4 Stars Hotels in Chester, Maryland from CA $132
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Oct 2 - Oct 4Our top choices for Chester 4-star hotels
CA $116
CA $132 total
includes taxes & fees
Sep 27 - Sep 28
CA $208
CA $237 total
includes taxes & fees
Sep 27 - Sep 28
CA $250
CA $285 total
includes taxes & fees
Sep 27 - Sep 28
4. Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph CollectionHistoric District
William
CA $323
CA $369 total
includes taxes & fees
Oct 4 - Oct 5
CA $268
CA $333 total
includes taxes & fees
Oct 19 - Oct 20
CA $616
CA $677 total
includes taxes & fees
Sep 23 - Sep 24
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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
308 Watkins Ln St. Michaels MD
CA $843
CA $928 total
Oct 13 - Oct 14
includes taxes & fees
9.6/10 Exceptional! (402 reviews)
The Inn at Tacaro Estate
6220 Town Point Rd Tracys Landing MD
CA $527
CA $601 total
Sep 21 - Sep 22
includes taxes & fees
9.6/10 Exceptional! (19 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
Top Chester Hotel Reviews
The Westin Annapolis
8/10 Good
"Mieldred at front desk is world class. She should lead this chain. The Chef is not customer friendly and his food sucks. Manager tried her level best but she compromises with some staff there who are screwing it. You should investigate and improve. The valley parking staff are not bad."
DoubleTree by Hilton Hotel Annapolis
8/10 Good
"Great location"
The Inn at Chesapeake Bay Beach Club
10/10 Excellent
"Exceptional experience, not a detail overlooked."
Annapolis Waterfront Hotel, Autograph Collection
10/10 Excellent
"This is a great hotel in a great location two great restaurants."
Find out more about Chester
If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Chester are calling your name. Known for providing first-rate service in amazing locations, each of the Chester 4 Stars hotels lets discerning travelers bask in an unforgettable experience.
Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.
It’s all waiting for you at the top four star hotels in Chester. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Chester, Maryland, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Chester hotels with 4 Stars provide everything you need to unwind in style.
Frequently asked questions
What are the best 4-star hotels in Chester?
Relax in comfort at The Inn at Chesapeake Bay Beach Club. According to reviews by travellers, this is one of Chester's favourite 4-star hotels.
How much does it cost to stay in a 4-star hotel in Chester?
We can help you quickly find the perfect 4-star hotel for your stay in Chester. Use our filter tool to fine-tune your search by things like amenities, budget and property star rating and get access to fabulous deals in a few clicks.
- Search for the lowest price from CA $601
What's the difference between 5-star and 4-star hotels in Chester?
If you decide to spend your vacation at a 4-star hotel in Chester, you'll typically find loads of amenities to keep you relaxed, such as a gym, pool and restaurant. You can enjoy excellent service and deluxe accommodations. Pick a 5-star hotel and you'll get a few extra perks — think concierge assistance, on-site spas and opulent turndown services. You'll most likely get extra amenities and premium services at a 5-star getaway, but both are great options for luxury guests.
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