Photo by Patricia Knorr

Chester Hotels

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Check prices for these dates

Tonight
Mar 27 - Mar 28
Tomorrow
Mar 28 - Mar 29
This weekend
Mar 28 - Mar 30
Next weekend
Apr 4 - Apr 6

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Top 10 trending Chester hotels

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 P3,903
P4,294 total
includes taxes & fees
Apr 22 - Apr 23
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 P7,538
P8,291 total
includes taxes & fees
Mar 30 - Mar 31
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 P4,381
P4,820 total
includes taxes & fees
Apr 13 - Apr 14
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, (1054)
"6/10"
The price is P6,288
P6,917 total
includes taxes & fees
Mar 30 - Mar 31
Best Western Plus Easton Inn & Suites
Holiday Inn Express Easton by IHG
In-room safe, desk, blackout drapes, 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 P6,429
P7,072 total
includes taxes & fees
Apr 3 - Apr 4
Holiday Inn Express Easton by IHG
Days Inn by Wyndham Easton
Desk, iron/ironing board, free WiFi, bed sheets

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 P3,041
P3,345 total
includes taxes & fees
Mar 30 - Mar 31
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, (333)
"Emma greeted us warmly and made sure we had everything we needed. She was very helpful and added if there was anything we needed please let her know. The room was clean , beds comfortable which gave us a great nights sleep. Bathroom was very clean as well. The room made me feel like I was home! I would definitely stay again! Highly recommend!"
The price is P6,576
P7,234 total
includes taxes & fees
Apr 16 - Apr 17
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 P16,499
P18,149 total
includes taxes & fees
Mar 30 - Mar 31
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 P9,749
P10,724 total
includes taxes & fees
Mar 31 - Apr 1
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 P17,081
P18,790 total
includes taxes & fees
Apr 21 - Apr 22
Sandaway Suites & Beach
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (52)
"Beautiful decor, exceptional staff, food was delicious. Serene surroundings. Excellent stay!"
The price is P22,273
P24,501 total
includes taxes & fees
Apr 10 - Apr 11
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1071)
"This was the first time here and this is a good location and a good value."
The price is P5,769
P6,346 total
includes taxes & fees
Mar 30 - Mar 31
St Michaels Inn
The Wildset
Frette Italian sheets, premium bedding, iron/ironing board, free WiFi

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (303)
"Was really good, service was incredible and room was very nice. There were some detailed touches that could have been done."
The price is P10,903
P13,262 total
includes taxes & fees
Mar 30 - Mar 31
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (336)
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning. "
The price is P24,662
P29,841 total
includes taxes & fees
Mar 31 - Apr 1
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 P10,095
P11,105 total
includes taxes & fees
Mar 30 - Mar 31
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 P9,230
P10,153 total
includes taxes & fees
Mar 31 - Apr 1
George Brooks House B&B
Quality Inn
In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn

2.5 star property
7.8 out of 10, Good, (740)
"Very friendly staff. Older property, but kept nice"
The price is P4,854
P5,388 total
includes taxes & fees
Mar 30 - Mar 31
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)
"Great view"
The price is P6,080
P6,749 total
includes taxes & fees
Apr 1 - Apr 2
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, (820)
"Absolutely wonderful service from the time of check-in and request for adapting room from what I had apparently booked through a 3rd party site. Above and beyond what would have been received through many other customer service interactions. "
The price is P5,250
P5,827 total
includes taxes & fees
Mar 30 - Mar 31
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, (1072)
"I would definitely stay here again"
The price is P4,724
P5,244 total
includes taxes & fees
Apr 2 - Apr 3
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 traveler data. Other good choices for your visit to the area are Country Inn & Suites by Radisson, Annapolis, MD and Crowne Plaza Annapolis by IHG. 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 room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

To find more details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What are some accommodations with pools in Chester?

Country Inn & Suites by Radisson, Annapolis, MD: Offers buffet, an indoor pool, and free self parking. The Westin Annapolis and Hyatt Place Kent Narrows & Marina are a couple of other choices with an onsite 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 accommodations 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. Check out what more 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 temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.