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Top Cities in Caroline County

HotelsHotels

Preston

Preston

Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Caroline County hotels

Outdoor pool
Best Western Denton Inn

Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (580)
"Desk staff was friendly and courteous. Couldn’t stay for breakfast, but smelled great! Room was clean and comfortable."
United States
Andrew
The price is RM442
RM491 total
includes taxes & fees
28 Dec - 29 Dec
Best Western Denton Inn
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (680)
"The staff are the absolute best. Our room was perfect."
United States
Deborah
The price is RM469
RM521 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Kent Narrows & Marina
Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1000)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is RM407
RM448 total
includes taxes & fees
4 Jan - 5 Jan 2026
St Michaels Inn
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1000)
"Clean and friendly staff"
United States
Lisa
The price is RM461
RM512 total
includes taxes & fees
30 Dec - 31 Dec
Hilton Garden Inn Kent Island Marina
Breakfast, lunch, dinner served; sea views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (372)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is RM2,112
RM2,555 total
includes taxes & fees
30 Dec - 31 Dec
Inn at Perry Cabin
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1002)
"Nice place "
United States
Tucker T
The price is RM337
RM375 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Kent Narrows Inn
Terrace/patio
The Tidewater Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (842)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is RM724
RM797 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Tidewater Inn
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

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, (939)
"It was very comfortable and clean"
United States
Maria
The price is RM320
RM355 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
Quality Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (828)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is RM344
RM378 total
includes taxes & fees
2 Jan - 3 Jan 2026
Quality Inn
Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (410)
"Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back. "
United States
Jenn
The price is RM765
RM930 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wildset
In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is RM340
RM378 total
includes taxes & fees
19 Jan - 20 Jan 2026
Quality Inn Grasonville near Kent Island
Lobby
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1000)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is RM481
RM530 total
includes taxes & fees
28 Dec - 29 Dec
Best Western Plus Easton Inn & Suites
Exterior
Hampton Inn Easton

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (553)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is RM489
RM537 total
includes taxes & fees
22 Jan - 23 Jan 2026
Hampton Inn Easton
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is RM619
RM681 total
includes taxes & fees
1 Jan - 2 Jan 2026
George Brooks House B&B
Front of property
The Oaks Waterfront

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is RM1,671
RM1,838 total
includes taxes & fees
28 Dec - 29 Dec
The Oaks Waterfront
Free daily buffet breakfast
Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (593)
"We only stayed one night but it was perfect. The room was very clean, the beds were comfortable, and the staff were very nice. "
United States
Nancy
The price is RM542
RM597 total
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Inn Express Easton by IHG
Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is RM809
RM890 total
includes taxes & fees
1 Jan - 2 Jan 2026
Parsonage Inn
Private beach, sun-loungers, kayaking, fishing
Sandaway Suites & Beach

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (156)
"VERY pleasant stay at Sandaway! "
United States
Gilbert
Sandaway Suites & Beach
View from property
Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
2.5 star property
Easton
9.6 out of 10, Exceptional, (367)
"Great hotel, very clean & quiet. "
United States
Janet
The price is RM651
RM716 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Easton
Porch
Hummingbird Inn

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (86)
"The kindest most sweetest checkin"
United States
Nicole
Hummingbird 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

Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

10/10 Excellent
"The room was neat, clean and well-stocked with the essentials. The front desk staff was friendly and professional. We stay here every year!the location is quiet and convenient. "
Beth 1-night trip
Posted 4 days ago
Microtel Inn & Suites by Wyndham Dover

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