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Our top choices for Chester hotels

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (374 reviews)
"Beautiful place to stay."
United States
Ellen
The price is 13.311.837 ₫
14.643.020 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Inn at Perry Cabin

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is 10.719.532 ₫
11.791.485 ₫ total
includes taxes & fees
13 Feb - 14 Feb
The Oaks Waterfront

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (475 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is 3.479.761 ₫
3.967.083 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Anchored Inn at Hidden Harbour Marina

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (434 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is 4.046.747 ₫
5.152.175 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Inn at Chesapeake Bay Beach Club

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 3.087.931 ₫
3.396.724 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Best Western Plus Easton Inn & Suites

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (368 reviews)
"Always a great time. "
United States
Randolph
The price is 2.594.900 ₫
2.854.390 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Knapps Narrows Marina & Inn

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (416 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is 5.163.851 ₫
6.251.114 ₫ total
includes taxes & fees
2 Feb - 3 Feb
The Wildset

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (557 reviews)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is 3.676.454 ₫
4.044.099 ₫ total
includes taxes & fees
5 Feb - 6 Feb
Hampton Inn Easton

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (132 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is 3.232.305 ₫
4.495.621 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Kent Island Resort

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (59 reviews)
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (86 reviews)
"This place is the cutest and they are the nicest people! The breakfast is delicious!!"
Canada
Chrystine
Hummingbird Inn

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (596 reviews)
"Everything was great!"
United States
HEATHER
The price is 3.762.605 ₫
4.138.866 ₫ total
includes taxes & fees
17 Feb - 18 Feb
Holiday Inn Express Easton by IHG

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is 3.866.401 ₫
4.253.041 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Parsonage Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is 4.411.330 ₫
4.852.463 ₫ total
includes taxes & fees
2 Feb - 3 Feb
George Brooks House B&B

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (709 reviews)
"Room was spotless, staff was exceptionally friendly."
United States
Maxwell
The price is 3.373.370 ₫
3.744.440 ₫ total
includes taxes & fees
16 Feb - 17 Feb
Hyatt Place Kent Narrows & Marina

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Nice hotel"
United States
Jane
The price is 2.854.390 ₫
3.254.004 ₫ total
includes taxes & fees
5 Feb - 6 Feb
Crowne Plaza Annapolis by IHG

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Food was fresh, great verity. Staff was amazing, very nice , great customer service and amazing personalities!!! "
United States
Mandy
The price is 2.446.991 ₫
2.789.569 ₫ total
includes taxes & fees
5 Feb - 6 Feb
Hampton Inn & Suites Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is 4.385.381 ₫
4.999.335 ₫ total
includes taxes & fees
15 Feb - 16 Feb
The Westin Annapolis

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
2.5 star property
Easton
9.6 out of 10, Exceptional, (369 reviews)
"Staff was very frienly and courteous. There were needed gluten-free breakfast items and if something wasn’t out the staff kindly went to storage to provide it. The room was spotless. I highly recommend staying there!"
United States
Karen
The price is 4.177.789 ₫
4.595.567 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Fairfield Inn & Suites by Marriott Easton
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 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.