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Our top choices for Caroline County hotels
Best Western Denton Inn
Best Western Denton InnDenton
8.6 out of 10, Excellent, (605 reviews)
"Not super modern but very clean and nice. We would absolutely stay here again"
Jessie
The price is CA $164
CA $182 total
includes taxes & fees
Aug 3 - Aug 4
Serene 4-bedroom house with AC in charming Ridgely
Serene 4-bedroom house with AC in charming RidgelyRidgely
Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MDDenton
10.0 out of 10, Exceptional, (15 reviews)
"The house was perfect, welcoming and comfortable, will be coming back again"
Dallas S.
Relaxation Haven on the Shore near Choptank River
Relaxation Haven on the Shore near Choptank RiverGreensboro
9.4 out of 10, Exceptional, (10 reviews)
"We were here for an Iron Man event and had such a beautiful stay. Helen is such a wonderful host and we would absolutely stay here again!"
Amanda F.
Turnbridge Manor
Turnbridge ManorDenton
9.8 out of 10, Exceptional, (14 reviews)
"Really nice place and you can walk to everything.Will stay again!"
Glenn S.
The price is CA $510
CA $876 total
includes taxes & fees
Jul 13 - Jul 14
Stylish Home on the Choptank River (with Tidal Beach)
Stylish Home on the Choptank River (with Tidal Beach)Preston
10.0 out of 10, Exceptional, (50 reviews)
"Perfect location for us as we spent the thanksgiving holiday with our family in the area."
Mark B.
Little Creek Hideaway - Privacy and Perfect Family Getaway.
Little Creek Hideaway - Privacy and Perfect Family Getaway.Preston
9.8 out of 10, Exceptional, (36 reviews)
"Property was in a great location for our needs. Enjoyed breakfast with the birds."
Megan A.
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Amazing River House Waterfront Condo on the Choptank River on 18 Acre FarmGreensboro
9.8 out of 10, Exceptional, (50 reviews)
"Hosts were great. The house and location made for a memorable getaway. Would recommend."
Brice P.
Riverfront Denton Estate on 7 Acres w/ Heated Pool
Riverfront Denton Estate on 7 Acres w/ Heated PoolDenton
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*Greensboro
10.0 out of 10, Exceptional, (64 reviews)
"Wonderful setting, cabin feel with modern amenities. Really enjoyed the quiet, the pool, hot tub, and trails. "
Patrick M.
Riverfront Denton Estate on 7 Acres w/ Heated Pool
Riverfront Denton Estate on 7 Acres w/ Heated PoolDenton
10.0 out of 10, Exceptional, (16 reviews)
"My family enjoyed our stay the amenities were outstanding. The property was gorgeous and we would love to come back next year! "
Dan S.
St Michaels Inn
St Michaels InnSt. Michaels
8.2 out of 10, Very good, (1,002 reviews)
"Great location, modern rooms compared to area offerings."
Shruti
The price is CA $139
CA $153 total
includes taxes & fees
Jul 21 - Jul 22
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,004 reviews)
"Clean rooms, staff was very courteous "
Lori
The price is CA $220
CA $244 total
includes taxes & fees
Jul 26 - Jul 27
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (785 reviews)
"Great Stay!!"
Richard
The price is CA $239
CA $266 total
includes taxes & fees
Aug 3 - Aug 4
The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (470 reviews)
"Wonderful stay!"
Rachel
The price is CA $353
CA $419 total
includes taxes & fees
Jul 28 - Jul 29
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 CA $1,038
CA $1,142 total
includes taxes & fees
Aug 2 - Aug 3
Sandaway Suites & Beach
Sandaway Suites & BeachOxford
9.4 out of 10, Exceptional, (178 reviews)
"It was a beautiful stay!"
Eliza
The price is CA $247
CA $272 total
includes taxes & fees
Jul 28 - Jul 29
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 CA $177
CA $197 total
includes taxes & fees
Jul 22 - Jul 23
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,006 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
Michele
The price is CA $180
CA $200 total
includes taxes & fees
Jul 27 - Jul 28
The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (898 reviews)
"Absolutely wonderful staff. Great location."
harry
The price is CA $223
CA $246 total
includes taxes & fees
Aug 10 - Aug 11
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Top Caroline County Hotel Reviews
Hilton Garden Inn Kent Island Marina
8/10 Good
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