Chester Hotels from S$111

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Our top choices for Chester hotels

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (598 reviews)
"Everything was great!"
United States
HEATHER
The price is S$196
includes taxes & fees
17 Mar - 18 Mar
Holiday Inn Express Easton by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice friendly staff, clean room and lobby"
United States
Joi
The price is S$154
includes taxes & fees
17 Mar - 18 Mar
Best Western Plus Easton Inn & Suites

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (849 reviews)
"Friendly helpful staff"
United States
Irene
The price is S$111
includes taxes & fees
15 Apr - 16 Apr
Quality Inn

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is S$222
includes taxes & fees
17 Mar - 18 Mar
Anchored Inn at Hidden Harbour Marina

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (881 reviews)
"Staff was friendly and helpful and allowed me to check in early"
United States
Chad
The price is S$133
includes taxes & fees
22 Mar - 23 Mar
Quality Inn Grasonville near Kent Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is S$232
includes taxes & fees
22 Mar - 23 Mar
Wylder Tilghman Island

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (373 reviews)
"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."
United States
Denise
The price is S$141
includes taxes & fees
17 Mar - 18 Mar
Knapps Narrows Marina & Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,007 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is S$134
includes taxes & fees
22 Mar - 23 Mar
Best Western Kent Narrows Inn

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,004 reviews)
"Great location and friendly staff. "
United States
Shana
The price is S$129
includes taxes & fees
23 Mar - 24 Mar
SpringHill Suites by Marriott Annapolis

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (859 reviews)
"The property was beautiful and we enjoyed the room, the bar and the restaurant for breakfast. It is also in a great location in a very walkable town area."
United States
Linda
The price is S$238
includes taxes & fees
17 Mar - 18 Mar
The Tidewater Inn

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, (972 reviews)
"Check-in was great! The young man at the desk was so friendly and helpful!! Room was clean and beds were clean and comfortable!"
United States
Kelley
The price is S$154
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Express Annapolis East-Kent Island by IHG

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (560 reviews)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is S$188
includes taxes & fees
19 Mar - 20 Mar
Hampton Inn Easton

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (124 reviews)
"Room was clean and staff was wonderful. I look forward to returning."
United States
Elizabeth Q
The price is S$226
includes taxes & fees
17 Mar - 18 Mar
The Tilghman Island Inn

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is S$162
includes taxes & fees
22 Mar - 23 Mar
Hilton Garden Inn Kent Island Marina

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,004 reviews)
"Good stay"
United States
Jefferson M
The price is S$143
includes taxes & fees
22 Mar - 23 Mar
DoubleTree by Hilton Hotel Annapolis

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is S$226
includes taxes & fees
17 Mar - 18 Mar
George Brooks House B&B

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (721 reviews)
"Amazing location and staff!"
United States
Bobbi J.
The price is S$157
includes taxes & fees
23 Mar - 24 Mar
Hyatt Place Kent Narrows & Marina

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (422 reviews)
"Absolutely beautiful and pristine! "
United States
Colleen
The price is S$268
includes taxes & fees
17 Mar - 18 Mar
The Wildset

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,001 reviews)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is S$140
includes taxes & fees
31 Mar - 1 Apr
St Michaels Inn

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (61 reviews)
"Breakfast was outstanding!! Lovely inn, I’ll definitely keep it in mind for future travels."
United States
Isobel
The price is S$286
includes taxes & fees
16 Apr - 17 Apr
Inn at Huntingfield Creek
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

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

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Frequently asked questions

What's the best place to stay in Chester?
Located 11.2 mi (18 km) from the heart of Chester, Graduate by Hilton 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 Historic Inns of 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. Provides free self parking, an indoor pool and complimentary wireless Internet access. Sonesta ES Suites Annapolis and Country Inn & Suites by Radisson, Annapolis, MD 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 11 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 Eastern Neck National Wildlife Refuge 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.

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