Find the best Caroline County Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Caroline County hotels
1. 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 £94
includes taxes & fees
30 Jun - 1 Jul
2. 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.
The price is £320
includes taxes & fees
28 Jun - 29 Jun
3. 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.
4. 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 £470
includes taxes & fees
1 Jul - 2 Jul
5. 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.
6. 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.
7. 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.
8. Riverfront Denton Estate on 7 Acres w/ Heated Pool
Riverfront Denton Estate on 7 Acres w/ Heated PoolDenton
9. 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)
"Wonderful setting, cabin feel with modern amenities. Really enjoyed the quiet, the pool, hot tub, and trails. "
Patrick M.
10. Serene 4-bedroom house with AC in charming Ridgely
Serene 4-bedroom house with AC in charming RidgelyRidgely
The price is £206
includes taxes & fees
28 Jun - 29 Jun
11. 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.
12. St Michaels Inn
St Michaels InnSt. Michaels
8.2 out of 10, Very good, (1,002 reviews)
"Great location, modern rooms compared to area offerings."
Shruti
The price is £76
includes taxes & fees
8 Jul - 9 Jul
13. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,002 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
The price is £130
includes taxes & fees
5 Jul - 6 Jul
14. The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (466 reviews)
"Wonderful stay!"
Rachel
The price is £224
includes taxes & fees
28 Jul - 29 Jul
15. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (777 reviews)
"Great Stay!!"
Richard
The price is £150
includes taxes & fees
29 Jun - 30 Jun
16. 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 £540
includes taxes & fees
26 Jul - 27 Jul
17. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,002 reviews)
"Good hotel for the price"
Brenda
The price is £105
includes taxes & fees
6 Jul - 7 Jul
18. Sandaway Suites & Beach
Sandaway Suites & BeachOxford
9.4 out of 10, Exceptional, (173 reviews)
"It was a beautiful stay!"
Eliza
The price is £145
includes taxes & fees
6 Jul - 7 Jul
19. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,002 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
Michele
The price is £117
includes taxes & fees
27 Jul - 28 Jul
20. The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (893 reviews)
"Loved everything about this beautiful hotel."
Diane
The price is £137
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Caroline County Hotel Reviews
Quality Inn & Suites Harrington - Milford
10/10 Excellent
Explore a world of travel with Expedia
Top cities in Caroline County
Explore more hotels
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Inner Harbor
- Oriole Park at Camden Yards hotels
- Hotels in Dupont Circle
- Hunt Valley Accommodation
- Hotels in Northwest
- Downtown Washington D.C. Hotels with Parking
- Hotels in Foggy Bottom
- Hotels in Downtown Washington D.C.
- Downtown Washington D.C. Cheap Hotels
- Hotels in Georgetown
- North Bethesda Accommodation
- Hotels in Capitol Hill
Activities
