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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, (603 reviews)
"Everyone was very nice. I have no complaints at all."
Dorothy
$112 nightly
The price is $124
Jul 2 - Jul 3
Total with taxes and fees
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.
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, (14 reviews)
"The house was perfect, welcoming and comfortable, will be coming back again"
Dallas S.
Serene 4-bedroom house with AC in charming Ridgely
Serene 4-bedroom house with AC in charming RidgelyRidgely
Turnbridge Manor
Turnbridge ManorDenton
9.8 out of 10, Exceptional, (13 reviews)
"Really nice place and you can walk to everything.Will stay again!"
Glenn S.
$575 nightly
The price is $610
Jul 6 - Jul 7
Total with taxes and fees
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, (1,000 reviews)
"Great location, modern rooms compared to area offerings."
Shruti
$91 nightly
The price is $100
Jul 19 - Jul 20
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"The hotel was clean and looked nice, the bed was very soft in the middle and uncomfortable and the $14 breakfast was no where near worth it."
Sandy
$155 nightly
The price is $172
Jul 19 - Jul 20
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (778 reviews)
"Great Stay!!"
Richard
$193 nightly
The price is $214
Jul 6 - Jul 7
Total with taxes and fees
The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (467 reviews)
"Wonderful stay!"
Rachel
$269 nightly
The price is $296
Jul 28 - Jul 29
Total with taxes and fees
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
$720 nightly
The price is $792
Jul 12 - Jul 13
Total with taxes and fees
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
$125 nightly
The price is $139
Jul 5 - Jul 6
Total with taxes and fees
Sandaway Suites & Beach
Sandaway Suites & BeachOxford
9.4 out of 10, Exceptional, (173 reviews)
"It was a beautiful stay!"
Eliza
$199 nightly
The price is $219
Jul 6 - Jul 7
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,001 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
Michele
$139 nightly
The price is $154
Jul 13 - Jul 14
Total with taxes and fees
The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (895 reviews)
"Loved everything about this beautiful hotel."
Diane
$167 nightly
The price is $183
Jul 5 - Jul 6
Total with taxes and fees
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
The Wildset
10/10 Excellent
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