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Check prices for these dates

This weekend
Jun 5 - Jun 7
Next weekend
Jun 12 - Jun 14

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Our top choices for Chester hotels

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 ￥12,899
￥14,189 total
includes taxes & fees
Jun 7 - Jun 8
Econo Lodge Easton Route 50
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (876 reviews)
"The staff was the best. Super nice and helpful."
United States
Christopher
The price is ￥16,110
￥17,720 total
includes taxes & fees
Jun 22 - Jun 23
Quality Inn
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,003 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 ￥19,824
￥21,806 total
includes taxes & fees
Jun 9 - Jun 10
St Michaels Inn
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, (913 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is ￥16,922
￥18,784 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn Grasonville near Kent Island
Lobby lounge

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (373 reviews)
"Had a short stay in Easton to visit family. The hotel and staff were wonderful. Breakfast was decent. I would recommend this hotel and plan to stay here in future."
United States
Linda
The price is ￥24,846
￥27,331 total
includes taxes & fees
Jul 2 - Jul 3
Fairfield Inn & Suites by Marriott Easton
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,002 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is ￥13,906
￥15,853 total
includes taxes & fees
Jun 8 - Jun 9
Best Western Annapolis
Lobby

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,001 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is ￥22,139
￥24,353 total
includes taxes & fees
Jun 2 - Jun 3
Best Western Plus Easton Inn & Suites
Bar (on property)

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (571 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 ￥21,525
￥23,678 total
includes taxes & fees
Jun 15 - Jun 16
Hampton Inn Easton
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 ￥24,528
￥26,981 total
includes taxes & fees
Jun 24 - Jun 25
Holiday Inn Express Easton by IHG
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, (1,021 reviews)
"Great location with good breakfast. 👍"
United States
David
The price is ￥16,110
￥18,365 total
includes taxes & fees
Jun 15 - Jun 16
Country Inn & Suites by Radisson, Annapolis, MD
Exterior

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (383 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is ￥23,891
￥26,280 total
includes taxes & fees
Jun 2 - Jun 3
Knapps Narrows Marina & Inn
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"It was one of the nicest places we've stayed in our travels."
United States
William
The price is ￥18,730
￥21,353 total
includes taxes & fees
Jun 7 - Jun 8
DoubleTree by Hilton Hotel Annapolis
Superior Room, 1 King Bed, Accessible, Non Smoking (Roll-In Shower) | Bathroom | Towels

Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
Annapolis
7.2 out of 10, Good, (442 reviews)
"I always prefer to stay in red roof service is excellent neat and clean rooms "
United States
ZAHOOR
The price is ￥11,786
￥13,436 total
includes taxes & fees
Jun 7 - Jun 8
Red Roof Inn Annapolis
Property amenity

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"A good stay"
United States
Anne
The price is ￥22,139
￥25,239 total
includes taxes & fees
Jun 2 - Jun 3
Courtyard by Marriott Annapolis
Indoor pool

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,005 reviews)
"I this location of this hotel because you got number of things to do near by that you can walk to. The hotel area is very quiet too."
United States
Jaime
The price is ￥19,431
￥22,151 total
includes taxes & fees
Jun 8 - Jun 9
Crowne Plaza Annapolis by IHG
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,005 reviews)
"Good hotel for the price"
United States
Brenda
The price is ￥18,329
￥20,345 total
includes taxes & fees
Jun 8 - Jun 9
Best Western Kent Narrows Inn
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (487 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is ￥37,274
￥42,492 total
includes taxes & fees
Jun 15 - Jun 16
Anchored Inn at Hidden Harbour Marina
Free daily buffet breakfast

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
"Wonderful place to stay!"
United States
Michele
The price is ￥17,058
￥19,447 total
includes taxes & fees
Jun 8 - Jun 9
Sonesta ES Suites Annapolis
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, (1,002 reviews)
"Great location and very clean!"
United States
Neille
The price is ￥21,342
￥23,690 total
includes taxes & fees
Jun 15 - Jun 16
Holiday Inn Express Annapolis East-Kent Island by IHG
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (882 reviews)
"Enjoyable stay great location!"
United States
Michelle
The price is ￥28,747
￥31,622 total
includes taxes & fees
Jun 7 - Jun 8
The Tidewater 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
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

6/10 Okay
"The room and staff were fine and no problems. Whoever designed the bathrooms should be fired. they only offer cleaning for towels every 3 days but there are no towel racks to hang wet towels in the bathroom. It was extremely small and you actually had to step to the side of the toilet to close the door. Really disappointed overall with the stay because of this."
DAVID 2-night trip
Posted 7 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

More cheap stays in Chester

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is ￥13,906 per night from Jun 8 to Jun 9
￥13,906
￥15,853 total
Jun 8 - Jun 9
includes taxes & fees
7.8/10 Good! (1,002 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 DoubleTree by Hilton Hotel Annapolis and Sonesta ES Suites Annapolis. See all available top hotels, or vacation rentals in Chester.
What's the top vacation rental in Chester?
Waterfront Sunset Bayview: sleeps 6: Visitors like this Chester vacation home rental. It is located on the waterfront and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable 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. Our travelers also rate Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets! as a favorite home for rent in Chester. 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?
Sonesta ES Suites Annapolis: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. Courtyard by Marriott Annapolis and Crowne Plaza Annapolis by IHG 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 9 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 Northern Chesapeake Bay, Matapeake State Park, and Chesapeake Bay Environmental Center. You'll also find Love Point State Park and Eastern Neck National Wildlife Refuge 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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