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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, (614 reviews)
"Not super modern but very clean and nice. We would absolutely stay here again"
Jessie
The price is S$197
includes taxes & fees
3 Aug - 4 Aug
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
8.2 out of 10, Very good, (1,007 reviews)
"Great for the price"
Ben
The price is S$127
includes taxes & fees
30 Jul - 31 Jul
4. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,001 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."
Tammy
The price is S$211
includes taxes & fees
11 Aug - 12 Aug
5. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (789 reviews)
"Good place"
Uri
The price is S$242
includes taxes & fees
30 Jul - 31 Jul
6. The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (480 reviews)
"Excellent accommodations and perfect location. Will definitely be back."
Tim
The price is S$372
includes taxes & fees
11 Aug - 12 Aug
7. Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
9.6 out of 10, Exceptional, (391 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
Michel
The price is S$812
includes taxes & fees
2 Aug - 3 Aug
8. Sandaway Suites & Beach
Sandaway Suites & BeachOxford
9.4 out of 10, Exceptional, (182 reviews)
"It was a beautiful stay!"
Eliza
The price is S$306
includes taxes & fees
3 Aug - 4 Aug
9. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,007 reviews)
"Good hotel for the price"
Brenda
The price is S$166
includes taxes & fees
26 Jul - 27 Jul
10. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,005 reviews)
"I have stayed several times over the last few years and the place continues to be very good."
Thomas R.
The price is S$154
includes taxes & fees
10 Aug - 11 Aug
11. The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (901 reviews)
"Absolutely wonderful staff. Great location."
harry
The price is S$229
includes taxes & fees
26 Jul - 27 Jul
12. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
9.2 out of 10, Wonderful, (1,000 reviews)
"Very clean and the breakfast was delicious!"
Ruth
The price is S$198
includes taxes & fees
19 Jul - 20 Jul
13. Quality Inn
Quality InnEaston
7.6 out of 10, Good, (900 reviews)
"A good value."
Alexander
The price is S$144
includes taxes & fees
10 Aug - 11 Aug
14. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (940 reviews)
"Room was clean and staff took very good care of us"
Carol
The price is S$143
includes taxes & fees
17 Aug - 18 Aug
15. The Oaks Waterfront
The Oaks WaterfrontEaston
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
Jeffrey
The price is S$625
includes taxes & fees
19 Jul - 20 Jul
16. Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
9.0 out of 10, Wonderful, (619 reviews)
"A clean hotel and a great breakfast."
Maura
The price is S$212
includes taxes & fees
26 Jul - 27 Jul
17. Parsonage Inn
Parsonage InnDowntown St. Michaels
9.2 out of 10, Wonderful, (137 reviews)
"Nice place"
Paul
18. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
9.6 out of 10, Exceptional, (380 reviews)
"Just went in to get some sleep. Staff booked me far from noisy areas. I was able to sleep peacefully all night"
Kerri
The price is S$180
includes taxes & fees
26 Jul - 27 Jul
19. Hampton Inn Easton
Hampton Inn EastonEaston
9.0 out of 10, Wonderful, (577 reviews)
"I have enjoyed Hampton Inns for years and this was no exception. The room and service were exceptional."
Matthew
The price is S$208
includes taxes & fees
23 Jul - 24 Jul
20. George Brooks House B&B
George Brooks House B&BSt. Michaels
8.8 out of 10, Excellent, (76 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$301
includes taxes & fees
20 Jul - 21 Jul
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
St Michaels Inn
8/10 Good
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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
- Long Wharf Park
- Maryland Holidays
- Visit Maryland
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- Poplar Hill Mansion
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- Rod n Reel Charter Fishing
- Spocott Windmill
- St. Michaels Holidays
- Visit Woolford
