Photo by KM Moore

Search Caroline County Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Caroline County

HotelsHotels

Denton

Denton

Check prices for these dates

Tonight
Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating

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 P6,429
P7,136 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (686)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is P6,826
P7,577 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Kent Narrows & Marina
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, (1001)
"Clean and friendly staff"
United States
Lisa
The price is P7,190
P7,981 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Kent Island 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, (1001)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is P5,917
P6,508 total
includes taxes & fees
Jan 12 - Jan 13, 2026
St Michaels Inn
Breakfast, lunch, dinner served; ocean 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 P36,192
P43,792 total
includes taxes & fees
Jan 2 - Jan 3, 2026
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, (1000)
"Nice place "
United States
Tucker T
The price is P4,403
P4,887 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Best Western Kent Narrows 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, (946)
"It was very comfortable and clean"
United States
Maria
The price is P5,120
P5,683 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
The Tidewater Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (843)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is P10,530
P11,582 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Tidewater 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, (412)
"Everything was lovely. "
United States
Erin
The price is P10,534
P12,882 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Wildset
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 P5,000
P5,500 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quality Inn
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 P4,952
P5,497 total
includes taxes & fees
Jan 1 - Jan 2, 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, (1001)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is P7,000
P7,700 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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, (557)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is P6,863
P7,549 total
includes taxes & fees
Jan 29 - Jan 30, 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 P9,004
P9,904 total
includes taxes & fees
Jan 1 - Jan 2, 2026
George Brooks House B&B
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 P7,944
P8,739 total
includes taxes & fees
Jan 4 - Jan 5, 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 P8,768
P9,645 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Parsonage Inn
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 Oaks Waterfront
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, (368)
"Great hotel, very clean & quiet. "
United States
Janet
The price is P10,534
P11,587 total
includes taxes & fees
Jan 13 - Jan 14, 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caroline County Hotel Reviews

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"The room was very nicely arranged and organized and had a great view. It was very clean. Breakfast buffet was good. Staff very friendly and helpful. Nice common areas to sit and relax with a view as well - Highly recommended"
Mary-Jo 2-night trip
Posted 2 days ago
Hyatt Place Kent Narrows & Marina

Explore a world of travel with Expedia