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Independent Chestertown hotels

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Top Chestertown Independent Hotels

Terrace/patio
Vandiver Inn
3.5 star property
9.4 out of 10, Exceptional, (420)
"It is a lovely Inn. Alot of vintage characteristic and it has all the amenities. Great breakfst and very pleasant and helpful staff. "
The price is HK$1,322
HK$1,481 total
includes taxes & fees
13 May - 14 May
Vandiver Inn
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (340)
"Everyone was so friendly including the manager. We had a great experience and I cant wait to go back soon. "
The price is HK$1,870
HK$2,274 total
includes taxes & fees
6 May - 7 May
The Inn at Chesapeake Bay Beach Club
Lobby
Driftwood Inn
2.0 star property
5.0 out of 10, (159)
"It was clean and everything worked--more than I could say for many other more expensive rooms I've stayed in. The shower was exceptionally good. Watch out for the hot water: very hot! The TV had Netflix, Hulu, Roku, & Vudu. And they worked. On the downside, the furnishings and carpet were worn, but not terrible. "
The price is HK$497
HK$551 total
includes taxes & fees
7 May - 8 May
Driftwood Inn
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Aerial view
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (67)
"Quiet and beautiful. The staff was very professional and friendly. I felt like I was home. Looking forward to my next visit!!!"
The price is HK$2,553
HK$3,171 total
includes taxes & fees
5 May - 6 May
Kent Island Resort
Fridge, microwave, oven, stovetop
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (2)
"My rugby team traveled down for a competition. Erin met us there walked us around the property and gave us great recommendations for food in the area. She was an amazing manager, always answering questions and getting us anything we needed. The property was beautiful and fit our entire team comfortably. The large slace and outdoor activity allowed for a lot of team building and we had a blast llaying pickle ball and basketball with each other. We wish we coukd have spent more time there."
The price is HK$4,686
HK$10,933 total
includes taxes & fees
6 May - 7 May
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Lobby sitting area
Hilltop Motel
2.0 star property
4.6 out of 10, (708)
"Rooms were really clean."
The price is HK$466
HK$522 total
includes taxes & fees
7 May - 8 May
Hilltop Motel
Interior
Caribbean Oasis with Pool Home - 25 mins to USNA!
10.0 out of 10, Exceptional, (1)
"The house was exactly as promised! We were very happy with the accommodations!"
The price is HK$1,479
HK$4,478 total
includes taxes & fees
6 May - 7 May
Caribbean Oasis with Pool Home - 25 mins to USNA!
Premium bedding, down duvets, individually furnished, desk
Relax Inn Smyrna
2.0 star property
8.0 out of 10, Very good, (30)
"Staff was very friendly and kind. The room was clean and smelled great. Not far from Dover. Everything was walkable which was awesome. Me and my family would come again."
The price is HK$658
HK$731 total
includes taxes & fees
5 May - 6 May
Relax Inn Smyrna
Private beach, sun-loungers
The Lodge at Great Oak Landing
3.0 star property
7.6 out of 10, Good, (4)
"The place is beautiful. The rooms are little small and could use updating. When I turned the air on the windows rattled so loud. I had to keep it on low to avoid the noise. No microwave in the room and be prepared for the slamming door at 6am. Other than those things we really enjoyed our time. "
The price is HK$1,035
HK$1,178 total
includes taxes & fees
6 May - 7 May
The Lodge at Great Oak Landing
Front of property
134 Prince - Luxury Boutique Hotel
2.5 star property
9.6 out of 10, Exceptional, (16)
"Everything about this hotel is perfect!"
The price is HK$4,684
HK$5,340 total
includes taxes & fees
5 May - 6 May
134 Prince - Luxury Boutique Hotel
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