Photo by Patricia Knorr

Find hotels in Chester, MD from SAR 220

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Compare 1,192 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (363)
"This wasn't the Hilton, but was nice for the price."
The price is SAR 281
SAR 309 total
includes taxes & fees
27 Feb - 28 Feb
Econo Lodge Easton Route 50

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (487)
" Very friendly staff!"
The price is SAR 465
SAR 512 total
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Easton

Quality Inn

2.5 star property
7.6 out of 10, Good, (697)
"This was a bargain Hotel that came across as a much pricier hotel. "
The price is SAR 281
SAR 309 total
includes taxes & fees
26 Mar - 27 Mar
Quality Inn

Best Western Plus Easton Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1002)
"Check-in was quick and friendly. The hotel and grounds were clean and up-to-date. Breakfast had a nice amount of choices. All the staff I greeted were very courteous. For the price, this place was top notch! Will dfntly keep in mind if I'm in the area."
The price is SAR 409
SAR 450 total
includes taxes & fees
27 Feb - 28 Feb
Best Western Plus Easton Inn & Suites

Holiday Inn Express Easton by IHG

3.0 star property
9.0 out of 10, Wonderful, (559)
"The shower had good water pressure. The beds are comfortable and the pillows were amazing! "
The price is SAR 322
SAR 355 total
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Express Easton by IHG

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (830)
"Room was clean staff was nice "
The price is SAR 220
SAR 242 total
includes taxes & fees
28 Feb - 1 Mar
Days Inn by Wyndham Easton

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (326)
"Mike Deserves a Raise"
The price is SAR 394
SAR 433 total
includes taxes & fees
9 Mar - 10 Mar
Fairfield Inn & Suites by Marriott Easton

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (74)
"The owner and staff are exceedingly gracious, we felt quite welcome. Our room is warmly decorated and comfortable from the bed to the linens to the rain shower and tiled bath. We want to come back next year for New Year’s Eve. The other guests mirror the owner and staff in that they are very friendly. Thank you Eric and Mary!!! Sincerely, James & Chrisy "
The price is SAR 1,072
SAR 1,180 total
includes taxes & fees
4 Mar - 5 Mar
Hummingbird Inn

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (776)
"Great. Experience"
The price is SAR 709
SAR 780 total
includes taxes & fees
27 Feb - 28 Feb
The Tidewater Inn

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (57)
" Beautiful property, wonderful staff, excellent food service."
The price is SAR 1,448
SAR 1,593 total
includes taxes & fees
12 Mar - 13 Mar
The Oaks Waterfront

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (999)
"Great location, staff was so nice, friendly and accommodating! The room was clean, bathroom could use some updating and bed was really firm so be prepared. Pillow top would definitely be beneficial. Great morning coffee, and continental breakfast was ok. Loved that they provide bottle waters. I would stay here again"
The price is SAR 298
SAR 328 total
includes taxes & fees
12 Mar - 13 Mar
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (297)
"Beautiful hotel in a very convenient location near everything! Clean room and a very friendly staff. "
The price is SAR 746
SAR 903 total
includes taxes & fees
27 Feb - 28 Feb
The Wildset

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (331)
"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."
The price is SAR 971
SAR 1,175 total
includes taxes & fees
27 Feb - 28 Feb
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (125)
"Great stay. We will be returning"
The price is SAR 656
SAR 722 total
includes taxes & fees
27 Feb - 28 Feb
Parsonage Inn

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is SAR 600
SAR 660 total
includes taxes & fees
27 Feb - 28 Feb
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (733)
"Clean"
The price is SAR 316
SAR 351 total
includes taxes & fees
27 Feb - 28 Feb
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (881)
"Alex was incredibly professional, kind, and helpful throughout our recent stay during a wonderful winter storm where power was intermittent. He kept calm and provided excellent service as an exemplary representative for Hilton."
The price is SAR 443
SAR 492 total
includes taxes & fees
6 Mar - 7 Mar
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (811)
"Good location for access to Rt. 50. Lot of restaurants. But all access is by car. Beautiful site, I imagine, in summer on the large patio overlooking water."
The price is SAR 326
SAR 362 total
includes taxes & fees
13 Mar - 14 Mar
Holiday Inn Express Annapolis - Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Great restaurants in area. Great view."
The price is SAR 337
SAR 374 total
includes taxes & fees
12 Mar - 13 Mar
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (489)
"Even thought staff were Eagle’s fans, visit was very enjoyable!"
The price is SAR 476
SAR 529 total
includes taxes & fees
5 Mar - 6 Mar
Hyatt Place Kent Narrows & Marina
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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Learn more about Chester

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

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

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 The Westin Annapolis. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

240' Private Beachfront @Kent Island Love Point - Great for Large Groups: You might want to consider this vacation home rental near Chester, which is located on the beach and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself 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?

The Westin Annapolis: Hotel located near U.S. Naval Academy. Provides a full-service spa, an indoor pool, and a snack bar/deli. SpringHill Suites by Marriott Annapolis and Sonesta ES Suites Annapolis 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 10 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 Chesapeake Bay Environmental Center, Love Point State Park, and Eastern Neck National Wildlife Refuge. You'll also find Sandy Point Beach and Queenstown Harbor Golf Club 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.