4 Stars Hotels in Chestertown, Maryland from CA $258

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Our top choices for Chestertown 4-star hotels

1. 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, (512 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is CA $258
CA $322 total
includes taxes & fees
Dec 2 - Dec 3
The Inn at Chesapeake Bay Beach Club

2. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
United States
Donna
The price is CA $302
CA $344 total
includes taxes & fees
Nov 24 - Nov 25
Annapolis Waterfront Hotel, Autograph Collection

3. Hudson house

Hudson house
4.0 star property
Canton
7.6 out of 10, Good, (5 reviews)
"The condo was really nice and clean"
United States
Thelma
Hudson house

4. Rooftop Patio w/ View: Baltimore Retreat

Rooftop Patio w/ View: Baltimore Retreat
4.0 star property
Canton
Rooftop Patio w/ View: Baltimore Retreat

Find out more about Chestertown

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 Chestertown are calling your name. Known for providing first-rate service in amazing locations, each of the Chestertown 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 Chestertown. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Chestertown, 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 Chestertown hotels with 4 Stars provide everything you need to unwind in style.

Frequently Asked Questions

How much does it cost to stay in a 4-star hotel in Chestertown?

To lock in a 4-star hotel in Chestertown that's within your budget, make use of Expedia's sort and search filters. Browse the available options during your preferred dates and use our pricing filter to set your limit. You can also list your results by the cheapest property first.

  • Search for the lowest price from CA $258

What's the difference between 5-star and 4-star hotels in Chestertown?

Offering a friendly traveller experience and upmarket décor, 4-star hotels are a great option for your Chestertown break. These kinds of accommodations generally come with loads of useful amenities that make it simple to unpack and recharge — think large beds, bathrobes, restaurants and gyms. Or enjoy even more lavishness at a 5-star hotel designed to indulge you in luxury perks and amenities. Concierge assistance, oversized bathrooms and fine dining are typically featured at these deluxe properties.

Does Chestertown have any 4-star all-inclusive resorts?

Use our "All inclusive" filter to find your dream resort in Chestertown where just about everything is taken care of, from your meals to your room, entertainment and activities. We can also help you find standard 4-star stays in and around this destination.

Are there any 4-star casino hotels in Chestertown?

To find what you're after in Chestertown, simply use our convenient filter tools to refine your search. With resort-style amenities and a superior level of service, staying in a 4-star casino hotel is a sure bet for a good time.

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