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Chester Hotels from ā‚¹8,906

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Check prices for these dates

This weekend
24 Jul - 26 Jul
Next weekend
31 Jul - 2 Aug

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Our top choices for Chester hotels

Terrace/patio

1. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (791 reviews)
"Great location"
United States
jeanette
The price is ā‚¹16,300
ā‚¹18,093 total
includes taxes & fees
16 Aug - 17 Aug
Hyatt Place Kent Narrows & Marina
Indoor pool

2. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"Good hotel for the price"
United States
Brenda
The price is ā‚¹11,625
ā‚¹12,904 total
includes taxes & fees
3 Aug - 4 Aug
Best Western Kent Narrows Inn
Exterior

3. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,008 reviews)
"I have stayed several times over the last few years and the place continues to be very good."
United States
Thomas R.
The price is ā‚¹9,632
ā‚¹10,691 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio

4. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,002 reviews)
"Me and my husband went for a one year anniversary. Staying at the hilton was wonderful relaxing, everyone was so pleasant and helpful.The restaurants nearby were great. I love the view we'll be coming back again."
United States
Tammy
The price is ā‚¹14,308
ā‚¹15,881 total
includes taxes & fees
16 Aug - 17 Aug
Hilton Garden Inn Kent Island Marina
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

5. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (940 reviews)
The price is ā‚¹9,711
ā‚¹10,779 total
includes taxes & fees
11 Aug - 12 Aug
Quality Inn Grasonville near Kent Island
Front of property ā€“ evening/night

6. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (468 reviews)
"Wonderful stay! Everything was amazing..,the staff, rooms, Knoxieā€™s Table, the spa! Couldnā€™t have asked for a better stay. Iā€™ll definitely return."
United States
Damika
The price is ā‚¹22,721
ā‚¹27,674 total
includes taxes & fees
2 Aug - 3 Aug
The Inn at Chesapeake Bay Beach Club
Reception

7. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (165 reviews)
The price is ā‚¹15,511
ā‚¹20,493 total
includes taxes & fees
19 Aug - 20 Aug
Kent Island Resort
Reception

8. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,045 reviews)
"Beautiful hotel. Very clean and amazing staff."
United States
Lena
The price is ā‚¹11,447
ā‚¹13,049 total
includes taxes & fees
26 Jul - 27 Jul
DoubleTree by Hilton Hotel Annapolis
Free daily self-service breakfast

9. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,003 reviews)
"The rooms were clean and modern, and my kids loved the pool. The breakfast was excellent, and we thoroughly enjoyed our stay"
United States
Zhun Wha
The price is ā‚¹12,442
ā‚¹14,184 total
includes taxes & fees
26 Jul - 27 Jul
SpringHill Suites by Marriott Annapolis
Lobby

10. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,057 reviews)
The price is ā‚¹10,884
ā‚¹12,407 total
includes taxes & fees
26 Jul - 27 Jul
Country Inn & Suites by Radisson, Annapolis, MD
Meeting facility

11. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,893 reviews)
"Easy check in, easy valet, great location. Overall, very nice stay!"
United States
Caitlin
The price is ā‚¹12,341
ā‚¹17,368 total
includes taxes & fees
13 Aug - 14 Aug
Historic Inns of Annapolis
Indoor pool

12. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,006 reviews)
"Staff was very nice."
United States
Jane
The price is ā‚¹11,381
ā‚¹12,975 total
includes taxes & fees
2 Aug - 3 Aug
Crowne Plaza Annapolis by IHG
Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout curtains

13. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,004 reviews)
"Location was very clean, front desk staff on the check-in were great, they do have comp breakfast and coffee lots of parking. this is my second visit there in that area and do recommend it to any one !!!!"
United States
Jaime
The price is ā‚¹9,272
ā‚¹10,570 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express & Suites Annapolis by IHG
Property amenity

14. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Pretty standard marriott stay. Clean, quiet, helpful, pricy."
United States
Tyriek
The price is ā‚¹12,216
ā‚¹13,926 total
includes taxes & fees
9 Aug - 10 Aug
Courtyard by Marriott Annapolis
Dining

15. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,006 reviews)
"EXCELLENTE STAFF AND GREAT BREAKFAST..."
United States
Julian
The price is ā‚¹7,813
ā‚¹8,906 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Annapolis
Exterior

16. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Very nice hotel, great staff. Loved the convenient location."
United States
Marie
The price is ā‚¹9,412
ā‚¹10,729 total
includes taxes & fees
28 Jul - 29 Jul
Hampton Inn & Suites Annapolis
Lobby

17. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,003 reviews)
"Clean room, great customer service and very nice people. The hotel is stunning"
United States
Jessica
The price is ā‚¹19,194
ā‚¹21,881 total
includes taxes & fees
26 Jul - 27 Jul
The Westin Annapolis
Free daily buffet breakfast

18. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,006 reviews)
"Enjoyed my stay quiet and comfortable room"
United States
Craig
The price is ā‚¹10,591
ā‚¹12,074 total
includes taxes & fees
19 Aug - 20 Aug
Sonesta ES Suites Annapolis
Terrace/patio

19. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (219 reviews)
"Overall very nice and comfortable place to stay!"
United States
Eileen
The price is ā‚¹12,998
ā‚¹14,817 total
includes taxes & fees
29 Jul - 30 Jul
Fairfield Inn & Suites By Marriott Annapolis
Fridge, microwave

20. Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (512 reviews)
"Always clean staff friendly professional used to pretty much live here years ago always worked with me treated me right.Highly recommend šŸ‘Œ šŸ‘"
United States
Stephen
The price is ā‚¹7,991
ā‚¹9,110 total
includes taxes & fees
27 Jul - 28 Jul
Village Inn Annapolis MD
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
A boat docked at a pier during twilight with a city skyline in the background.
Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Good Continental bā€™fast. Clean, spacious room, great bathroom amenities and great shower."
Bridget 1-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Annapolis by IHG

More cheap stays in Chester

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is ā‚¹7,813 per night from 27 Jul to 28 Jul
ā‚¹7,813
ā‚¹8,906 total
27 Jul - 28 Jul
includes taxes & fees

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 DoubleTree by Hilton Hotel Annapolis and Crowne Plaza Annapolis by IHG. 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?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. St Michaels Inn and Country Inn & Suites by Radisson, Annapolis, MD 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 9 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 Northern Chesapeake Bay, Matapeake State Park and Chesapeake Bay Environmental Center. You'll also find Sandy Point Beach and Queenstown Harbor Golf 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 23Ā°C, while the coldest months are January and February, with an average of 4Ā°C. Average annual precipitation for Chester is 1414 mm.

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