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15 Feb - 16 Feb
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16 Feb - 17 Feb
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Our top choices for Chester hotels

View from property

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (368 reviews)
  • cleanliness
    Experience waterfront tranquility at this bay-side retreat with kayaking and bikes.
"Always a great time. "
United States
Randolph
The price is NZ$164
includes taxes & fees
16 Feb - 17 Feb
Knapps Narrows Marina & Inn
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (843 reviews)
  • cleanliness
    Quiet getaway near Easton attractions, with a seasonal pool and fitness centre.
"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."
United States
Jennifer
The price is NZ$155
includes taxes & fees
22 Feb - 23 Feb
Quality 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, (1,000 reviews)
  • cleanliness
    Waterside hotel with scenic sunset views and a refreshing indoor pool.
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is NZ$173
includes taxes & fees
16 Feb - 17 Feb
Best Western Kent Narrows Inn
Bar (on property)

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is NZ$253
includes taxes & fees
17 Feb - 18 Feb
Anchored Inn at Hidden Harbour Marina
Lobby

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Convenient Easton hotel with indoor pool and complimentary breakfast near local attractions.
"Nice friendly staff, clean room and lobby"
United States
Joi
The price is NZ$217
includes taxes & fees
16 Feb - 17 Feb
Best Western Plus Easton Inn & Suites
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (872 reviews)
  • cleanliness
    Quiet hotel near Chesapeake Bay offers convenient access to local attractions.
"Nice staff and rooms"
United States
Walter
The price is NZ$155
includes taxes & fees
22 Feb - 23 Feb
Quality Inn Grasonville near Kent Island
Reception

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Tranquil escape with outdoor pool near town attractions and hiking trails in St. Michaels.
"Good value and close to downtown."
United States
John
St Michaels Inn
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (92 reviews)
"We were"
United States
Guevara
The price is NZ$304
includes taxes & fees
1 Mar - 2 Mar
Wylder Tilghman Island
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, (597 reviews)
  • cleanliness
    Convenient hotel for area attractions with indoor pool and friendly staff.
"Everything was great!"
United States
HEATHER
The price is NZ$235
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Express Easton by IHG
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (850 reviews)
  • cleanliness
    Enjoy a spa getaway in historic Easton with facials, massages, and local cuisine.
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NZ$316
includes taxes & fees
25 Feb - 26 Feb
The Tidewater Inn
Outdoor banquet area

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121 reviews)
  • cleanliness
    Waterfront escape on Maryland's beautiful Tilghman Island with seasonal pool.
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is NZ$291
includes taxes & fees
16 Feb - 17 Feb
The Tilghman Island Inn
Terrace/patio

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)
  • cleanliness
    Serene bayfront escape with pool and marina views for water enthusiasts.
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is NZ$210
includes taxes & fees
22 Feb - 23 Feb
Hilton Garden Inn Kent Island Marina
Exterior

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 NZ$310
includes taxes & fees
16 Feb - 17 Feb
George Brooks House B&B
Bar (on property)

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (559 reviews)
  • cleanliness
    Comfortable accommodation near Easton attractions with indoor pool for relaxation.
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is NZ$209
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn Easton
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (207 reviews)
  • cleanliness
    Convenient Annapolis stay with fitness centre and access to nearby adventures.
"Hotel was clean staff was friendly"
United States
Kim
The price is NZ$151
includes taxes & fees
15 Mar - 16 Mar
Candlewood Suites Annapolis by IHG
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (59 reviews)
  • cleanliness
    Serene waterfront escape near Rock Hall Harbour with a relaxing outdoor pool.
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (417 reviews)
  • cleanliness
    Unwind in a coastal hotel near Higgins Yacht Yard with complimentary treats.
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is NZ$363
includes taxes & fees
16 Feb - 17 Feb
The Wildset
Terrace/patio

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (714 reviews)
  • cleanliness
    Waterfront comfort on Kent Narrows with scenic marina views and 24-hour gym.
"Amazing location and staff!"
United States
Bobbi J.
The price is NZ$211
includes taxes & fees
24 Feb - 25 Feb
Hyatt Place Kent Narrows & Marina
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, (959 reviews)
  • cleanliness
    Serene waterfront retreat with peaceful grounds and convenient bike trail access.
"Clean room, I enjoy staying here every time I'm in the area"
United States
Peter
The price is NZ$206
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Annapolis East-Kent Island by IHG
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
  • cleanliness
    Stroll to historic St. Michaels attractions from this charming B&B with breakfast.
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is NZ$271
includes taxes & fees
16 Feb - 17 Feb
Parsonage 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 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
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

Top Chester Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"We had a wonderful stay and really enjoyed it. The courtesy of the stuff was outstanding!"
sandra 1-night trip
Posted 2 days ago
Historic Inns of Annapolis

More cheap accommodation in Chester

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

1 Womack Dr Annapolis MD
The price is NZ$151 per night from 15 Mar to 16 Mar
NZ$151
15 Mar - 16 Mar
includes taxes & fees
8.8/10 Excellent! (206 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 DoubleTree by Hilton Hotel Annapolis and Sonesta ES Suites Annapolis. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
240' Private Beachfront @Kent Island Love Point - Great for Families: This holiday home rental outside of Chester is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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?
Sonesta ES Suites Annapolis: Features buffet, a seasonal outdoor pool and complimentary wireless Internet access. Country Inn & Suites by Radisson, Annapolis, MD and Crowne Plaza Annapolis by IHG 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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