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Our top choices for Caroline County hotels

1. Best Western Denton Inn
Best Western Denton InnDenton
8.6 out of 10, Excellent, (638 reviews)
The price is £94
includes taxes & fees
24 Nov - 25 Nov

2. Marblehead Farm I Swing set, Hot tub * Indoor Pickleball court
Marblehead Farm I Swing set, Hot tub * Indoor Pickleball courtRidgely
10.0 out of 10, Exceptional, (1 review)

3. Relaxation Haven on the Shore near Choptank River
Relaxation Haven on the Shore near Choptank RiverGreensboro
9.4 out of 10, Exceptional, (10 reviews)

4. 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, (72 reviews)

5. Little Creek Hideaway - Privacy and Perfect Family Getaway.
Little Creek Hideaway - Privacy and Perfect Family Getaway.Preston
9.8 out of 10, Exceptional, (38 reviews)

6. Spacious Ridgely Home- Huge Yard, Bikes & Peaceful Porches near tourist hubs
Spacious Ridgely Home- Huge Yard, Bikes & Peaceful Porches near tourist hubsRidgely
10.0 out of 10, Exceptional, (2 reviews)

7. Turnbridge Manor
Turnbridge ManorDenton
9.8 out of 10, Exceptional, (18 reviews)
The price is £439
includes taxes & fees
19 Nov - 20 Nov

8. On 407 Acres! Rural Gem w/ Game Room in Goldsboro
On 407 Acres! Rural Gem w/ Game Room in GoldsboroGoldsboro

9. Choptank River waterfront 4 bed Farmhouse with camping on Eastern Shore Maryland
Choptank River waterfront 4 bed Farmhouse with camping on Eastern Shore MarylandGreensboro
10.0 out of 10, Exceptional, (1 review)

10. 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, (15 reviews)
The price is £257
includes taxes & fees
1 Dec - 2 Dec

11. On 7 Acres! Riverfront Estate w/ Views in Denton
On 7 Acres! Riverfront Estate w/ Views in DentonDenton

12. Eastern Shore Waterfront Retreat. Easy Access to Easton and St Michaels.
Eastern Shore Waterfront Retreat. Easy Access to Easton and St Michaels.Denton

13. 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, (57 reviews)

14. Incredible Riverside House in a Gated Community on the Choptank River, on an 18-Acre Farm
Incredible Riverside House in a Gated Community on the Choptank River, on an 18-Acre FarmGreensboro
9.8 out of 10, Exceptional, (50 reviews)

15. On 7 Acres! Riverfront Estate w/ Views in Denton
On 7 Acres! Riverfront Estate w/ Views in DentonDenton
10.0 out of 10, Exceptional, (18 reviews)

16. St Michaels Inn
St Michaels InnSt. Michaels
8.0 out of 10, Very good, (1,009 reviews)
The price is £63
includes taxes & fees
1 Dec - 2 Dec

17. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (858 reviews)
The price is £111
includes taxes & fees
15 Nov - 16 Nov

18. Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
The price is £359
includes taxes & fees
9 Dec - 10 Dec

19. The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (938 reviews)
The price is £139
includes taxes & fees
29 Nov - 30 Nov

20. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,003 reviews)
The price is £83
includes taxes & fees
24 Nov - 25 Nov
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.
Top Caroline County Hotel Reviews

St Michaels Inn
10/10 Excellent
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