairfield Inn & Suites By Marriott Annapolis
Your Guide to Chester Hotels
If you're looking for a good rate for when you head to Chester, The AARP® Travel Center Powered by Expedia® has plenty of options available for you. The AARP Travel Center Best Price Guarantee ensures that you'll get the best rates available. You can use your membership to book a hotel that's closest to the sights you want to see and at a 5-star resort that offers the most luxurious amenities. Let us help you save money on your upcoming trip to Chester.
Get Ready for Your Chester Vacation
There are 1,243 hotels to choose from in Chester, with suggestions to peruse so you and your partner will know what to expect at each possible accommodation. Once you check-in to your Chester hotel, you can check out all this region has to offer. You can ask your hotel's concierge or click on our "Things To Do" tab if you are unsure where start off your vacation in Chester. We can even help you plan a couple of activities as you set up your hotel reservation. With us as your travel guide, you will get the rest and relaxation that you deserve on your getaway. Most importantly, you will travel with confidence knowing that we've got your back.
Book Your Chester Vacation Now
We are going to make sure you get the greatest value available when you book with us for your next Chester holiday. So when you're ready to book your trip and see Chester's and , we will help you make every preparation that you need to make your stay perfect. Luckily, with our great travel deals, you will not have to think about pulling out all your retirement savings in order to have your ideal holiday. With AARP, you'll look forward to planning your next vacation. You will have peace of mind during your entire vacation. Why? You scored the best deal possible. Book with AARP, and your wallet will be pleased that you're taking a vacation.
Hotel Brands in Chester
More Chester Hotel Discounts for Seniors
- Courtyard by Marriott Annapolis
- Hilton Garden Inn Kent Island Marina
- Sonesta ES Suites Annapolis
- Hyatt Place Kent Narrows & Marina
- The Westin Annapolis
- Fairfield Inn & Suites By Marriott Annapolis
- Hampton Inn & Suites Annapolis
- St Michaels Inn
- The Inn at Chesapeake Bay Beach Club
- Inn at Perry Cabin
- Best Western Kent Narrows Inn
- Holiday Inn Express & Suites Annapolis by IHG
Hotels Near Chester, Maryland
- Annapolis Hotels
- St. Michaels Hotels
- Cambridge Hotels
- Easton Hotels
- Chesapeake Beach Hotels
- Chesapeake Bay Hotels
- Grasonville Hotels
- Stevensville Hotels
- Glen Burnie Hotels
- Eastern Shore Hotels
- Chestertown Hotels
- North Beach Hotels
- Rock Hall Hotels
- Tilghman Hotels
- Edgewater Hotels
- Pasadena Hotels
- Deale Hotels
- Oxford Hotels
- Gambrills Hotels
- Severna Park Hotels
- Essex Hotels
- Arnold Hotels
- Shady Side Hotels
- Queenstown Hotels
- Crownsville Hotels
- Centreville Hotels
- Denton Hotels
- Bozman Hotels
- Millersville Hotels
- Southern Maryland Hotels