Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

Find Hotel Wedding Venues in Chestertown, MD

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Check availability on Chestertown Hotel Wedding Venues

Our top choices for Chestertown wedding hotels

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (144 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is AED 545
AED 728 total
includes taxes & fees
5 Jul - 6 Jul
Kent Island Resort

Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (553 reviews)
"The staff was wonderful! the place was nice and clean. everything was in walking distance. highly recommend staying here if visiting."
United States
Danielle
The price is AED 531
AED 594 total
includes taxes & fees
25 Jun - 26 Jun
Vandiver Inn

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,890 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is AED 331
AED 503 total
includes taxes & fees
12 Jul - 13 Jul
Historic Inns of Annapolis

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (37 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is AED 1,074
AED 1,225 total
includes taxes & fees
23 Jun - 24 Jun
134 Prince - Luxury Boutique Hotel

Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (205 reviews)
"Place worked great for our overnight stay"
United States
Adrienne K.
The price is AED 202
AED 806 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Fells Point Gem / In The Heart of Fells Point

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (459 reviews)
"Wonderful stay! Everything was amazing..,the staff, rooms, Knoxie’s Table, the spa! Couldn’t have asked for a better stay. I’ll definitely return."
United States
Damika
The price is AED 829
AED 1,013 total
includes taxes & fees
22 Jun - 23 Jun
The Inn at Chesapeake Bay Beach Club

Secluded Tiny Pool House -Private Pool -Self Check in

Secluded Tiny Pool House -Private Pool -Self Check in
Glen Burnie
8.4 out of 10, Very Good, (12 reviews)
"Nice stay at the cozy guest house. Easy access to all that Baltimore has to offer. Host was good and easy to communicate."
United States
Stephen R A.
The price is AED 753
AED 976 total
includes taxes & fees
29 Jun - 30 Jun
Secluded Tiny Pool House -Private Pool -Self Check in

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Glen Burnie
10.0 out of 10, Exceptional, (29 reviews)
"It’s an absolute beautiful house and I would definitely recommend. Very clean, spacious and it felt like home."
United States
Shanice
The price is AED 1,102
AED 1,419 total
includes taxes & fees
28 Jun - 29 Jun
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (937 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"
United States
Salvatore
The price is AED 902
AED 1,029 total
includes taxes & fees
1 Jul - 2 Jul
Annapolis Waterfront Hotel, Autograph Collection

Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row
3.0 star property
Locust Point
9.0 out of 10, Wonderful, (779 reviews)
"This was a great, relaxing stay "
United States
Shelly Delores
The price is AED 426
AED 501 total
includes taxes & fees
21 Jun - 22 Jun
Courtyard by Marriott Baltimore Downtown/McHenry Row
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 Chestertown Hotel Reviews

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