An aerial view of a town with a river, buildings, and surrounding greenery.

Search Chalets in Chestertown from CA $97

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Our top choices for Chestertown chalets

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (998 reviews)
"Good hotel"
United States
Michael
The price is CA $137
CA $152 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
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."
United States
Regina
The price is CA $101
CA $112 total
includes taxes & fees
Nov 16 - Nov 17
Red Roof Inn & Suites Chestertown

3. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock 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"
United States
Christine
The price is CA $196
CA $217 total
includes taxes & fees
Nov 16 - Nov 17
Inn at Huntingfield Creek

4. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (127 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is CA $151
CA $173 total
includes taxes & fees
Nov 9 - Nov 10
The Lodge at Great Oak Landing

5. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is CA $89
CA $99 total
includes taxes & fees
Nov 7 - Nov 8
Driftwood Inn

6. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.6 out of 10, Exceptional, (19 reviews)
"We enjoyed our stay and would go back again."
United States
Linda
The price is CA $244
CA $271 total
includes taxes & fees
Nov 8 - Nov 9
Haven Point Inn and Gallery

7. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,002 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is CA $127
CA $141 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Annapolis East-Kent Island by IHG

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (855 reviews)
"Great place to stay"
United States
Michael
The price is CA $187
CA $208 total
includes taxes & fees
Nov 16 - Nov 17
Hyatt Place Kent Narrows & Marina

9. Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,000 reviews)
"Very nice stay and staff"
United States
Deborah
The price is CA $119
CA $133 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn & Suites Edgewood/Aberdeen-South

10. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
3.0 star property
Bel Air
8.8 out of 10, Excellent, (1,005 reviews)
"very clean and staff was very helpful"
United States
Nate
The price is CA $122
CA $137 total
includes taxes & fees
Nov 29 - Nov 30
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

11. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.2 out of 10, Wonderful, (314 reviews)
"The whole experience was great 👍"
United States
Donald
The price is CA $141
CA $158 total
includes taxes & fees
Dec 3 - Dec 4
Hilton Garden Inn Bel Air

12. SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River
2.5 star property
Middle River
9.0 out of 10, Wonderful, (972 reviews)
"The property was in a very nice area. There were a few restaurants near. Very quiet, will definitely stay again."
United States
Rashawna
The price is CA $150
CA $173 total
includes taxes & fees
Dec 3 - Dec 4
SpringHill Suites Baltimore White Marsh/Middle River

13. Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
2.5 star property
Edgewood
9.0 out of 10, Wonderful, (666 reviews)
"Room was clean, check in was smooth"
United States
Irvia
The price is CA $116
CA $130 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

14. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (1,000 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
The price is CA $117
CA $130 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Grasonville near Kent Island

15. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Everything was fantastic"
United States
Gamil
The price is CA $168
CA $186 total
includes taxes & fees
Nov 18 - Nov 19
Hilton Garden Inn Kent Island Marina

16. La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
3.0 star property
Edgewood
8.2 out of 10, Very good, (1,142 reviews)
"Location at Corner , Quite/but room good price & Clean / with near by restaurant /easy parking ."
United States
Dick
The price is CA $98
CA $110 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

17. Holiday Inn Express White Marsh by IHG

Holiday Inn Express White Marsh by IHG
2.5 star property
Nottingham
9.4 out of 10, Exceptional, (1,005 reviews)
"Wonderful stay thanks!"
United States
Wilbur
The price is CA $137
CA $158 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express White Marsh by IHG

18. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (431 reviews)
"Would stay again"
United States
Kenley
The price is CA $136
CA $153 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Baltimore / Aberdeen, MD

19. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"We were in town for a wedding. The hotel was close to the venue which is why we chose it. The staff was very friendly upon check in, the room was very clean, nice bathroom, comfortable bed and the view of the bay from our room was fabulous! The included breakfast was the standard breakfast items but very good!"
United States
Beth
The price is CA $126
CA $139 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Kent Narrows Inn

20. Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 star property
Edgewood
7.4 out of 10, Good, (1,221 reviews)
"Great shopping areas around"
United States
Jose
The price is CA $86
CA $97 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn & Suites Bel Air I-95 Exit 77A
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 Chestertown Hotel Reviews

Find out more about Chestertown

Chestertown Chalets information

Number of reviews
6,537
Accommodation
0 Chalets
Lowest Price
CA $97
Highest Price
CA $271

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