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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, (614 reviews)
"Not super modern but very clean and nice. We would absolutely stay here again"
Jessie
The price is ￥22,371
￥24,832 total
includes taxes & fees
Aug 3 - Aug 4
2. Charming Family Ridgely Retreat- Huge Yard, Bikes & Peaceful Porches
Charming Family Ridgely Retreat- Huge Yard, Bikes & Peaceful PorchesRidgely
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)
"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. 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 house was perfect, welcoming and comfortable, will be coming back again"
Dallas S.
5. Turnbridge Manor
Turnbridge ManorDenton
9.8 out of 10, Exceptional, (15 reviews)
"Really nice place and you can walk to everything.Will stay again!"
Glenn S.
The price is ￥58,464
￥98,983 total
includes taxes & fees
Jul 27 - Jul 28
6. 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, (51 reviews)
"Perfect location for us as we spent the thanksgiving holiday with our family in the area."
Mark B.
7. Little Creek Hideaway - Privacy and Perfect Family Getaway.
Little Creek Hideaway - Privacy and Perfect Family Getaway.Preston
9.8 out of 10, Exceptional, (37 reviews)
"Property was in a great location for our needs. Enjoyed breakfast with the birds."
Megan A.
8. Marblehead Farm I Swing set, Hot tub * Indoor Pickleball court
Marblehead Farm I Swing set, Hot tub * Indoor Pickleball courtRidgely
9. Riverfront Denton Estate on 7 Acres w/ Heated Pool
Riverfront Denton Estate on 7 Acres w/ Heated PoolDenton
10. 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. "
Patrick M.
11. 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.
12. 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.
13. St Michaels Inn
St Michaels InnSt. Michaels
8.2 out of 10, Very Good, (1,009 reviews)
"Great for the price"
Ben
The price is ￥14,733
￥16,207 total
includes taxes & fees
Aug 16 - Aug 17
14. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"Me and my husband went for a one year anniversary. Staying at the hilton was wonderful relaxing, everyone was so pleasant and helpful.The restaurants nearby were great. I love the view we'll be coming back again."
Tammy
The price is ￥23,837
￥26,459 total
includes taxes & fees
Aug 2 - Aug 3
15. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (789 reviews)
"Great location"
jeanette
The price is ￥27,446
￥30,464 total
includes taxes & fees
Jul 30 - Jul 31
16. Sandaway Suites & Beach
Sandaway Suites & BeachOxford
9.4 out of 10, Exceptional, (183 reviews)
"It was a beautiful stay!"
Eliza
The price is ￥34,938
￥38,431 total
includes taxes & fees
Aug 3 - Aug 4
17. The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (480 reviews)
"Excellent accommodations and perfect location. Will definitely be back."
Tim
The price is ￥38,814
￥46,755 total
includes taxes & fees
Aug 11 - Aug 12
18. Inn at Perry Cabin
Inn at Perry CabinDowntown St. Michaels
9.6 out of 10, Exceptional, (391 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
Michel
The price is ￥92,812
￥102,093 total
includes taxes & fees
Aug 2 - Aug 3
19. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very Good, (1,007 reviews)
"Good hotel for the price"
Brenda
The price is ￥18,619
￥20,668 total
includes taxes & fees
Jul 30 - Jul 31
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, (1,005 reviews)
"I have stayed several times over the last few years and the place continues to be very good."
Thomas R.
The price is ￥17,430
￥19,348 total
includes taxes & fees
Aug 10 - Aug 11
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
St Michaels Inn
10/10 Excellent
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