Search for Cheap Deals on4 Star Hotels in Chester
Check Last Minute Chester Hotel Deals
You choose what matters — star rating, location, amenities.
We pick the perfect hotel, packed with all your must-haves.
Your hotel is revealed right after booking!
Featured 4 Star Chester Hotels






4-star hotels in Chester
When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in Chester for your next trip. You’ll get all the amenities you can think of (and then some) at a rate within your means.
No fault in our stars
So what’s with the star rating anyway? Good question. The star rating has little to do with the price, and more to do with the amenities. 4-Star hotels in Chester as well as everywhere else, usually have all those thoughtful touches that make you go “Ooh,” “Ahh,” and ”YES!” Think amenities like luxury bedding, high-end electronics, concierge service, and restaurants that make eating in a gourmet experience.
Stars that shine
You know there are as many underground spots, inviting lounges, memory-making music venues as there are stars in the sky. But you’ll need the funds to check them all off. That’s why we give you the chance to take us up on the Hotwire Hot Rate. You can snag Chester 4-star hotels and still have plenty of leftover cash to paint the town whatever color you want. Filter hotels by:
- Hotwire Hot Rate: We’ll snag you a crazy deal on a room by finding your hotel name after you book.
- Price: You know that paying full price is for suckers? You can get a cheap 4-star hotel in Chester starting at $106 per night.
- Amenities: What makes you flip for your trip? Full-service spa? Heated pool? 24-hour room service? Get a hotel that’ll send you over the moon.
Do you deserve a swanky hotel with a ton of amenities? Yes, yes you do. And you also deserve a sweet deal on it. Book with Hotwire today and get that star-studded Chester 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.
Popular Chester Hotels
- Country Inn & Suites by Radisson, Annapolis, MD
- Historic Inns of Annapolis
- The Westin Annapolis
- Annapolis Waterfront Hotel, Autograph Collection
- Crowne Plaza Annapolis by IHG
- DoubleTree by Hilton Hotel Annapolis
- Hilton Garden Inn Annapolis Downtown
- SpringHill Suites by Marriott Annapolis
- Sonesta ES Suites Annapolis
- Courtyard by Marriott Annapolis
- Graduate by Hilton Annapolis
Top Attractions in Chester
- Hotels near Chesapeake Exploration Center (2.03 mi)
- Hotels near U.S. Naval Academy (10.6 mi)
- Hotels near Chesapeake Bay Bridge (6.58 mi)
- Hotels near Annapolis City Dock (10.6 mi)
- Hotels near Sandy Point State Park (7.04 mi)
- Hotels near Navy-Marine Corps Memorial Stadium (11.58 mi)
- Hotels near Anne Arundel Medical Center (13.29 mi)
- Hotels near Westfield Annapolis Mall (13.77 mi)
- Hotels near St. Michaels Winery (13.89 mi)
- Hotels near Annapolis Mall Shopping Center (13.77 mi)
- Hotels near Maryland Quiet Waters Park (11.38 mi)
- Hotels near Rock Hall Harbor (11.21 mi)
- Hotels near Annapolis Harbour Center (13.67 mi)
- Hotels near Annapolis Maritime Museum (10.06 mi)
- Hotels near Maryland State House (10.83 mi)
- Hotels near Queenstown Premium Outlets (6.99 mi)
- Hotels near Annapolis Harbor Center Shopping Center (13.68 mi)
- Hotels near Chesapeake Bay Maritime Museum (13.5 mi)
- Hotels near William Paca House (10.67 mi)
- Hotels near Queenstown Harbor Golf Club (6.54 mi)
Nearby Cities
- Annapolis Hotels (10.9 mi)
- St. Michaels Hotels (13.5 mi)
- Cambridge Hotels (30.33 mi)
- Grasonville Hotels (4.41 mi)
- Easton Hotels (18 mi)
- Glen Burnie Hotels (22.14 mi)
- Chesapeake Bay Hotels (100.89 mi)
- Stevensville Hotels (1.39 mi)
- Chesapeake Beach Hotels (23.46 mi)
- Eastern Shore Hotels (31.77 mi)
- Chestertown Hotels (20.55 mi)
- North Beach Hotels (22.62 mi)
Recommended cities for you
- Las Vegas Hotels
- New York Hotels
- Orlando Hotels
- Los Angeles Hotels
- Miami Hotels
- San Francisco Hotels
- New Orleans Hotels
- Chicago Hotels
- Fort Lauderdale Hotels
- Boston Hotels
- Honolulu Hotels
- San Diego Hotels
- Washington Hotels
- Toronto Hotels
- Anaheim Hotels
- Atlanta Hotels
- Nashville Hotels
- Seattle Hotels
- Phoenix Hotels
- Myrtle Beach Hotels
Car Rentals Near Chester
- Car rentals in Annapolis
- Car rentals in St. Michaels
- Car rentals in Cambridge
- Car rentals in Grasonville
- Car rentals in Easton
- Car rentals in Glen Burnie
- Car rentals in Chesapeake Bay
- Car rentals in Stevensville
- Car rentals in Chesapeake Beach
- Car rentals in Eastern Shore
- Car rentals in Chestertown
- Car rentals in North Beach
- Car rentals in Tilghman
- Car rentals in Pasadena
- Car rentals in Rock Hall
- Car rentals in Edgewater