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Hotels in Chester

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Last Minute Hot Rate® Hotel Deals in Chester

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Choose from 1169 Chester Hotel Deals

Admiral Suites
Admiral Suites
2.5 out of 5
120 Admiral Cochrane Dr, Edgewater, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $84 per night from Apr 25 to Apr 26
$84
per night
Apr 25 - Apr 26
Stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
6.4/10 (131 reviews)
Very friendly
"Our stay was very pleasant. All the staff amd manager were very kind amd helpful. Our room was comfortable even while construction is being done. You cant beat the price either. Definitely would recommend."

Reviewed on Apr 23, 2024

Admiral Suites
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
The price is $152 per night from May 13 to May 14
$152
per night
May 13 - May 14
Stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,612 reviews)
Extremely Convenient to USNA Gate 1
"In town to visit my Mid at the Naval Academy. Couldn't have been more convenient to walk to Gate 1 and easy access to all the businesses in DTA. Keep in mind, check-in is in the main building, but you do have a bit of an uphill walk to either of the other two properties. Rooms were clean and well ..."

Reviewed on Apr 22, 2024

Historic Inns of Annapolis
Graduate Annapolis
Graduate Annapolis
4 out of 5
126 West St, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
The price is $169 per night from May 5 to May 6
$169
per night
May 5 - May 6
Stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast, and a 24-hour fitness center. Our guests praise the restaurant and the bar in ...
9.2/10 Wonderful! (1,079 reviews)
"Excellent hotel in great location close to everything."

Reviewed on Apr 21, 2024

Graduate Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4 out of 5
210 Holiday Court, Annapolis, MD
  • 14 min drive from Chesapeake Exploration Center
The price is $101 per night from Apr 30 to May 1
$101
per night
Apr 30 - May 1
Stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast. Our guests praise the restaurant and the helpful staff in our ...
8.6/10 Excellent! (1,002 reviews)
Nice hotel
"One night stay while on our way north. Very clean, comfortable! Just what we needed! Great restaurant in the hotel!!"

Reviewed on Apr 15, 2024

DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
  • 14 min drive from Chesapeake Exploration Center
The price is $112 per night from Apr 28 to Apr 29
$112
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (1,002 reviews)
Great stay!
"This hotel was awesome! The staff was extremely helpful and friendly."

Reviewed on Apr 22, 2024

Crowne Plaza Annapolis, an IHG Hotel
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
The price is $169 per night from May 5 to May 6
$169
per night
May 5 - May 6
Stay at this 4-star spa hotel in Annapolis. Enjoy a full-service spa, breakfast, and WiFi. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (999 reviews)
"Great time."

Reviewed on Apr 18, 2024

The Westin Annapolis
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
The price is $139 per night from Apr 28 to Apr 29
$139
per night
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (822 reviews)
"Front Desk was extremely pleasant and very helpful"

Reviewed on Apr 16, 2024

Hilton Garden Inn Annapolis Downtown
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $159 per night from Apr 25 to Apr 26
$159
per night
Apr 25 - Apr 26
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9/10 Wonderful! (1,002 reviews)
"Very nice hotel, everything worked as it should. Clean rooms. Food was decent, could have been more options. The only downside was the indoor pool was freezing and the whirlpool jets were not all working."

Reviewed on Apr 18, 2024

SpringHill Suites by Marriott Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4 out of 5
80 Compromise St, Annapolis, MD
  • 11 min drive from Chesapeake Exploration Center
The price is $239 per night from Apr 28 to Apr 29
$239
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (704 reviews)
"…"

Reviewed on Apr 9, 2024

Annapolis Waterfront Hotel, Autograph Collection
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3 out of 5
2559 Riva Rd, Edgewater, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $121 per night from Apr 28 to Apr 29
$121
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Edgewater. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (849 reviews)
"Nice quiet location. No issues what so ever. Easy check-in and checkout!"

Reviewed on Apr 21, 2024

Courtyard by Marriott Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3 out of 5
2600 Housley Road, Annapolis, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $108 per night from Apr 30 to May 1
$108
per night
Apr 30 - May 1
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,004 reviews)
"Excellent value"

Reviewed on Apr 21, 2024

Country Inn & Suites by Radisson, Annapolis, MD
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $113 per night from May 2 to May 3
$113
per night
May 2 - May 3
Stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (607 reviews)
"Nice location and price."

Reviewed on Apr 11, 2024

Sonesta ES Suites Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Chester

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chester hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chester.

Choosing the right hotel in Maryland has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chester’s 1,169 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $73. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Chester hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chester. No matter your reason for visiting Chester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Chester hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chester for as low as $73.

How many hotels are there in Chester?

With over 1,169 hotels in Chester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $73.

How to find cheap car rentals in Chester?

Finding a cheap car rental deal in Chester is as easy as scoring cheap hotels in Chester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Chester now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Chester right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.