Photo by Patricia Knorr

Chester hotels from RM382

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Tonight
14 Oct - 15 Oct
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15 Oct - 16 Oct
This weekend
17 Oct - 19 Oct
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24 Oct - 26 Oct

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Top 10 trending Chester hotels

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
9.2 out of 10, Wonderful, (906)
"Nice Holiday Inn Express with great water views."
The price is RM520
RM577 total
includes taxes & fees
30 Oct - 31 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG
View from property
The Westin Annapolis
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1005)
"Would stay there again very soon "
The price is RM840
RM958 total
includes taxes & fees
26 Oct - 27 Oct
The Westin Annapolis
Terrace/patio
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (638)
"Great location and rooms. Great place!"
The price is RM608
RM675 total
includes taxes & fees
21 Oct - 22 Oct
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Hotel was great, beautiful location near the water"
The price is RM620
RM688 total
includes taxes & fees
27 Oct - 28 Oct
Hilton Garden Inn Kent Island Marina
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is RM700
RM932 total
includes taxes & fees
15 Oct - 16 Oct
Kent Island Resort
Exterior
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1000)
"The room was great, and the staff was great. "
The price is RM444
RM506 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Annapolis
Premium bedding, pillow-top beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis
Hampton Inn & Suites Annapolis
2.5 star property
8.2 out of 10, Very good, (1008)
"We had a nice stay. "
The price is RM409
RM466 total
includes taxes & fees
10 Nov - 11 Nov
Hampton Inn & Suites Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1002)
"Good location"
The price is RM423
RM482 total
includes taxes & fees
3 Nov - 4 Nov
Crowne Plaza Annapolis by IHG
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1851)
"The hotel was absolutely clean and close to the shops and restaurants. "
Historic Inns of Annapolis
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1015)
"Comfortable place to stay, nice shopping area close by. "
The price is RM445
RM507 total
includes taxes & fees
3 Nov - 4 Nov
DoubleTree by Hilton Hotel Annapolis
1 bedroom, hypo-allergenic bedding, desk, blackout curtains
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1012)
"Great place to stay Friendly staff secure rooms Thank you "
The price is RM410
RM467 total
includes taxes & fees
2 Nov - 3 Nov
Country Inn & Suites by Radisson, Annapolis, MD
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very good, (1009)
"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."
The price is RM374
RM427 total
includes taxes & fees
27 Oct - 28 Oct
Hilton Garden Inn Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (917)
"Had a great stay."
The price is RM368
RM419 total
includes taxes & fees
9 Nov - 10 Nov
Sonesta ES Suites Annapolis
Premium bedding, down duvets, pillow-top beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (871)
"Clean room. Friendly staff awesome location. "
The price is RM859
RM979 total
includes taxes & fees
9 Nov - 10 Nov
Annapolis Waterfront Hotel, Autograph Collection
Reception
Village Inn Annapolis MD
Village Inn Annapolis MD
2.0 star property
6.2 out of 10, (504)
"The room was very nice, clean and quiet. Great location"
The price is RM351
RM400 total
includes taxes & fees
2 Nov - 3 Nov
Village Inn Annapolis MD
Free daily self-service breakfast
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Clean room, Good breakfast and friendly staff."
The price is RM446
RM508 total
includes taxes & fees
2 Nov - 3 Nov
SpringHill Suites by Marriott Annapolis
Outdoor banquet area
The Tilghman Island Inn
The Tilghman Island Inn
3.5 star property
9.6 out of 10, Exceptional, (114)
"Great staff and food!"
The price is RM846
RM930 total
includes taxes & fees
2 Nov - 3 Nov
The Tilghman Island Inn
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
8.2 out of 10, Very good, (1001)
"Great location. "
The price is RM453
RM516 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express & Suites Annapolis by IHG
Exterior
Best Western Annapolis
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1012)
"Great place."
The price is RM335
RM382 total
includes taxes & fees
9 Nov - 10 Nov
Best Western Annapolis
Living area
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (1006)
"Good central location "
The price is RM416
RM474 total
includes taxes & fees
3 Nov - 4 Nov
Hilton Garden Inn Annapolis Downtown
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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Stay near popular Chester attractions

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

Learn more about Chester

Chester awaits: its island views, sunny weather, golf and more!

See all hotels in Chester
Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"For the structure of an older motel- exterior doors rather than interior hallways, room is clean and furnishings and bathroom nice and fresh."
MICHELE 1-night trip
Posted 5 days ago
Best Western Annapolis

More cheap stays in Chester

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd, Annapolis, MD
The price is RM335 per night from 9 Nov to 10 Nov
RM335
RM382 total
9 Nov - 10 Nov
includes taxes & fees
7.6/10 Good! (1,008 reviews)

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 by Hilton Annapolis and Best Western Annapolis. See all available top hotels, or 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?
Best Western Annapolis: Provides daily, a pool and free self parking. Sonesta ES Suites Annapolis and SpringHill Suites by Marriott 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 15 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 Love Point State Park. You'll also find Eastern Neck National Wildlife Refuge and Sandy Point Beach 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.

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