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Check availability on Chester 4 Star Hotels

Our top choices for Chester 4-star hotels

Lobby

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,003 reviews)
"Central l9cation, easy walk to all sites."
United States
James
The price is 4.507.294 ₫
5.138.316 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Graduate by Hilton Annapolis
Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (909 reviews)
"We liked it"
United States
Emmy
The price is 6.013.495 ₫
6.855.384 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Annapolis Waterfront Hotel, Autograph Collection
Reception

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,002 reviews)
"Very courteous staff. Beds were amazing. Nice meeting rooms and gym. "
United States
Kim
The price is 2.350.694 ₫
2.679.790 ₫ total
includes taxes & fees
29 Mar - 30 Mar
DoubleTree by Hilton Hotel Annapolis
Property amenity

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,002 reviews)
"Great property"
United States
Darryl
The price is 4.707.700 ₫
5.366.778 ₫ total
includes taxes & fees
27 Mar - 28 Mar
The Westin Annapolis
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (441 reviews)
"Very clean room, staff was very nice. "
United States
Byron
The price is 4.360.857 ₫
5.509.318 ₫ total
includes taxes & fees
30 Mar - 31 Mar
The Inn at Chesapeake Bay Beach Club
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is 11.574.630 ₫
12.732.093 ₫ total
includes taxes & fees
20 Mar - 21 Mar
The Oaks Waterfront
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Chester.
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
The price is 9.739.704 ₫ per night from 25 Mar to 26 Mar
9.739.704 ₫
10.713.674 ₫ total
25 Mar - 26 Mar
includes taxes & fees
9.6/10 Exceptional! (374 reviews)
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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.

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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"not fas tinternet"
Mark 1-night trip
Posted 17 hours ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

What are the best 4-star hotels in Chester?
Relax in upmarket comfort at The Inn at Chesapeake Bay Beach Club. According to reviews by our customers, this is one of Chester's favourite 4-star hotels.
How much does it cost to stay in a 4-star hotel in Chester?
Expedia can help you easily track down the ideal 4-star hotel for your getaway in Chester. Use our handy filter tool to fine-tune your search by things like budget, amenities and star rating and get access to fantastic deals in a few clicks.

  • Search for the lowest price from 10.713.674 ₫

What's the difference between 5-star and 4-star hotels in Chester?
If you decide to stay at a 4-star hotel in Chester, you'll typically find plenty of amenities to keep you relaxed, such as a pool, restaurant and gym. You can enjoy high-quality service and upmarket accommodation. Opt for a 5-star hotel and you'll have access to a few more perks — think on-site spas, around-the-clock concierge and indulgent turndown services. You're likely to get extra amenities and first-class services at a 5-star retreat, though both are terrific options for luxury travellers.