Photo by Patricia Knorr

Find hotels in Chester, MD from SAR 223

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Compare 1,197 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 255
SAR 281 total
includes taxes & fees
23 Apr - 24 Apr
Econo Lodge Easton Route 50

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (494)
"Very enjoyable stay. Very quiet. Nice, clean room. Didn’t stay long enough to use amenties. But breakfast smelled good."
The price is SAR 497
SAR 546 total
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn Easton

Quality Inn

2.5 star property
7.6 out of 10, Good, (704)
"Very courteous staff, clean well kept and very comfortable! Quite affordable for quick weekend getaway Would def stay again"
The price is SAR 259
SAR 285 total
includes taxes & fees
21 Apr - 22 Apr
Quality Inn

Best Western Plus Easton Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1002)
"Convenient "
The price is SAR 447
SAR 491 total
includes taxes & fees
23 Apr - 24 Apr
Best Western Plus Easton Inn & Suites

Holiday Inn Express Easton by IHG

3.0 star property
9.0 out of 10, Wonderful, (562)
"The shower had good water pressure. The beds are comfortable and the pillows were amazing! "
The price is SAR 447
SAR 492 total
includes taxes & fees
17 Apr - 18 Apr
Holiday Inn Express Easton by IHG

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (837)
"Great experience."
The price is SAR 223
SAR 246 total
includes taxes & fees
16 Apr - 17 Apr
Days Inn by Wyndham Easton

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (338)
"Consistently great stay "
The price is SAR 413
SAR 454 total
includes taxes & fees
27 Apr - 28 Apr
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 1,175
SAR 1,293 total
includes taxes & fees
13 Apr - 14 Apr
Hummingbird Inn

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (781)
"Great staff Really the best."
The price is SAR 710
SAR 780 total
includes taxes & fees
23 Apr - 24 Apr
The Tidewater Inn

Sandaway Suites & Beach

3.0 star property
9.2 out of 10, Wonderful, (133)
"We really enjoyed our stay at the Sandaway. It was quiet and peaceful in a wonderful spot, right on the water, next to the yacht club. We loved walking around Oxford, a quaint and historic little town. A quick strolling over to the Market for breakfast sandwiches and the Social Cafe for great espresso based coffees and pastries. Contactless check-in was a breeze. Having prepaid, we found our designated parking spot, went to our room and our key was in the lock. Complimentary water bottles and...
The price is SAR 823
SAR 905 total
includes taxes & fees
28 Apr - 29 Apr
Sandaway Suites & Beach

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (30)
"Beautiful decor, exceptional staff, food was delicious. Serene surroundings. Excellent stay!"
The price is SAR 1,449
SAR 1,594 total
includes taxes & fees
23 Apr - 24 Apr
The Oaks Waterfront

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"The room was clean. It was quiet. Breakfast was disappointing "
The price is SAR 320
SAR 352 total
includes taxes & fees
13 Apr - 14 Apr
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (304)
"Was really good, service was incredible and room was very nice. There were some detailed touches that could have been done."
The price is SAR 822
SAR 987 total
includes taxes & fees
21 Apr - 22 Apr
The Wildset

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (338)
"Our stay here was excellent. The highlight was arguably the check-in, where we were surprised with a birthday welcome, as well as a little onesie for our soon to arrive baby girl. This was a birthday/baby moon trip and we shared this info prior to arrival, and the staff was incredible in providing us with the warmest welcome we've ever had. We will definitely be back. "
The price is SAR 1,721
SAR 2,082 total
includes taxes & fees
13 Apr - 14 Apr
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (127)
"exceptional hosts: above and beyond for service, suggestions, accommodation, effort to assist . impressive found by accident, would reccommend and visit AGAIN"
The price is SAR 788
SAR 867 total
includes taxes & fees
21 Apr - 22 Apr
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 601
SAR 661 total
includes taxes & fees
15 Apr - 16 Apr
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (742)
"Nice "
The price is SAR 351
SAR 390 total
includes taxes & fees
14 Apr - 15 Apr
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (906)
"Excellent "
The price is SAR 539
SAR 599 total
includes taxes & fees
15 Apr - 16 Apr
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (832)
"Friendly atmosphere."
The price is SAR 357
SAR 396 total
includes taxes & fees
16 Apr - 17 Apr
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)
"Very comfortable"
The price is SAR 337
SAR 375 total
includes taxes & fees
16 Apr - 17 Apr
Best Western Kent Narrows 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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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 14.4 mi (23.1 km) from the heart of Chester, Country Inn & Suites by Radisson, Annapolis, MD is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Historic Inns of Annapolis and The Westin Annapolis. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : You might want to consider this vacation home rental near Chester, which is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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: Features buffet, an indoor pool, and free self parking. The Westin 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 11 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.