Chester hotels from HK$732

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Our top choices for Chester hotels

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (885 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is HK$793
HK$880 total
includes taxes & fees
30 Mar - 31 Mar
Quality Inn Grasonville near Kent Island

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 HK$1,214
HK$1,335 total
includes taxes & fees
31 Mar - 1 Apr
Holiday Inn Express Easton by IHG

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (854 reviews)
"Friendly helpful staff"
United States
Irene
The price is HK$666
HK$732 total
includes taxes & fees
5 Apr - 6 Apr
Quality Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is HK$791
HK$878 total
includes taxes & fees
5 Apr - 6 Apr
Best Western Kent Narrows Inn

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,004 reviews)
"respectFul staff and open to bend to make sure yiu are well served"
United States
akinbOla
The price is HK$854
HK$939 total
includes taxes & fees
30 Mar - 31 Mar
Best Western Plus Easton Inn & Suites

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 HK$1,191
HK$1,358 total
includes taxes & fees
30 Mar - 31 Mar
Anchored Inn at Hidden Harbour Marina

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (370 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 HK$1,057
HK$1,163 total
includes taxes & fees
12 Apr - 13 Apr
Fairfield Inn & Suites by Marriott Easton

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (125 reviews)
"A wonderful property with a fantastic location. Super friendly staff. Couldn't ask for a more pleasant stay anywhere. You should book right now."
United States
Timothy
The price is HK$1,841
HK$2,025 total
includes taxes & fees
5 Apr - 6 Apr
The Tilghman Island 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)
"It is one of my favorite places to stay in Annapolis, staff is always courteous and room clean."
United States
Ruby
The price is HK$792
HK$903 total
includes taxes & fees
12 Apr - 13 Apr
SpringHill Suites by Marriott Annapolis

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful area"
United States
Dan
The price is HK$1,085
HK$1,205 total
includes taxes & fees
12 Apr - 13 Apr
Hilton Garden Inn Kent Island Marina

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"We were given a beautiful upgrade to a very bright room with double windows. Enjoyable stay."
United States
Janet
The price is HK$1,402
HK$1,598 total
includes taxes & fees
5 Apr - 6 Apr
The Westin Annapolis

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, (975 reviews)
"Room was very clean, hotel staff was friendly and helpful!"
United States
Heather
The price is HK$995
HK$1,104 total
includes taxes & fees
12 Apr - 13 Apr
Holiday Inn Express Annapolis East-Kent Island by IHG

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (134 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is HK$932
HK$1,270 total
includes taxes & fees
30 Mar - 31 Mar
Kent Island Resort

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 HK$1,124
HK$1,236 total
includes taxes & fees
5 Apr - 6 Apr
Hampton Inn Easton

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (375 reviews)
"Fantastic - loved our stay!"
United States
Emily
The price is HK$4,476
HK$4,924 total
includes taxes & fees
19 Apr - 20 Apr
Inn at Perry Cabin

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, (1,006 reviews)
"This place is Amazing!"
United States
Kyra
The price is HK$759
HK$865 total
includes taxes & fees
6 Apr - 7 Apr
Country Inn & Suites by Radisson, Annapolis, MD

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (728 reviews)
"Clean hotel all around. Friendly stafff and comfortable environment."
United States
Jillian
The price is HK$1,183
HK$1,313 total
includes taxes & fees
14 Apr - 15 Apr
Hyatt Place Kent Narrows & Marina

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (427 reviews)
"Best HOTEL EVER!!!"
United States
Ama
The price is HK$1,637
HK$1,973 total
includes taxes & fees
2 Apr - 3 Apr
The Wildset

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (88 reviews)
"Our stay was excellent in every single way. "
United States
Darren
The price is HK$2,122
HK$2,334 total
includes taxes & fees
30 Mar - 31 Mar
Hummingbird Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (375 reviews)
"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."
United States
Nadia
The price is HK$783
HK$862 total
includes taxes & fees
30 Mar - 31 Mar
Knapps Narrows Marina & Inn
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Stay near popular Chester attractions

Learn more about Chester

Chester awaits: its island views, sunny weather, golf and more!

Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

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Hotels in Chester with star-rating

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.
What are some of the best holiday rentals that Chester has to offer?
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!: This highly rated holiday home rental in Chester is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Our travellers also rate Waterfront Sunset Bayview: sleeps 6 as a favourite 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 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 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 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 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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