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Recommended hotels in Chester

1. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"Nice location & stay"
United States
Holly
The price is AED 330
AED 366 total
includes taxes & fees
18 Nov - 19 Nov
Best Western Kent Narrows Inn

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (860 reviews)
"Great place to stay"
United States
Michael
The price is AED 493
AED 547 total
includes taxes & fees
15 Nov - 16 Nov
Hyatt Place Kent Narrows & Marina

3. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,000 reviews)
"Everything was fantastic"
United States
Gamil
The price is AED 440
AED 488 total
includes taxes & fees
18 Nov - 19 Nov
Hilton Garden Inn Kent Island Marina

4. 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, (1,001 reviews)
"Staff was very friendly."
United States
Michelle
The price is AED 371
AED 412 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG

5. 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, (514 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is AED 665
AED 832 total
includes taxes & fees
9 Dec - 10 Dec
The Inn at Chesapeake Bay Beach Club

6. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
The price is AED 306
AED 339 total
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Grasonville near Kent Island

7. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,071 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is AED 262
AED 424 total
includes taxes & fees
23 Nov - 24 Nov
Historic Inns of Annapolis

8. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (190 reviews)
"Just a wonderful place, we had an amazing stay!"
United States
Bethany
The price is AED 449
AED 620 total
includes taxes & fees
30 Nov - 1 Dec
Kent Island Resort

9. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (54 reviews)
"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."
United States
Yamilet
The price is AED 331
AED 943 total
includes taxes & fees
12 Nov - 13 Nov
Cass-N-Reel Luxury Houseboat

10. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,010 reviews)
"Great location, friendly staff."
United States
Joel
The price is AED 358
AED 409 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Annapolis Downtown

11. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,002 reviews)
"Convenient to St Michael’s and inexpensive."
United States
John
The price is AED 289
AED 318 total
includes taxes & fees
3 Dec - 4 Dec
St Michaels Inn

12. Cass-Away Luxury Houseboat

Cass-Away Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (113 reviews)
"Wonderful stay. House boat was amazing and hosts helpful and responsive! "
United States
Jamie L.
The price is AED 347
AED 1,071 total
includes taxes & fees
12 Nov - 13 Nov
Cass-Away Luxury Houseboat

13. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.2 out of 10, Wonderful, (1,013 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is AED 479
AED 546 total
includes taxes & fees
29 Nov - 30 Nov
Graduate by Hilton Annapolis

14. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,275 reviews)
"Excellent staff & service!"
United States
Michele
The price is AED 328
AED 374 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Hotel Annapolis

15. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,000 reviews)
"Excellent location, Very nice Hotel"
United States
Loraine
The price is AED 602
AED 687 total
includes taxes & fees
15 Nov - 16 Nov
The Westin Annapolis

16. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (50 reviews)
"Great stay"
United States
Michael V.
The price is AED 353
AED 1,092 total
includes taxes & fees
12 Nov - 13 Nov
Charming Coastal/Country Home w/3 Acres & Sauna!

17. Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (535 reviews)
"very clean room. All the basic items you need from a budget motel. I admit on the outside the motel looks a bit rough, but inside the rooms where it really matters, it was clean, well organized, and comfortable. I would stay here again, if I was looking for a cheap accommodation in the Annapolis area. Despite being right next to a busy state highway, it was very quiet and conveniently located to a couple of local restaurants and a convenience store."
United States
Keith
The price is AED 305
AED 348 total
includes taxes & fees
12 Nov - 13 Nov
Village Inn Annapolis MD

18. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,015 reviews)
"Great location"
United States
Jose
The price is AED 378
AED 431 total
includes taxes & fees
9 Dec - 10 Dec
Crowne Plaza Annapolis by IHG

19. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,000 reviews)
"Great breakfast and hot tub"
United States
Marc
The price is AED 349
AED 398 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Annapolis by IHG

20. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (528 reviews)
"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"
United States
Dena
The price is AED 731
AED 896 total
includes taxes & fees
1 Dec - 2 Dec
The Wildset
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.

Learn more about Chester

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

A coastal town with a marina, a bridge, and a highway.

Top reviews in Chester

Frequently Asked Questions

What are some of the best RV parks around Chester?

Dock, Dine, & Unwind: The Ultimate Waterfront Glamp Spot is a favorite choice for your stay near Chester, featuring onsite parking. If you've fallen in love with the idea of a home on wheels, you might enjoy the barbecue grills available at this campground.

What makes RV parks in Chester unique?

If you're planning a road trip to Chester, booking a spot in an RV park is a great way to get to know the area. Travelers like this area for both its waterfront and its seafood restaurants. After you've settled in at the RV park in Chester, get out into nature and make it a memorable trip.

What's it like staying in an RV park in Chester?

Booking a spot in an RV park is a fun and convenient alternative for your trip to Chester. This type of accommodation offers a roomy space to park your trailer and stay overnight in the great outdoors. Relax with your family and use the extras provided by some RV parks, such as playgrounds, Wi-Fi, and barbecue areas.