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Chestertown
Check prices for these dates
Our top choices for Kent County hotels
1. The Lodge at Great Oak Landing
The Lodge at Great Oak LandingChestertown
8.0 out of 10, Very good, (129 reviews)
"Great place! Clean, comfortable and in a beautiful area. I won’t stay anywhere else when I’m in that area."
William
The price is AED 397
AED 454 total
includes taxes & fees
12 Nov - 13 Nov
2. Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
John
The price is AED 355
AED 394 total
includes taxes & fees
6 Dec - 7 Dec
3. Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites ChestertownChestertown
7.2 out of 10, Good, (513 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed.
The room needs up dating since damage area on ceiling and corner location rug worn spot.
I felt safe as a solo, could check in late and close to historic Chestertown.
I would come again."
Regina
The price is AED 264
AED 294 total
includes taxes & fees
17 Nov - 18 Nov
4. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us.
The breakfast was also absolutely delicious. Definitely would recommend this I"
Christine
The price is AED 515
AED 571 total
includes taxes & fees
16 Nov - 17 Nov
5. Driftwood Inn
Driftwood InnChestertown
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
Kathy
The price is AED 233
AED 259 total
includes taxes & fees
11 Nov - 12 Nov
6. Inn at Haven Harbour
Inn at Haven HarbourRock Hall
7.8 out of 10, Good, (6 reviews)
"Friendly staff at check in. This lady was helpful thru entire stay. Her name is Sharon.
The Harbor had a Luau on Saturday which we attended since our son is a slip holder. Great weekend. "
Gloria
7. Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
9.6 out of 10, Exceptional, (20 reviews)
"We enjoyed our stay and would go back again."
Linda
8. Guest Suite for up to 2 in a Victorian on the Chester River
Guest Suite for up to 2 in a Victorian on the Chester RiverMillington
9.8 out of 10, Exceptional, (32 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
Quinton
The price is AED 250
AED 428 total
includes taxes & fees
11 Nov - 12 Nov
9. BAYSIDE BUNGALOW
BAYSIDE BUNGALOWRock Hall
10.0 out of 10, Exceptional, (67 reviews)
"Perfect little place for our weekend stay!"
Diane V.
The price is AED 735
AED 1,105 total
includes taxes & fees
11 Nov - 12 Nov
10. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!Rock Hall
10.0 out of 10, Exceptional, (34 reviews)
"Great property! Great accommodations! Wonderful host"
lisa p.
The price is AED 467
AED 1,041 total
includes taxes & fees
12 Nov - 13 Nov
11. Life is better at the RIVER!--Cozy waterfront cottage
Life is better at the RIVER!--Cozy waterfront cottageGalena
10.0 out of 10, Exceptional, (123 reviews)
"Absolutely perfect place to retreat. The house are genuinely loving, and it shows in every detail about the cottage."
Katie S.
12. First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic ChestertownChestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
John R.
The price is AED 364
AED 552 total
includes taxes & fees
16 Nov - 17 Nov
13. Serene Waterfront Cottage with dock and gorgeous views.
Serene Waterfront Cottage with dock and gorgeous views.Rock Hall
9.6 out of 10, Exceptional, (43 reviews)
"This was a very serene and relaxing property to stay at. Loved that our dog was welcome here. Tons of things to do close by and great places to eat…our favorite was The Little Lemon Leaf Diner. The National Wildlife Refuge was also awesome to visit and kayak, we brought our own. Lots of kayaking opportunities right off the property as well. Rock Hall is a quaint little town and people are very friendly."
Amy F.
14. Waterfront! Private Dock, Boat Tie-Up & Near Town
Waterfront! Private Dock, Boat Tie-Up & Near TownRock Hall
9.6 out of 10, Exceptional, (9 reviews)
"A beautiful spot."
Laura S.
15. Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!Rock Hall
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful, quiet, very charming. Was the perfect little get away we were looking for "
Stephen G.
16. Grays Inn Creek Waterfront Pvt Dock Kayaks & View
Grays Inn Creek Waterfront Pvt Dock Kayaks & ViewRock Hall
10.0 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. There was plenty of room for our large group to eat and play."
Eileen P.
17. Newly restored apartment in the heart of Chestertown
Newly restored apartment in the heart of ChestertownChestertown
10.0 out of 10, Exceptional, (35 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
Susan A.
The price is AED 826
AED 1,235 total
includes taxes & fees
11 Nov - 12 Nov
18. Stay in the landmark Lighthouse!
Stay in the landmark Lighthouse!Rock Hall
9.8 out of 10, Exceptional, (120 reviews)
"The location was close to town. Enjoyed the lay back vibe of midweek stay."
Barb N.
19. Cozy Family Friendly 1 story 3-bedroom house in charming Betterton
Cozy Family Friendly 1 story 3-bedroom house in charming BettertonBetterton
The price is AED 655
AED 1,278 total
includes taxes & fees
30 Nov - 1 Dec
20. Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront DiningRock Hall
10.0 out of 10, Exceptional, (58 reviews)
"Great location right on the triathlon route. Super charming town that was fun to bike with kids. Hosts left a great PDF with lots of suggestions for fun activities,"
Chantal C.
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.
Hotels recommended for families in Kent County
8.6 out of 10, Excellent, (1,000)
The price is AED 355
AED 394 total
includes taxes & fees
6 Dec - 7 Dec
Top Kent County Hotel Reviews
Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
10/10 Excellent
Quaint property - very laid-back. Exactly what we were looking for.
George
