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Our top choices for Caroline County hotels
1. Best Western Denton Inn
Best Western Denton InnDenton
8.6 out of 10, Excellent, (627 reviews)
"Great place for a quick weekend getaway"
Courtney
The price is S$168
includes taxes & fees
8 Sept - 9 Sept
2. Riverfront Denton Estate on 7 Acres w/ Heated Pool
Riverfront Denton Estate on 7 Acres w/ Heated PoolDenton
3. St Michaels Inn
St Michaels InnSt. Michaels
8.0 out of 10, Very good, (1,000 reviews)
"We decided to stay overnight last minute, this property was clean, and the bed was comfortable."
Jennifer
The price is S$123
includes taxes & fees
9 Sept - 10 Sept
4. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice 1 night stay"
roney
The price is S$238
includes taxes & fees
7 Sept - 8 Sept
5. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (825 reviews)
"Beautiful location on a marina, very friendly and helpful staff, well-stocked breakfast, and great views made this a wonderful stay for our family."
Karen
The price is S$236
includes taxes & fees
8 Sept - 9 Sept
6. Sandaway Suites & Beach
Sandaway Suites & BeachOxford
9.6 out of 10, Exceptional, (204 reviews)
"Nice and relaxing place in a quaint town Amber was very welcoming and friendly!"
Sandra
The price is S$337
includes taxes & fees
3 Sept - 4 Sept
7. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,000 reviews)
"My third stay. Hotel is clean, staff are friendly and helpful and the location is great."
Emily
The price is S$179
includes taxes & fees
7 Sept - 8 Sept
8. Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
9.6 out of 10, Exceptional, (399 reviews)
"Amazing experience highly recommend"
Andrew
The price is S$845
includes taxes & fees
7 Sept - 8 Sept
9. The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (913 reviews)
"The Tidewater Inn was the best"
Diana
The price is S$241
includes taxes & fees
9 Sept - 10 Sept
10. The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (510 reviews)
"Stayed before and will stay again. Love it because of location, staff and food."
Paula
The price is S$367
includes taxes & fees
22 Sept - 23 Sept
11. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,002 reviews)
"Everything was great"
Eliezer
The price is S$164
includes taxes & fees
8 Sept - 9 Sept
12. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
9.2 out of 10, Wonderful, (1,004 reviews)
"Was very comfortable room very clean with easy parking and a fabulous hot breakfast!"
Margaret
The price is S$181
includes taxes & fees
27 Sept - 28 Sept
13. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (959 reviews)
"Clean room and easy parking"
Faezeh
The price is S$141
includes taxes & fees
28 Sept - 29 Sept
14. Quality Inn
Quality InnEaston
7.6 out of 10, Good, (930 reviews)
"We did an overnight trip to St. Michael’s and stayed this Quality Inn. Staff was very nice and helpful. The hotel was in great condition. The rooms were modern and recently updated according to a staff member. Would definitely recommend and will be staying there again on my travels to Maryland."
Erik
15. The Oaks Waterfront
The Oaks WaterfrontEaston
10.0 out of 10, Exceptional, (44 reviews)
"Staff, breakfast, and room were all superb!"
Jeffrey
The price is S$615
includes taxes & fees
8 Sept - 9 Sept
16. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
9.6 out of 10, Exceptional, (386 reviews)
"Clean, friendly and easily accessible from rt 50."
Stephanie
The price is S$189
includes taxes & fees
13 Sept - 14 Sept
17. George Brooks House B&B
George Brooks House B&BSt. Michaels
8.8 out of 10, Excellent, (78 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
Erin
The price is S$296
includes taxes & fees
3 Sept - 4 Sept
18. Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
9.0 out of 10, Wonderful, (626 reviews)
"I was impressed by your person at the check in She was very helpful I will always stay at your place when I'm in town Alicia Merritt"
Alicia
The price is S$222
includes taxes & fees
8 Sept - 9 Sept
19. Hampton Inn Easton
Hampton Inn EastonEaston
9.0 out of 10, Wonderful, (587 reviews)
"Staff were very helpful and breakfast was most appreciated! Nice and quiet too!"
Rachel
The price is S$205
includes taxes & fees
6 Sept - 7 Sept
20. Parsonage Inn
Parsonage InnDowntown St. Michaels
9.2 out of 10, Wonderful, (138 reviews)
"Nice place"
Paul
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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Top Caroline County Hotel Reviews
Bally's Dover Casino Resort
10/10 Excellent
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- Arnold Holidays
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- Visit Eastern Shore
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- Ferry Park
- Visit Hurlock
- Kunta Kinte–Alex Haley Memorial
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- Maryland Holidays
- Visit Maryland
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- Rod n Reel Charter Fishing
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- Visit Woolford
