A river with a green embankment and a boat.

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Top Cities in Caroline County

A calm lake surrounded by tall trees and dense reeds.
HotelsHotels

Denton

Denton
A forest with tall trees and a sunset in the background.
HotelsHotels

Ridgely

Ridgely

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Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

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Our top choices for Caroline County hotels

Outdoor pool

Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (603 reviews)
"Everyone was very nice. I have no complaints at all."
United States
Dorothy
$112 nightly
The price is $124
Jul 2 - Jul 3
Total with taxes and fees
Best Western Denton Inn
Fridge, microwave, oven, stovetop

Relaxation Haven on the Shore near Choptank River

Relaxation Haven on the Shore near Choptank River
Greensboro
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!"
United States
Amanda F.
Relaxation Haven on the Shore near Choptank River
Exterior

Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD

Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
Denton
10.0 out of 10, Exceptional, (15 reviews)
"The house was perfect, welcoming and comfortable, will be coming back again"
United States
Dallas S.
Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
Interior

Serene 4-bedroom house with AC in charming Ridgely

Serene 4-bedroom house with AC in charming Ridgely
Ridgely
Serene 4-bedroom house with AC in charming Ridgely
Property grounds

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (13 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
$575 nightly
The price is $610
Jul 6 - Jul 7
Total with taxes and fees
Turnbridge Manor
Smart TV, fireplace, books

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."
United States
Mark B.
Stylish Home on the Choptank River (with Tidal Beach)
TV, fireplace, table tennis

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."
United States
Megan A.
Little Creek Hideaway - Privacy and Perfect Family Getaway.
Outdoor dining

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 Farm
Greensboro
9.8 out of 10, Exceptional, (50 reviews)
"Hosts were great. The house and location made for a memorable getaway. Would recommend."
United States
Brice P.
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
House (5 Bedrooms) | Interior

Riverfront Denton Estate on 7 Acres w/ Heated Pool

Riverfront Denton Estate on 7 Acres w/ Heated Pool
3.0 star property
Denton
Riverfront Denton Estate on 7 Acres w/ Heated Pool
Outdoor pool, a heated pool

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. "
United States
Patrick M.
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Interior

Riverfront Denton Estate on 7 Acres w/ Heated Pool

Riverfront Denton Estate on 7 Acres w/ Heated Pool
Denton
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! "
United States
Dan S.
Riverfront Denton Estate on 7 Acres w/ Heated Pool
Front of property

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
$91 nightly
The price is $100
Jul 19 - Jul 20
Total with taxes and fees
St Michaels Inn
Terrace/patio

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
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."
United States
Sandy
$155 nightly
The price is $172
Jul 19 - Jul 20
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (778 reviews)
"Great Stay!!"
United States
Richard
$195 nightly
The price is $216
Jul 6 - Jul 7
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (467 reviews)
"Wonderful stay!"
United States
Rachel
$269 nightly
The price is $296
Jul 28 - Jul 29
Total with taxes and fees
The Wildset
Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (391 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
$720 nightly
The price is $792
Jul 12 - Jul 13
Total with taxes and fees
Inn at Perry Cabin
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,003 reviews)
"Good hotel for the price"
United States
Brenda
$125 nightly
The price is $139
Jul 5 - Jul 6
Total with taxes and fees
Best Western Kent Narrows Inn
Property grounds

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (174 reviews)
"It was a beautiful stay!"
United States
Eliza
$199 nightly
The price is $219
Jul 6 - Jul 7
Total with taxes and fees
Sandaway Suites & Beach
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,001 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
$139 nightly
The price is $154
Jul 23 - Jul 24
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (895 reviews)
"Loved everything about this beautiful hotel."
United States
Diane
$175 nightly
The price is $193
Jul 12 - Jul 13
Total with taxes and fees
The Tidewater Inn
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

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

8/10 Good
"My stay was very nice. The elevator was rather far from my room, and you had to walk outside (covered) to get there, but everything else was fine."
Nancy 1-night trip
Posted 2 hours ago
Best Western Kent Narrows Inn

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