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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, (601 reviews)
"Everyone was very nice. I have no complaints at all."
Dorothy
The price is €107
includes taxes & fees
21 Jun - 22 Jun
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, (13 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, (9 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, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
Glenn S.
The price is €536
includes taxes & fees
22 Jun - 23 Jun
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.
Come stay at Lyford Landing Farm.Relax while being embraced by farm fields.
Come stay at Lyford Landing Farm.Relax while being embraced by farm fields.Denton
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.
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, (63 reviews)
"Such a lovely place! We recently had our small family wedding there and it was perfect. We’ve been coming every year for four years. Wonderful hosts!"
Theresa Lee-Whiting L.
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
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, (1,001 reviews)
"Great location, modern rooms compared to area offerings."
Shruti
The price is €94
includes taxes & fees
14 Jul - 15 Jul
The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (463 reviews)
"Wonderful stay!"
Rachel
The price is €236
includes taxes & fees
6 Jul - 7 Jul
Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
9.6 out of 10, Exceptional, (390 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
Michel
The price is €615
includes taxes & fees
9 Jul - 10 Jul
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Very big room. Comfortable."
Sue
The price is €140
includes taxes & fees
7 Jul - 8 Jul
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (769 reviews)
"Great Stay!!"
Richard
The price is €171
includes taxes & fees
30 Jun - 1 Jul
Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,000 reviews)
"Good hotel for the price"
Brenda
The price is €105
includes taxes & fees
12 Jul - 13 Jul
Sandaway Suites & Beach
Sandaway Suites & BeachOxford
9.4 out of 10, Exceptional, (171 reviews)
"It was a beautiful stay!"
Eliza
The price is €165
includes taxes & fees
15 Jul - 16 Jul
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)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
Michele
The price is €128
includes taxes & fees
6 Jul - 7 Jul
The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (889 reviews)
"Loved everything about this beautiful hotel."
Diane
The price is €170
includes taxes & fees
29 Jun - 30 Jun
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
8/10 Good
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