Lodges in Chester

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Recommended hotels in Chester

1. 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, (1,000 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
$91 nightly
The price is $101
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

2. 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, (508 reviews)
"Great property super friendly, helpful staff."
United States
scott
$207 nightly
The price is $230
Dec 2 - Dec 3
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club

3. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Everything was fantastic"
United States
Gamil
$120 nightly
The price is $133
Nov 18 - Nov 19
Total with taxes and fees
Hilton Garden Inn Kent Island Marina

4. 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)
"We were in town for a wedding. The hotel was close to the venue which is why we chose it. The staff was very friendly upon check in, the room was very clean, nice bathroom, comfortable bed and the view of the bay from our room was fabulous! The included breakfast was the standard breakfast items but very good!"
United States
Beth
$90 nightly
The price is $100
Nov 12 - Nov 13
Total with taxes and fees
Best Western Kent Narrows Inn

5. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (855 reviews)
"Great place to stay"
United States
Michael
$158 nightly
The price is $175
Dec 2 - Dec 3
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

6. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (1,000 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
$84 nightly
The price is $93
Nov 29 - Nov 30
Total with taxes and fees
Quality Inn Grasonville near Kent Island

7. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (189 reviews)
"Just a wonderful place, we had an amazing stay!"
United States
Bethany
$155 nightly
The price is $169
Nov 19 - Nov 20
Total with taxes and fees
Kent Island Resort

8. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,057 reviews)
"Great location, excellent stay"
United States
Christiaan
$125 nightly
The price is $143
Nov 15 - Nov 16
Total with taxes and fees
Historic Inns of Annapolis

9. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"Great location, friendly staff."
United States
Joel
$106 nightly
The price is $121
Dec 2 - Dec 3
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown

10. 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
$233 nightly
The price is $258
Nov 12 - Nov 13
Total with taxes and fees
Cass-N-Reel Luxury Houseboat

11. 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, (1,001 reviews)
"Great breakfast and hot tub"
United States
Marc
$88 nightly
The price is $100
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG

12. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,007 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
$130 nightly
The price is $149
Nov 29 - Nov 30
Total with taxes and fees
Graduate by Hilton Annapolis

13. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,000 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
$85 nightly
The price is $94
Dec 1 - Dec 2
Total with taxes and fees
St Michaels Inn

14. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,267 reviews)
"Excellent staff & service!"
United States
Michele
$89 nightly
The price is $102
Nov 10 - Nov 11
Total with taxes and fees
DoubleTree by Hilton Hotel Annapolis

15. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
$156 nightly
The price is $173
Nov 16 - Nov 17
Total with taxes and fees
Inn at Huntingfield Creek

16. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Clean comfy bed"
United States
Dawnmarie
$68 nightly
The price is $77
Nov 23 - Nov 24
Total with taxes and fees
Best Western Annapolis

17. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
$169 nightly
The price is $193
Nov 22 - Nov 23
Total with taxes and fees
The Westin Annapolis

18. 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.
$284 nightly
The price is $306
Nov 9 - Nov 10
Total with taxes and fees
Charming Coastal/Country Home w/3 Acres & Sauna!

19. Queenstown Harbor Golf Resort

Queenstown Harbor Golf Resort
2.5 star property
Queenstown
$323 nightly
The price is $358
Nov 16 - Nov 17
Total with taxes and fees
Queenstown Harbor Golf Resort

20. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,005 reviews)
"Great location"
United States
Jose
$101 nightly
The price is $115
Nov 10 - Nov 11
Total with taxes and fees
Crowne Plaza Annapolis by IHG
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

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