Photo by Patricia Knorr

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Check prices for these dates

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24 Mar - 25 Mar
Tomorrow
25 Mar - 26 Mar
This weekend
28 Mar - 30 Mar
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4 Apr - 6 Apr

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Top hotels and accommodation in Chester

Econo Lodge Easton Route 50
Reception

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (363)
"This wasn't the Hilton, but was nice for the price."
The price is AU$126
includes taxes & fees
31 Mar - 1 Apr
Econo Lodge Easton Route 50
Hampton Inn Easton
Exterior

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (492)
"The check in Person(Mark) was a delight. He was quick getting me checked in and has such a great personality. Definitely made me feel welcomed. The hotel was nice and clean. I loved that the shower was larger and the water pressure was really good."
The price is AU$229
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn Easton
Quality Inn
Exterior

Quality Inn

2.5 star property
7.6 out of 10, Good, (699)
"This was a bargain Hotel that came across as a much pricier hotel. "
The price is AU$123
includes taxes & fees
30 Mar - 31 Mar
Quality Inn
Best Western Plus Easton Inn & Suites
Lobby

Best Western Plus Easton Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1003)
"6/10"
The price is AU$191
includes taxes & fees
25 Mar - 26 Mar
Best Western Plus Easton Inn & Suites
Holiday Inn Express Easton by IHG
In-room safe, desk, blackout curtains, iron/ironing board

Holiday Inn Express Easton by IHG

3.0 star property
9.0 out of 10, Wonderful, (560)
"The shower had good water pressure. The beds are comfortable and the pillows were amazing! "
The price is AU$200
includes taxes & fees
25 Mar - 26 Mar
Holiday Inn Express Easton by IHG
Days Inn by Wyndham Easton
Room, 1 King Bed, Non Smoking

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (834)
"It was clean and it was private and it was fun"
The price is AU$92
includes taxes & fees
30 Mar - 31 Mar
Days Inn by Wyndham Easton
Fairfield Inn & Suites by Marriott Easton
View from property

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (332)
"Yes"
The price is AU$184
includes taxes & fees
6 Apr - 7 Apr
Fairfield Inn & Suites by Marriott Easton
Hummingbird Inn
Porch

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (74)
"The owner and staff are exceedingly gracious, we felt quite welcome. Our room is warmly decorated and comfortable from the bed to the linens to the rain shower and tiled bath. We want to come back next year for New Year’s Eve. The other guests mirror the owner and staff in that they are very friendly. Thank you Eric and Mary!!! Sincerely, James & Chrisy "
The price is AU$502
includes taxes & fees
25 Mar - 26 Mar
Hummingbird Inn
The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (779)
"I would recommend that you have more options for breakfast Everything on the menu is heavy. A la carte options for people that do not want a full breakfast. Even the bread basket is heavy carbs."
The price is AU$296
includes taxes & fees
25 Mar - 26 Mar
The Tidewater Inn
Sandaway Suites & Beach
Ecotours

Sandaway Suites & Beach

3.0 star property
9.2 out of 10, Wonderful, (133)
"We really enjoyed our stay at the Sandaway. It was quiet and peaceful in a wonderful spot, right on the water, next to the yacht club. We loved walking around Oxford, a quaint and historic little town. A quick strolling over to the Market for breakfast sandwiches and the Social Cafe for great espresso based coffees and pastries. Contactless check-in was a breeze. Having prepaid, we found our designated parking spot, went to our room and our key was in the lock. Complimentary water bottles and...
The price is AU$519
includes taxes & fees
21 Apr - 22 Apr
Sandaway Suites & Beach
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (30)
"Beautiful decor, exceptional staff, food was delicious. Serene surroundings. Excellent stay!"
The price is AU$677
includes taxes & fees
7 Apr - 8 Apr
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Cozy, great prices, stay here all the time I’m in MD"
The price is AU$175
includes taxes & fees
25 Mar - 26 Mar
St Michaels Inn
The Wildset
Premium Room

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (303)
"This is a very tasteful hotel, based in three buildings, and with a feeling of simple luxury. All the staff are very nice and helpful. My room was lovely, and the bed was excellent. Two tiny notes: the boat lock on the room door did not function, and one of the window blinds had a broken slat. These are trivial issues, but perhaps the management should know."
The price is AU$367
includes taxes & fees
25 Mar - 26 Mar
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; sea views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (335)
"Very enjoyable stay."
The price is AU$825
includes taxes & fees
25 Mar - 26 Mar
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (127)
"exceptional hosts: above and beyond for service, suggestions, accommodation, effort to assist . impressive found by accident, would reccommend and visit AGAIN"
The price is AU$316
includes taxes & fees
25 Mar - 26 Mar
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is AU$281
includes taxes & fees
25 Mar - 26 Mar
George Brooks House B&B
Quality Inn
Suite, 1 Queen Bed, Non Smoking

Quality Inn

2.5 star property
7.8 out of 10, Good, (739)
"Very friendly staff. Older property, but kept nice"
The price is AU$158
includes taxes & fees
25 Mar - 26 Mar
Quality Inn
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (896)
"Very convenient and clean "
The price is AU$179
includes taxes & fees
30 Mar - 31 Mar
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis - Kent Island by IHG
Exterior

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (819)
"Nice quiet clean hotel."
The price is AU$154
includes taxes & fees
6 Apr - 7 Apr
Holiday Inn Express Annapolis - Kent Island by IHG
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1007)
"Friendly staff"
The price is AU$159
includes taxes & fees
30 Mar - 31 Mar
Best Western Kent Narrows 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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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

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 Country Inn & Suites by Radisson, Annapolis, MD. See all available top hotels, or vacation rentals in Chester.

What are some of the best holiday rentals that Chester has to offer?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This holiday home rental outside of Chester is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 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. 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?

Country Inn & Suites by Radisson, Annapolis, MD: Provides buffet, an indoor pool and free self parking. The Westin Annapolis and SpringHill Suites by Marriott Annapolis 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 Chesapeake Bay Environmental Center, Eastern Neck National Wildlife Refuge and Sandy Point Beach. You'll also find Queenstown Harbor Golf Club and Chesapeake Bay Bridge 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.