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Find hotels in Chester, MD from SAR 267

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Check Chester hotel prices

Tonight
26 Dhuʻl-H. - 27 Dhuʻl-H.
Tomorrow night
27 Dhuʻl-H. - 28 Dhuʻl-H.
This weekend
27 Dhuʻl-H. - 29 Dhuʻl-H.
Next weekend
3 Muh. - 5 Muh.

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Compare 1,195 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, (1702)
"Absolutely beautiful Inn "
The price is SAR 578
SAR 783 total
includes taxes & fees
30 Dec - 31 Dec
Historic Inns of Annapolis
Graduate by Hilton Annapolis
Reception

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1004)
"Wonderful stay!"
The price is SAR 482
SAR 549 total
includes taxes & fees
2 Jan - 3 January 2025
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, (1003)
"Clean rooms"
The price is SAR 380
SAR 433 total
includes taxes & fees
1 Jan - 2 January 2025
DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Exterior

Crowne Plaza Annapolis, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (1003)
"Easy on and off the highway"
The price is SAR 428
SAR 488 total
includes taxes & fees
13 Jan - 14 January 2025
Crowne Plaza Annapolis, an IHG Hotel
Hilton Garden Inn Annapolis Downtown
Exterior

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1002)
"I was there for a half marathon and it was perfect distance for the start and walkable to so many things to explore. "
The price is SAR 385
SAR 439 total
includes taxes & fees
30 Dec - 31 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, (939)
"Clean "
The price is SAR 329
SAR 375 total
includes taxes & fees
30 Dec - 31 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, (509)
"Our first room was dirty when we walked in, we went down and they gave us another room that was clean. Staff and mangers were very friendly, nice atmosphere. "
The price is SAR 444
SAR 501 total
includes taxes & fees
30 Dec - 31 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, (1002)
"Our stay was short but nice. All service personnel were great with excellent customer service skills."
The price is SAR 368
SAR 416 total
includes taxes & fees
30 Dec - 31 Dec
Comfort Inn Conference Center
Country Inn & Suites by Radisson, Annapolis, MD
Exterior

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1001)
"The hotel is a cozy place, clean no bad smell at all and bed really comfortable. I would definitely recommend it "
The price is SAR 385
SAR 439 total
includes taxes & fees
15 Jan - 16 January 2025
Country Inn & Suites by Radisson, Annapolis, MD
The Westin Annapolis
Room

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Great"
The price is SAR 635
SAR 723 total
includes taxes & fees
6 Jan - 7 January 2025
The Westin Annapolis
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (954)
"We stayed at this hotel for 7 days - front staff were friendly and helpful. The room was spacious and comfortable giving a good sleep. We would return to this hotel as we could not fault it. "
The price is SAR 368
SAR 420 total
includes taxes & fees
30 Dec - 31 Dec
Courtyard by Marriott Annapolis
Sonesta ES Suites Annapolis
Pool

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (732)
"Everything was fine except they kept $7 of my $100 deposit they held for what I don't know. I didn't get a paid folio. Bad policy. "
The price is SAR 396
SAR 451 total
includes taxes & fees
30 Dec - 31 Dec
Sonesta ES Suites Annapolis
Fairfield Inn & Suites By Marriott Annapolis
Exterior

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.2 out of 10, Wonderful, (66)
"A woman walked into the hotel bar when my husband and I were there and there was an incident. She was asked to leave and didn’t. They called the police and we were asked to leave and go to our room for safety reasons. Not a good evening and we were only there for that evening."
The price is SAR 477
SAR 544 total
includes taxes & fees
30 Dec - 31 Dec
Fairfield Inn & Suites By Marriott Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Exterior

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (783)
"there is no shower cap, "
The price is SAR 808
SAR 921 total
includes taxes & fees
12 Jan - 13 January 2025
Annapolis Waterfront Hotel, Autograph Collection
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1003)
"."
The price is SAR 267
SAR 304 total
includes taxes & fees
3 Jan - 4 January 2025
Best Western Annapolis
SpringHill Suites by Marriott Annapolis
Exterior

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1002)
"We had a great day! The front desk and customer service was great. You have to pay for parking however it wasn’t expensive. Totally appreciate that part."
The price is SAR 447
SAR 509 total
includes taxes & fees
6 Jan - 7 January 2025
SpringHill Suites by Marriott Annapolis
Admiral Suites
Room

Admiral Suites

2.5 star property
6.6 out of 10, (286)
"Nice "
The price is SAR 338
SAR 385 total
includes taxes & fees
12 Jan - 13 January 2025
Admiral Suites
Hampton Inn & Suites Annapolis
Exterior

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1002)
"It was great, except for having to pay for parking. That is ridiculous and will affect my decision to stay there again. I’ve stayed here a couple times before."
The price is SAR 317
SAR 362 total
includes taxes & fees
12 Jan - 13 January 2025
Hampton Inn & Suites Annapolis
Hilton Garden Inn Annapolis
Exterior

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1002)
"Quiet, easy to get to"
The price is SAR 348
SAR 397 total
includes taxes & fees
6 Jan - 7 January 2025
Hilton Garden Inn Annapolis
Village Inn
View from room

Village Inn

2.0 star property
6.2 out of 10, (468)
"Clean and cozy"
The price is SAR 312
SAR 355 total
includes taxes & fees
11 Jan - 12 January 2025
Village Inn
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.
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Frequently asked questions

What's the best place to stay in Chester?

Located 13.7 mi (22 km) from the heart of Chester, Crowne Plaza Annapolis, an IHG Hotel is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Historic Inns of Annapolis and Graduate by Hilton Annapolis. 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?

The Westin Annapolis: Hotel located near U.S. Naval Academy. Features a full-service spa, an indoor pool, and a snack bar/deli. Sonesta ES Suites 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 10 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 Paul Reed Smith Guitars, Chesapeake Bay Environmental Center, and Love Point State Park. You'll also find Eastern Neck National Wildlife Refuge and Sandy Point Beach 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.