Photo by Patricia Knorr

Find hotels in Chester, MD from SAR 304

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Chester hotel prices

Tonight
25 Dhuʻl-Q. - 26 Dhuʻl-Q.
Tomorrow night
26 Dhuʻl-Q. - 27 Dhuʻl-Q.
This weekend
29 Dhuʻl-Q. - 1 Dhuʻl-H.
Next weekend
6 Dhuʻl-H. - 8 Dhuʻl-H.

Filter by

Guest rating
Guest rating
Star rating

Compare 1,187 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Historic Inns of Annapolis
Exterior

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1716)
"The Maryland was quaint, clean and comfortable."
The price is SAR 418
SAR 607 total
includes taxes & fees
26 Nov - 27 Nov
Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Exterior

Crowne Plaza Annapolis, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (1002)
"I had a relaxing and enjoyable stay. The breakfast was delicious."
The price is SAR 402
SAR 458 total
includes taxes & fees
27 Nov - 28 Nov
Crowne Plaza Annapolis, an IHG Hotel
Graduate by Hilton Annapolis
Reception

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1010)
"The staff was the best always checking to see if I needed anything. "
The price is SAR 494
SAR 563 total
includes taxes & fees
24 Dec - 25 Dec
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, (1010)
"Great hotel experience all the way around !"
The price is SAR 384
SAR 438 total
includes taxes & fees
30 Nov - 1 Dec
DoubleTree by Hilton Hotel Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
Room

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1003)
"We enjoyed our stay very much. "
The price is SAR 350
SAR 399 total
includes taxes & fees
24 Dec - 25 Dec
Country Inn & Suites by Radisson, Annapolis, MD
Hilton Garden Inn Annapolis Downtown
Exterior

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (982)
"Close to meeting location. Good selection of restaurants in walking distance. "
The price is SAR 380
SAR 433 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Garden Inn Annapolis Downtown
Microtel Inn & Suites by Wyndham Gambrills
Exterior

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (903)
"Place was clean. Staff very friendly. "
The price is SAR 324
SAR 370 total
includes taxes & fees
1 Dec - 2 Dec
Microtel Inn & Suites by Wyndham Gambrills
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Exterior

Staybridge Suites Washington DC East - Largo, an IHG Hotel

3.0 star property
8.8 out of 10, Excellent, (496)
"Great place...Wonderful stay.."
The price is SAR 402
SAR 450 total
includes taxes & fees
17 Dec - 18 Dec
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Comfort Inn Conference Center
Room

Comfort Inn Conference Center

2.5 star property
9.2 out of 10, Wonderful, (1003)
"We are so happy to finally find an amazing hotel in this area. We have tried two others that were terrible. This one exceeded our expectations. Very clean. Super comfortable. Plenty of space in the room. Restaurant on site. The buffet breakfast was great. Excellent value. "
The price is SAR 368
SAR 416 total
includes taxes & fees
11 Dec - 12 Dec
Comfort Inn Conference Center
Sonesta ES Suites Annapolis
Pool

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (725)
"Great option for Annapolis. Full kitchen. Clean. "
The price is SAR 379
SAR 432 total
includes taxes & fees
1 Dec - 2 Dec
Sonesta ES Suites Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Exterior

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (776)
"All good "
The price is SAR 778
SAR 887 total
includes taxes & fees
1 Dec - 2 Dec
Annapolis Waterfront Hotel, Autograph Collection
Fairfield Inn & Suites By Marriott Annapolis
Exterior

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.2 out of 10, Wonderful, (60)
"•"
The price is SAR 477
SAR 544 total
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites By Marriott Annapolis
Admiral Suites
Room

Admiral Suites

2.5 star property
6.4 out of 10, (276)
"Under remodel. Disheveled but not gross. "
The price is SAR 334
SAR 381 total
includes taxes & fees
26 Nov - 27 Nov
Admiral Suites
The Westin Annapolis
Exterior

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1031)
"Great experience overall!"
The price is SAR 653
SAR 745 total
includes taxes & fees
20 Dec - 21 Dec
The Westin Annapolis
Courtyard by Marriott Annapolis
Room

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (939)
"Nicely maintained hotel. Comfortable stay."
The price is SAR 368
SAR 419 total
includes taxes & fees
20 Dec - 21 Dec
Courtyard by Marriott Annapolis
Village Inn
View from room

Village Inn

2.0 star property
6.2 out of 10, (467)
"Clean and cozy"
The price is SAR 312
SAR 355 total
includes taxes & fees
26 Nov - 27 Nov
Village Inn
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1008)
"Great breakfast. "
The price is SAR 304
SAR 347 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Annapolis
Hilton Garden Inn Annapolis
Exterior

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1026)
"Clean and comfortable"
The price is SAR 367
SAR 418 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Exterior

Holiday Inn Express & Suites Annapolis, an IHG Hotel

2.5 star property
8.2 out of 10, Very Good, (1033)
"Clean and comfortable "
The price is SAR 371
SAR 423 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Hampton Inn & Suites Annapolis
Exterior

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1040)
"This is our little hideaway! We love to go here just to get away from home sometimes. We always get the suite jsut incase we want to have company over or just to have a little extra space! We love the pool table and the lobby especially during the holidays, it's so beautiful! Breakfast options are pretty good and the front desk service is always great! We were charged for parking. "
The price is SAR 369
SAR 421 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn & Suites Annapolis
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 by Hilton Annapolis and Hilton Garden Inn Annapolis Downtown. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : Visitors like this Chester vacation home rental. It is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. 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?

Sonesta ES Suites Annapolis: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. The Westin Annapolis and Country Inn & Suites by Radisson, Annapolis, MD 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 Chesapeake Bay Environmental Center, Eastern Neck National Wildlife Refuge, 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.