Photo by Patricia Knorr

Find hotels in Chester, MD from SAR 223

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Jun - 29 Jun
Tomorrow
29 Jun - 30 Jun
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Filter by

Guest rating
Guest rating
Star rating

Compare 1,242 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Econo Lodge Easton Route 50
Free continental breakfast

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (365)
"The staff was VERY nice"
The price is SAR 287
SAR 316 total
includes taxes & fees
27 Jul - 28 Jul
Econo Lodge Easton Route 50
Hampton Inn Easton
Exterior

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (513)
"Staff was very friendly"
The price is SAR 561
SAR 617 total
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Easton
Quality Inn
Exterior

Quality Inn

2.5 star property
7.6 out of 10, Good, (733)
"I tried to reserve a room at the Quality Inn but couldn't. I was picked up at the airport, stayed the night at another hotel, and was taken to the car rental. It was great."
The price is SAR 347
SAR 382 total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn
Best Western Plus Easton Inn & Suites
Lobby

Best Western Plus Easton Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1001)
"The property was in good shape. We had a good time and it was convenient to go anywhere. "
The price is SAR 484
SAR 532 total
includes taxes & fees
30 Jun - 1 Jul
Best Western Plus Easton Inn & Suites
Holiday Inn Express Easton by IHG
Free daily buffet breakfast

Holiday Inn Express Easton by IHG

3.0 star property
9.0 out of 10, Wonderful, (578)
"Friendly and efficient staff, and very clean accommodations."
The price is SAR 559
SAR 615 total
includes taxes & fees
29 Jul - 30 Jul
Holiday Inn Express Easton by IHG
Days Inn by Wyndham Easton
Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (866)
"The staff members were Great very helpful "
The price is SAR 223
SAR 245 total
includes taxes & fees
7 Jul - 8 Jul
Days Inn by Wyndham Easton
Fairfield Inn & Suites by Marriott Easton
View from property

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (347)
"Great location and amenities."
The price is SAR 540
SAR 594 total
includes taxes & fees
6 Jul - 7 Jul
Fairfield Inn & Suites by Marriott Easton
Hummingbird Inn
Porch

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (76)
"Hummingbird Inn is so gracious to all guests. I was there for a triathlon and Eric and Mary made sure I was taken care of to race! Love this Inn!"
Hummingbird Inn
The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (799)
"Nice place"
The price is SAR 634
SAR 697 total
includes taxes & fees
30 Jun - 1 Jul
The Tidewater Inn
Sandaway Suites & Beach
Private beach, sun loungers, kayaking, fishing

Sandaway Suites & Beach

3.0 star property
9.2 out of 10, Wonderful, (138)
"It was such a beautiful place to stay at!! We only spent one night but definitely can see myself coming back with my family here! The view is to DIE for too!"
The price is SAR 1,111
SAR 1,222 total
includes taxes & fees
30 Jun - 1 Jul
Sandaway Suites & Beach
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (32)
" Beautiful property, wonderful staff, excellent food service."
The price is SAR 1,549
SAR 1,704 total
includes taxes & fees
30 Jun - 1 Jul
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1004)
"We enjoyed our 3 day stay at St Michaels inn everyone was friendly and the free breakfast was good "
The price is SAR 425
SAR 467 total
includes taxes & fees
27 Jul - 28 Jul
St Michaels Inn
The Wildset
Premium Room | 1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (329)
"The room was lovely - comfortable beds, it bathroom, nice toiletries. It’s quiet yet right in the center of town so you can walk to all the shops and restaurants. "
The price is SAR 821
SAR 986 total
includes taxes & fees
30 Jun - 1 Jul
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (350)
"Grounds are beautiful. Staff very friendly and attentive "
The price is SAR 2,562
SAR 3,100 total
includes taxes & fees
6 Jul - 7 Jul
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (128)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is SAR 975
SAR 1,073 total
includes taxes & fees
2 Jul - 3 Jul
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (60)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is SAR 911
SAR 1,003 total
includes taxes & fees
30 Jun - 1 Jul
George Brooks House B&B
Quality Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (780)
"full breakfast, comfortable bed and nice pillows"
The price is SAR 362
SAR 401 total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (945)
"Very nice place to stay. Will definitely stay there again!"
The price is SAR 571
SAR 633 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (859)
"Good location - clean hotel."
The price is SAR 446
SAR 495 total
includes taxes & fees
10 Jul - 11 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "
The price is SAR 441
SAR 489 total
includes taxes & fees
30 Jun - 1 Jul
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Family-friendly hotels in Chester you'll enjoy

Hampton Inn Easton
Exterior

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (513)
The price is SAR 561
SAR 617 total
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Easton

These apartments in Chester may fit your trip

First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (88)
The price is SAR 371
SAR 596 total
includes taxes & fees
1 Jul - 2 Jul
First Floor Studio Apartment in Historic Chestertown

Check out hotels with a water park in Chester

Waterfront Oasis of Annapolis Star
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (73)
The price is SAR 1,013
SAR 1,856 total
includes taxes & fees
1 Jul - 2 Jul
Waterfront Oasis of Annapolis Star
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.

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

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 Hilton Garden Inn Annapolis Downtown 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?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: Visitors like this Chester vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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. Best Western Annapolis and SpringHill Suites by Marriott 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 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.