Photo by Patricia Knorr

Chester Hotels from ₹6,532

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Top 10 Chester hotels and places to stay

Our top choices for Chester hotels

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (624)
"Great location"
The price is ₹14,034
₹15,578 total
includes taxes & fees
8 Sept - 9 Sept
Hyatt Place Kent Narrows & Marina

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is ₹13,703
₹15,210 total
includes taxes & fees
8 Sept - 9 Sept
Mariners Motel

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (895)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is ₹11,563
₹12,834 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Clean room, Good breakfast and friendly staff."
The price is ₹9,303
₹10,605 total
includes taxes & fees
14 Sept - 15 Sept
SpringHill Suites by Marriott Annapolis

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (824)
"Loved my visit, perfect. Can’t wait to return."
The price is ₹15,799
₹17,379 total
includes taxes & fees
7 Sept - 8 Sept
The Tidewater Inn

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (38)
"The facility designed was out standing and the staff was very good. "
The price is ₹36,462
₹40,108 total
includes taxes & fees
7 Sept - 8 Sept
The Oaks Waterfront

Best Western Plus Easton Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Nice comfortable stay."
The price is ₹11,386
₹12,525 total
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus Easton Inn & Suites

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (367)
"Fantastic place for a couple getaway. "
The price is ₹20,212
₹24,175 total
includes taxes & fees
5 Oct - 6 Oct
The Wildset

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (63)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is ₹18,271
₹20,098 total
includes taxes & fees
8 Sept - 9 Sept
George Brooks House B&B

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (79)
"Hummingbird Inn is so gracious to all guests. I was there for a triathlon and Eric and Mary made sure I was taken care of to race! Love this Inn!"
Hummingbird Inn

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is ₹20,212
₹22,234 total
includes taxes & fees
7 Sept - 8 Sept
Parsonage Inn

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (449)
"The staff specifically Victoria was impeccable! "
The price is ₹15,808
₹18,022 total
includes taxes & fees
7 Sept - 8 Sept
Anchored Inn at Hidden Harbour Marina

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (69)
"Good service and good options to enjoy the stays. "
The price is ₹14,950
₹20,329 total
includes taxes & fees
18 Sept - 19 Sept
Wylder Tilghman Island

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (358)
"Great place! "
The price is ₹14,210
₹15,632 total
includes taxes & fees
14 Sept - 15 Sept
Fairfield Inn & Suites by Marriott Easton

Red Roof Inn Annapolis

2.0 star property
7.2 out of 10, Good, (385)
"location was verh good...it is a cheap hotel I expected that. AC was lousy."
The price is ₹6,532
₹7,446 total
includes taxes & fees
7 Sept - 8 Sept
Red Roof Inn Annapolis

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (53)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (151)
"Excellent hospitality. Also the property is in a good location with great water views."
The price is ₹26,135
₹28,748 total
includes taxes & fees
15 Sept - 16 Sept
Sandaway Suites & Beach

Flag House Inn

3.5 star property
9.4 out of 10, Exceptional, (76)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is ₹14,519
₹16,552 total
includes taxes & fees
7 Sept - 8 Sept
Flag House Inn

Quality Inn

2.5 star property
7.8 out of 10, Good, (820)
"Great place and great staff"
The price is ₹8,625
₹9,574 total
includes taxes & fees
17 Sept - 18 Sept
Quality Inn

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful view!"
The price is ₹19,418
₹21,360 total
includes taxes & fees
28 Sept - 29 Sept
Knapps Narrows Marina & 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!

Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

More cheap stays in Chester

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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 Sonesta ES Suites Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. 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 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: Offers buffet, a seasonal outdoor pool and complimentary wireless Internet access. Country Inn & Suites by Radisson, Annapolis, MD and The Westin 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 16 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 Matapeake State Park, Chesapeake Bay Environmental Center and Love Point State Park. You'll also find Eastern Neck National Wildlife Refuge and Sandy Point Beach 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.