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Find hotels in Chester, MD from CA $91

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Check Chester hotel prices

Tonight
May 16 - May 17
Tomorrow night
May 17 - May 18
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

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Top 10 Chester hotels and places to stay

View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1049)
"Unique property, close to everything. Costly, but every hotel in the area is. "
The price is CA $253
CA $288 total
includes taxes & fees
May 27 - May 28
Graduate Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1000)
"Parking limited on weekend evenings "
The price is CA $184
CA $209 total
includes taxes & fees
May 20 - May 21
Crowne Plaza Annapolis, an IHG Hotel
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1003)
"Everything was great close to everything nice dining area walkable "
The price is CA $161
CA $183 total
includes taxes & fees
May 27 - May 28
DoubleTree by Hilton Hotel Annapolis
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Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Breakfast was very limited "
The price is CA $142
CA $162 total
includes taxes & fees
Jun 16 - Jun 17
Country Inn & Suites by Radisson, Annapolis, MD
Deluxe Studio Suite, 2 Double Beds, Non Smoking, Kitchen
Homestyle Suites
2.5 star property
5.6 out of 10, (722)
"It’s very quiet "
The price is CA $117
CA $133 total
includes taxes & fees
May 27 - May 28
Homestyle Suites
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (856)
"Marriott rarely disappoints. Good, well maintained, comfortable hotel with a nice courtyard with a fireplace, seating areas, etc. Large enough room, comfortable, clean."
The price is CA $177
CA $202 total
includes taxes & fees
May 27 - May 28
Courtyard by Marriott Annapolis
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (726)
"Great location, clean, "
The price is CA $132
CA $150 total
includes taxes & fees
May 20 - May 21
Microtel Inn & Suites by Wyndham Gambrills
Room, 2 Queen Beds, Balcony
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (710)
"I like everything about this property!"
The price is CA $314
CA $358 total
includes taxes & fees
May 27 - May 28
Annapolis Waterfront Hotel, Autograph Collection
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (419)
"Property and staff were outstanding! "
The price is CA $205
CA $232 total
includes taxes & fees
May 19 - May 20
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
3.0 star property
8.4 out of 10, Very good, (1000)
"The property is what you’d expect from a HGI, but it seemed overpriced, and what appeared to be a free buffet actually cost $10 per person. The signage for the breakfast should have been prominently placed before you entered the buffet area. Although it’s in a suburban area with plentiful parking, there are signs posted that parking is $8. For the location and cost of the hotel, I’d expect both breakfast and parking to be included. When I checked out, staff wouldn’t give me a printed...
The price is CA $158
CA $180 total
includes taxes & fees
May 30 - May 31
Hilton Garden Inn Annapolis
Suite, 1 Bedroom, Terrace | Living area
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (847)
"Beds were super clean and comfortable. The stay was pleasant. The bartender on Thursday night was not very accommodating "
The price is CA $189
CA $216 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Annapolis Downtown
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Convenient location, clean room, Comfortable bed, and free breakfast for the job done. "
The price is CA $135
CA $152 total
includes taxes & fees
Jun 16 - Jun 17
Comfort Inn Conference Center
TV
Village Inn
2.0 star property
6.2 out of 10, (434)
"It’s extremely affordable and for the price the room was basic and clean. Parking is directly in front of your room and there wasn’t much around the motel, so it feels safe. The room had a smell which we think was cleaning products that was a little strong."
The price is CA $118
CA $135 total
includes taxes & fees
May 20 - May 21
Village Inn
Exterior
Best Western Annapolis
2.5 star property
7.6 out of 10, Good, (1000)
"This property was convenient to the highway. The check in was easy and the receptionist was helpful and professional. The wifi connection was one of the best I have had in a hotel. I was able to work for a few hours without a dropped connection and with ease of access. Overall, a decent place to stay."
The price is CA $127
CA $145 total
includes taxes & fees
Jun 2 - Jun 3
Best Western Annapolis
Room, 1 King Bed, Non Smoking (Whirlpool)
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, (1000)
"Very Nice! "
The price is CA $162
CA $185 total
includes taxes & fees
May 28 - May 29
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (617)
"We chose the property based on the cleanliness reviews after considering another property in the same area. We were not disappointed! The breakfast choices were plentiful with a different hot option each morning. "
The price is CA $167
CA $190 total
includes taxes & fees
May 27 - May 28
Sonesta ES Suites Annapolis
25-inch TV with cable channels
TownePlace Suites Bowie Town Center
2.5 star property
9.2 out of 10, Wonderful, (459)
"The best"
The price is CA $148
CA $168 total
includes taxes & fees
Jun 2 - Jun 3
TownePlace Suites Bowie Town Center
Premium bedding, pillowtop beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis
2.5 star property
8.2 out of 10, Very good, (1002)
"The staff is exceptional. This is an older property so there is some wear and tear. Nothing that is any kind of a problem. We will definitely stay again. "
The price is CA $161
CA $183 total
includes taxes & fees
May 27 - May 28
Hampton Inn & Suites Annapolis
Desk, iron/ironing board, free cribs/infant beds, free WiFi
Courtyard by Marriott Bowie
3.0 star property
9.4 out of 10, Exceptional, (640)
"It was hassle free and the customer service was amazing 👏 "
The price is CA $223
CA $252 total
includes taxes & fees
Jun 16 - Jun 17
Courtyard by Marriott Bowie
Standard Room, 1 King Bed, Accessible, Non Smoking
Motel 6 Odenton, MD - Fort Meade
2.0 star property
5.8 out of 10, (388)
"You get what you pay for "
The price is CA $91
CA $104 total
includes taxes & fees
May 20 - May 21
Motel 6 Odenton, MD - Fort Meade
Don't see what you're looking for?
See all available properties in Chester
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.

More cheap stays in Chester

Admiral Suites

Admiral Suites

120 Admiral Cochrane Dr, Edgewater, MD
The price is CA $121 per night from May 26 to May 27
CA $121
CA $138 total
includes taxes & fees
May 26 - May 27
6.6/10 (150 reviews)

Hotels near Popular Chester Attractions

Image for Chesapeake Exploration Center

Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.

See properties
Chesapeake Exploration Center

Chester Travel Info

Number of hotels
1,192
Highest price
CA $314
Lowest price
CA $91
Known attractions
Sandy Point State Park, Sandy Point Beach and Love Point State Park

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 traveler data. Other good choices for your visit to the area are Graduate Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: Visitors like this Chester vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the spa tub in this rental home to help you unwind. See all 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 room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

To find more details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What are some accommodations with pools in Chester?

Country Inn & Suites by Radisson, Annapolis, MD: Features buffet, an indoor pool, and free self parking. The Westin Annapolis and SpringHill Suites by Marriott Annapolis are a couple of other choices with an onsite 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 12 hotels and other accommodations 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 Sandy Point Beach. You'll also find Queenstown Harbor Golf Club and Chesapeake Bay Bridge in the area. Check out what more 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 temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.

Recent Reviews in Chester
Expedia verified reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

5/5 Excellent
"We chose the property based on the cleanliness reviews after considering another property in the same area. We were not disappointed! The breakfast choices were plentiful with a different hot option each morning. "
A verified traveller from Park Ridge stayed at Sonesta ES Suites Annapolis
Posted 2 days ago
Sonesta ES Suites Annapolis