Photo by Patricia Knorr

Chester hotels from RM356

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Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
17 Oct - 19 Oct
Next weekend
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 RM470
RM522 total
includes taxes & fees
16 Nov - 17 Nov
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 RM842
RM960 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, (640)
"Nice location and restaurants galore in area. "
The price is RM610
RM677 total
includes taxes & fees
22 Oct - 23 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 RM621
RM690 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 RM800
RM1,047 total
includes taxes & fees
21 Oct - 22 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
RM507 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 RM403
RM459 total
includes taxes & fees
29 Oct - 30 Oct
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, (1003)
"Good location"
The price is RM423
RM483 total
includes taxes & fees
2 Nov - 3 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, (1856)
"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, (1018)
"Comfortable place to stay, nice shopping area close by. "
The price is RM442
RM503 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, (1015)
"Great place to stay Friendly staff secure rooms Thank you "
The price is RM410
RM468 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, (1010)
"I had a lovely stay."
The price is RM372
RM424 total
includes taxes & fees
29 Oct - 30 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 RM360
RM410 total
includes taxes & fees
16 Nov - 17 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 RM860
RM980 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
RM401 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, (1008)
"Clean room, Good breakfast and friendly staff."
The price is RM428
RM488 total
includes taxes & fees
16 Nov - 17 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 RM847
RM931 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 RM454
RM517 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, (1014)
"Clean room, nice staff and plenty of parking "
The price is RM312
RM356 total
includes taxes & fees
16 Nov - 17 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, (1007)
"Good central location "
The price is RM413
RM471 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 6 days ago
Best Western Annapolis

More cheap stays in Chester

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd, Annapolis, MD
The price is RM312 per night from 16 Nov to 17 Nov
RM312
RM356 total
16 Nov - 17 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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