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Check Chester hotel prices

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May 28 - May 29
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May 29 - May 30
This weekend
May 31 - Jun 2
Next weekend
Jun 7 - Jun 9

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Top hotels and accommodation in Chester

View from property
Graduate Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1035)
"Hotel was convenient to the historic area. Parking lot was as too far from the main entrance."
The price is AU$334
per night
9 June - 10 June
Graduate Annapolis
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"Property was great. But for the price a complementry breakfast would have been nice."
The price is AU$231
per night
2 June - 3 June
Crowne Plaza Annapolis, an IHG Hotel
Exterior
Admiral Suites
2.5 star property
6.6 out of 10, (160)
"Fairly good. Very basic room. everything worked Very quiet room in nice area. Great pet walking areas. renovations underway Very good coffee "
The price is AU$137
per night
12 June - 13 June
Admiral Suites
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Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"I really enjoyed my staying, the only thing it didn't work was my room's phone to call the main lobby. Other than that was good. "
The price is AU$217
per night
5 June - 6 June
DoubleTree by Hilton Hotel Annapolis
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1002)
"A couple of things would make this 5 star -- there is no exhaust fan in the bathroom. Also, a teak bench in the shower or just in the bathroom would have been nice (older adults). Otherwise, beds were comfortable. Room was extra clean. Shower with rainhead was awesome. Conveniently located for Naval Academy graduation. Breakfast was the usual fare but very good. "
The price is AU$173
per night
17 June - 18 June
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, (729)
"It was good"
The price is AU$154
per night
30 May - 31 May
Homestyle Suites
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (861)
"Nice hotel, location is not exactly close as it seems in the map to centre Annapolis. Very nice staff, helpful and efficient"
The price is AU$238
per night
19 June - 20 June
Courtyard by Marriott Annapolis
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
8.8 out of 10, Excellent, (743)
"Friendly check-in staff, clean rooms, conveniently located to Waugh Chapel shops and restaurants. Comfortable bed. Microwave and small fridge in room. Breakfast included. "
The price is AU$173
per night
10 June - 11 June
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, (711)
"I like everything about this property!"
The price is AU$410
per night
9 June - 10 June
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, (424)
"This is a great hotel on your way north or south. The room was spacious and came with a small kitchen which was nice to have. Breakfast was included - it wasn’t anything special but it was perfect if you are on the go in the morning. "
The price is AU$297
per night
11 June - 12 June
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, (1001)
"They don’t tell you about the parking fee"
The price is AU$194
per night
2 June - 3 June
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, (852)
"I didn't like the large handles on the bathroom door. I was always afraid I was going to hit my arm or hand on them and cause an injury! The bathrooms are small. Parking was terrible, not enough spots and very tiny spaces! "
The price is AU$283
per night
16 June - 17 June
Hilton Garden Inn Annapolis Downtown
Bar (on property)
Comfort Inn Conference Center
2.5 star property
9.0 out of 10, Wonderful, (1002)
"The mattress needs to be replaced too soft. too low to the ground."
The price is AU$168
per night
16 June - 17 June
Comfort Inn Conference Center
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1001)
"Close to highways, ease into Annapolis proper and clean property. Staff are kind and the hotel is well maintained. "
The price is AU$238
per night
30 May - 31 May
SpringHill Suites by Marriott Annapolis
TV
Village Inn
2.0 star property
6.2 out of 10, (435)
"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 AU$154
per night
30 May - 31 May
Village Inn
Exterior
Best Western Annapolis
2.5 star property
7.6 out of 10, Good, (1000)
"The breakfast was good. The guy who takes care of the breakfast is great and very helpful. "
The price is AU$166
per night
17 June - 18 June
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, (1001)
"Hotel was very dated. Old worn carpets in room and hallways. Ramp on first floor looked to be safety hazard. Bathroom was very cramped..shower was a nice size but sink was super small and right next to toilet…minimal counter space. Bed was comfortable. Although the area in which you were able to sit down to eat breakfast was very small, with tables almost touching each other, the coffee and food options were very good, and the female attendant insuring all the items were full was wonderful. Have...
The price is AU$205
per night
9 June - 10 June
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (627)
"Good area, nice staff"
The price is AU$221
per night
30 May - 31 May
Sonesta ES Suites Annapolis
Seasonal outdoor pool
Hampton Inn Bowie
2.5 star property
8.2 out of 10, Very good, (1000)
"Location "
The price is AU$201
per night
9 June - 10 June
Hampton Inn Bowie
25-inch TV with cable channels
TownePlace Suites Bowie Town Center
2.5 star property
9.2 out of 10, Wonderful, (463)
"Best breakfast I have ever had at a hotel! 5 stars. The room was nice and clean, but the sofa bed sucked. Very thin and old. The owner should think about adding a mattress topper for comfort. Location is excellent, right behind the Goodwill area of Bowie Towne Center.. plenty of options for dining and shopping without needing to drive after checking in. Would stay again, but only if not needing the sofa bed for 3rd guest."
The price is AU$185
per night
16 June - 17 June
TownePlace Suites Bowie Town Center
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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 accommodation in Chester

Admiral Suites

Admiral Suites

120 Admiral Cochrane Dr, Edgewater, MD
The price is AU$137 per night from Jun 12 to Jun 13
AU$137
per night
12 Jun - 13 Jun
6.6/10 (158 reviews)

Stay near top Chester attractions

Image for Chesapeake Exploration Center

Chesapeake Exploration Center

Learn about the events happening in 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 reviews
4,501
Accommodation
1,182 hotels
Highest price
AU$410
Lowest price
AU$137
Reasons to visit
Sandy Point State Park, Sandy Point Beach and Love Point State Park
Hotels with golf
4
Hotels with dining
12

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 traveller data. Two other options for your stay in the area are Graduate Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Chester.

What are some of the best holiday rentals that Chester has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Chester offers a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of Access to hot 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 bookings are refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

What are some accommodation options with pools in Chester?

Sonesta ES Suites Annapolis: Features buffet, a seasonal outdoor pool and complimentary wireless Internet access. The Westin Annapolis and Hilton Garden Inn Annapolis are a couple of other choices that offer an on-site 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 accommodation options 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. Take a look at what more there is 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 temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chester is 1414 mm.

Recent Reviews in Chester
Expedia verified reviews

The Westin Annapolis

The Westin Annapolis

5/5 Excellent
"Our stay was exceptional. Clean rooms and the up to date environment was a plus. Stay was friendly and helpful. "
A verified traveller stayed at The Westin Annapolis
Posted 1 day ago
The Westin Annapolis
Graduate Annapolis

Graduate Annapolis

5/5 Excellent
"Hotel was convenient to the historic area. Parking lot was as too far from the main entrance."
A verified traveller stayed at Graduate Annapolis
Posted 6 days ago
Graduate Annapolis