Find hotels in Chester, MD from Rp1.816.419

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
11 May - 12 May
Tomorrow
12 May - 13 May
This weekend
15 May - 17 May
Next weekend
22 May - 24 May

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester hotels

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (905 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is Rp1.846.838
Rp2.049.991 total
includes taxes & fees
25 May - 26 May
Quality Inn Grasonville near Kent Island
Lobby

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,010 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is Rp1.894.638
Rp2.084.102 total
includes taxes & fees
12 May - 13 May
Best Western Plus Easton Inn & Suites
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is Rp2.694.210
Rp2.990.573 total
includes taxes & fees
13 May - 14 May
Haven Point Inn and Gallery
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (867 reviews)
"We came in for the weekend and stayed for a family get together, had our 1 year old son. Property was quiet & the staff was nice. We had multiple family members staying so they put us all near each other which was a nice surprise and we all appreciated that."
United States
Kristina
The price is Rp1.651.290
Rp1.816.419 total
includes taxes & fees
14 May - 15 May
Quality Inn
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,002 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is Rp2.249.405
Rp2.474.328 total
includes taxes & fees
1 Jun - 2 Jun
St Michaels Inn
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,006 reviews)
"It is a nice Hotel."
United States
Dale
The price is Rp2.000.321
Rp2.220.356 total
includes taxes & fees
19 May - 20 May
Best Western Kent Narrows Inn
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (876 reviews)
"Enjoyable stay great location!"
United States
Michelle
The price is Rp3.111.378
Rp3.422.516 total
includes taxes & fees
13 May - 14 May
The Tidewater Inn
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is Rp3.111.378
Rp4.052.874 total
includes taxes & fees
18 May - 19 May
Kent Island Resort
Property grounds

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (160 reviews)
"The rooms were so thoughtfully laid out. Coffee and a breakfast goodie bag was delivered in a thermos each morning. Great view of the water. Looking forward to staying here again!"
United States
Caitlin
The price is Rp3.322.393
Rp3.654.632 total
includes taxes & fees
28 May - 29 May
Sandaway Suites & Beach
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,005 reviews)
"We were very pleased with our overnight here - it was economical and more than sufficient. It was clean, comfortable and it was nice to have breakfast included (try the cinnamon buns!) "
United States
Susan
The price is Rp2.433.480
Rp2.701.163 total
includes taxes & fees
25 May - 26 May
Holiday Inn Express Annapolis East-Kent Island by IHG
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (441 reviews)
"Wonderful rooms and many amenities."
United States
Gene
The price is Rp3.980.478
Rp4.760.930 total
includes taxes & fees
26 May - 27 May
The Wildset
Desk, free WiFi, bed sheets

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (392 reviews)
"Love overnight staff"
United States
Ivvory
The price is Rp1.407.768
Rp1.548.544 total
includes taxes & fees
19 May - 20 May
Econo Lodge Easton Route 50
Lobby

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,002 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is Rp1.551.344
Rp1.768.532 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Annapolis
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (243 reviews)
"Rooms were clean staff very welcoming."
United States
Maurice
The price is Rp1.859.874
Rp2.206.123 total
includes taxes & fees
31 May - 1 Jun
Candlewood Suites Annapolis by IHG
Bar (on property)

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (568 reviews)
"I have enjoyed Hampton Inns for years and this was no exception. The room and service were exceptional."
United States
Matthew
The price is Rp2.222.810
Rp2.445.090 total
includes taxes & fees
24 May - 25 May
Hampton Inn Easton
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,008 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is Rp1.626.955
Rp1.854.729 total
includes taxes & fees
14 May - 15 May
Best Western Annapolis
Lobby

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,016 reviews)
"Great location with good breakfast. 👍"
United States
David
The price is Rp2.040.473
Rp2.326.059 total
includes taxes & fees
31 May - 1 Jun
Country Inn & Suites by Radisson, Annapolis, MD
Seasonal outdoor pool, pool umbrellas, pool loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (15 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is Rp5.379.034
Rp6.132.196 total
includes taxes & fees
18 May - 19 May
The Inn at Tacaro Estate
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is Rp3.136.234
Rp3.481.267 total
includes taxes & fees
31 May - 1 Jun
Inn at Huntingfield Creek
Free daily buffet breakfast

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (604 reviews)
"Very friendly and helpful staff."
United States
Andrew
The price is Rp2.537.772
Rp2.791.549 total
includes taxes & fees
26 May - 27 May
Holiday Inn Express Easton by IHG
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Chester attractions

Chesapeake Exploration Center

Learn about the events happening in 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
Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"Great hotel that's quiet and full of cool nautical art! The breakfast is basic but wonderful because you can simply wake up, eat, go back to the room and get ready for the day's activities in Annapolis. The pool hours could be longer however, because if you're working from the hotel and want to catch a swim after work it's not convenient."
Paul 12-night trip
Posted 9 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

More cheap stays in Chester

Quality Inn

Quality Inn

8523 Ocean Gtwy Easton MD
The price is Rp1.651.290 per night from 14 May to 15 May
Rp1.651.290
Rp1.816.419 total
14 May - 15 May
includes taxes & fees
7.6/10 Good! (867 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 traveller data. Two other options for your stay in the area are Crowne Plaza Annapolis by IHG and Sonesta ES Suites Annapolis. See all available top hotels, or 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 bookings are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What are some accommodation options with pools in Chester?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Sonesta ES Suites Annapolis and Courtyard by Marriott Annapolis are a couple of other choices that offer an on-site 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 accommodation options to choose from. Find out more about Chester.
What is there to see in Chester?
Places to visit in the wider area include Northern Chesapeake Bay, Matapeake State Park and Chesapeake Bay Environmental Center. You'll also find Love Point State Park and Sandy Point Beach in the area. Take a look at what more there is 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 temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chester is 1414 mm.