Photo by Patricia Knorr

Find hotels in Chester, MD from ￥12,747

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Oct 28 - Oct 29
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Oct 31 - Nov 2
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Nov 7 - Nov 9

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Compare 1,231 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, (908)
"Nice Holiday Inn Express with great water views."
United States
Michael
The price is ￥16,954
￥18,819 total
includes taxes & fees
Nov 16 - Nov 17
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, (1004)
"Would stay there again very soon "
United States
Robert
The price is ￥24,286
￥27,686 total
includes taxes & fees
Nov 23 - Nov 24
The Westin Annapolis
Exterior
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1001)
"The room was great, and the staff was great. "
United States
Mario
The price is ￥15,274
￥17,412 total
includes taxes & fees
Nov 16 - Nov 17
Courtyard by Marriott Annapolis
Terrace/patio
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (642)
"Nice location and restaurants galore in area. "
United States
David
The price is ￥22,758
￥25,261 total
includes taxes & fees
Nov 3 - Nov 4
Hyatt Place Kent Narrows & Marina
Indoor pool
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1012)
"Staff was amazing..Staff keep all of the area clean Staff is amazing.."
United States
lynn
The price is ￥14,816
￥16,890 total
includes taxes & fees
Nov 24 - Nov 25
Crowne Plaza Annapolis by IHG
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)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is ￥21,167
￥23,496 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Garden Inn Kent Island Marina
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 ￥14,028
￥15,992 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites Annapolis
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1866)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of 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, (1012)
"Had a wonderful stay"
United States
John
The price is ￥14,801
￥16,873 total
includes taxes & fees
Nov 23 - Nov 24
Country Inn & Suites by Radisson, Annapolis, MD
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (121)
"Great INN super nice staff"
United States
Eric
The price is ￥24,025
￥32,215 total
includes taxes & fees
Oct 29 - Oct 30
Kent Island Resort
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1008)
"Comfortable place to stay, nice shopping area close by. "
United States
Roya
The price is ￥14,688
￥16,745 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Hotel 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, (1003)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is ￥15,450
￥17,613 total
includes taxes & fees
Nov 16 - Nov 17
SpringHill Suites by Marriott 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, (930)
"Had a great stay."
United States
Melvin
The price is ￥12,830
￥14,627 total
includes taxes & fees
Nov 23 - Nov 24
Sonesta ES Suites 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, (872)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is ￥31,029
￥35,372 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 ￥11,182
￥12,747 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Garden Inn Annapolis
Reception
Village Inn Annapolis MD
Village Inn Annapolis MD
2.0 star property
6.2 out of 10, (504)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is ￥12,677
￥14,452 total
includes taxes & fees
Nov 2 - Nov 3
Village Inn Annapolis MD
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, (1015)
"Clean room, great staff, great breakfast "
United States
Susanne
The price is ￥12,864
￥14,665 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Annapolis Downtown
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, (1001)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
The price is ￥15,121
￥17,239 total
includes taxes & fees
Nov 28 - Nov 29
Holiday Inn Express & Suites Annapolis by IHG
Exterior
Best Western Annapolis
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1008)
"Clean room, nice staff and plenty of parking "
United States
Chauntese
The price is ￥11,547
￥13,164 total
includes taxes & fees
Nov 28 - Nov 29
Best Western Annapolis
Outdoor banquet area
The Tilghman Island Inn
The Tilghman Island Inn
3.5 star property
9.6 out of 10, Exceptional, (116)
"Great staff and food!"
United States
Natalie
The price is ￥30,548
￥33,603 total
includes taxes & fees
Nov 2 - Nov 3
The Tilghman Island Inn
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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Lovely room"
Christopher 2-night trip
Posted 16 hours ago
Historic Inns of Annapolis

More cheap stays in Chester

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd, Annapolis, MD
The price is ￥11,547 per night from Nov 28 to Nov 29
￥11,547
￥13,164 total
Nov 28 - Nov 29
includes taxes & fees
7.6/10 Good! (1,004 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 Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Chester.
What's the top vacation rental in Chester?
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: Visitors like this Chester vacation home rental. It is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill 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. It offers a balcony, a garden, and a hot tub so you can immerse yourself in your vacation. 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?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access. Sonesta ES Suites Annapolis and Hyatt Place Kent Narrows & Marina 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 13 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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