Photo by Patricia Knorr

Find hotels in Chester, MD from ￥12,571

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Nov 1 - Nov 2
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Compare 1,223 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
9.2 out of 10, Wonderful, (913)
"Excellent, pet friendly, clean, convenient, and beautiful "
United States
John
The price is ￥12,165
￥13,503 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Express Annapolis East-Kent Island by IHG
View from property
The Westin Annapolis
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1001)
"I like the hotel location, but the rooms need a bit more house keeping. "
United States
Faisal
The price is ￥24,484
￥27,912 total
includes taxes & fees
Nov 23 - Nov 24
The Westin Annapolis
Terrace/patio
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (642)
"Great location and rooms. Great place!"
United States
Ana
The price is ￥20,789
￥23,076 total
includes taxes & fees
Nov 9 - Nov 10
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Hotel was great, beautiful location near the water"
United States
Daniel
The price is ￥21,340
￥23,687 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Garden Inn Kent Island Marina
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (123)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
United States
Chi
The price is ￥27,564
￥36,319 total
includes taxes & fees
Dec 1 - Dec 2
Kent Island Resort
Exterior
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1003)
"It was just what I needed. Seems safe. It was clean and quiet."
United States
Robin
The price is ￥15,399
￥17,555 total
includes taxes & fees
Nov 24 - Nov 25
Courtyard by Marriott Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1016)
"I am a healthcare traveler and I work night shift. Unlike most people who go to a hotel, i need a bed for day time sleep and an esrly check in. The front desk agents accommodated my early check in and gave me a clean room at 9am. I went to sleep right away. No noise, no dirty bathroom. Plus the buffet was a huge plus. I booked all my other stays here. This will be home for the next couple of weeks. Everyone had a welcoming smile. "
United States
Edinam
The price is ￥14,937
￥17,028 total
includes taxes & fees
Nov 24 - Nov 25
Crowne Plaza Annapolis by IHG
Premium bedding, pillowtop beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis
Hampton Inn & Suites Annapolis
2.5 star property
8.2 out of 10, Very Good, (1019)
"We had a nice stay. "
United States
L Craig
The price is ￥14,142
￥16,123 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn & Suites Annapolis
1 bedroom, hypo-allergenic bedding, desk, blackout drapes
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place to stay. The pool and hot tub are great amenities. "
United States
FRANK
The price is ￥14,922
￥17,012 total
includes taxes & fees
Nov 9 - Nov 10
Country Inn & Suites by Radisson, Annapolis, MD
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1872)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1017)
"Big pool, clean rooms and a bar. Aldi is practically in the parking lot, plus tons of other great shops around the corner. "
United States
Kelly
The price is ￥15,026
￥17,129 total
includes taxes & fees
Nov 9 - Nov 10
DoubleTree by Hilton Hotel Annapolis
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (873)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is ￥31,283
￥35,662 total
includes taxes & fees
Nov 9 - Nov 10
Annapolis Waterfront Hotel, Autograph Collection
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very Good, (1001)
"I had a lovely stay."
United States
Kalynn
The price is ￥11,027
￥12,571 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Garden Inn Annapolis
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (934)
"Clean room and pleasant front desk staff. It’s a favorite place to stay whenever in the area! "
United States
Brittany
The price is ￥13,397
￥15,272 total
includes taxes & fees
Nov 23 - Nov 24
Sonesta ES Suites Annapolis
Free daily self-serve breakfast
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Clean room, Good breakfast and friendly staff."
United States
Margaret C
The price is ￥15,576
￥17,757 total
includes taxes & fees
Nov 16 - Nov 17
SpringHill Suites by Marriott Annapolis
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (1018)
"Nice rooms. "
United States
Kevin
The price is ￥12,567
￥14,326 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Annapolis Downtown
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (423)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is ￥28,488
￥35,540 total
includes taxes & fees
Dec 1 - Dec 2
The Inn at Chesapeake Bay Beach Club
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
8.2 out of 10, Very Good, (1000)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
The price is ￥14,321
￥16,326 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express & Suites Annapolis by IHG
Reception
Village Inn Annapolis MD
Village Inn Annapolis MD
2.0 star property
6.2 out of 10, (505)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is ￥12,781
￥14,571 total
includes taxes & fees
Nov 3 - Nov 4
Village Inn Annapolis MD
Exterior
Best Western Annapolis
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1006)
"Great place."
United States
Dante
The price is ￥11,227
￥12,799 total
includes taxes & fees
Nov 23 - Nov 24
Best Western 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.
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Stay near popular Chester attractions

Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.
See properties

Learn more about Chester

Chester awaits: its island views, sunny weather, golf, and more!

See all hotels in Chester
Kent Narrows Maryland, USA, the narrows are just north of the Chesapeake bay and about an hour from Washington DC. Here the crabs are abundant and we had a great pick and peel crab dinner and Harrah's Crab house. Boats along this area go out each morning and pick the crabs out of the crab cages and get the catch of the day out in the Chesapeake bay . The Route 50 bridge is directly straight ahead, it the route into the Chesapeake bay bridge which is at least 3 miles long.
Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Friendly and welcoming valet and front desk. Beautiful and clean rooms. Disappointed no restaurant but understand. "
Donna 1-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection

More cheap stays in Chester

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd, Annapolis, MD
The price is ￥11,227 per night from Nov 23 to Nov 24
￥11,227
￥12,799 total
Nov 23 - Nov 24
includes taxes & fees
7.6/10 Good! (1,002 reviews)

Frequently asked questions

What's the best place to stay in Chester?
Located 10.8 mi (17.3 km) from the heart of Chester, Historic Inns of Annapolis is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Graduate by Hilton Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. See all available top hotels, or vacation rentals in Chester.
What's the top vacation rental in Chester?
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !: Visitors like this Chester vacation home rental. It is located on the beach and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
To find more details about rescheduling or cancelling your trip to Chester, head over to our customer service page.
What are some accommodations with pools in Chester?
Country Inn & Suites by Radisson, Annapolis, MD: Provides buffet, an indoor pool, and free self parking. Sonesta ES Suites Annapolis and Crowne Plaza Annapolis by IHG are a couple of other choices with an onsite pool. View all hotels with pools in Chester.
What is staying in Chester like?
Visitors can enjoy all that Chester has to offer including the waterfront, seafood restaurants, and golf courses. In Chester, there are 12 hotels and other accommodations to choose from. Find out more about Chester.
What is there to see in Chester?
Places to visit in the wider area include Matapeake State Park, Chesapeake Bay Environmental Center, and Love Point State Park. You'll also find Eastern Neck National Wildlife Refuge and Sandy Point Beach in the area. Check out what more to see and do in Expedia's Chester guide.
What's the weather like in Chester?
The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.

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