Photo by Patricia Knorr

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Check availability on Chester 4 Star Hotels

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Top Chester 4 Star Hotels

Graduate by Hilton Annapolis
View from property

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1004)
"Great area and it was a perfect hotel for our trip. "
The price is 4.733.010 ₫
5.395.631 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1006)
"Nice hotel, convenient location with easy parking. "
The price is 3.005.197 ₫
3.425.924 ₫ total
includes taxes & fees
3 Sept - 4 Sept
DoubleTree by Hilton Hotel Annapolis
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1006)
"Great place! "
The price is 5.113.064 ₫
5.828.893 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Westin Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down duvets, pillow-top beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (858)
"Loved sitting on the patio watching the boats."
The price is 6.250.325 ₫
7.125.371 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Annapolis Waterfront Hotel, Autograph Collection
The Inn at Chesapeake Bay Beach Club
Front of property – evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (414)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is 5.932.350 ₫
7.255.660 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Inn at Chesapeake Bay Beach Club
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (37)
"The facility designed was out standing and the staff was very good. "
The price is 10.887.664 ₫
11.976.430 ₫ total
includes taxes & fees
3 Sept - 4 Sept
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 15.062.454 ₫ per night from 17 Sept to 18 Sept
15.062.454 ₫
18.225.701 ₫ total
17 Sept - 18 Sept
includes taxes & fees
9.4/10 Exceptional! (361 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
Photo by Patricia Knorr
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Top Chester Hotel Reviews

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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 9.145.796 ₫

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.