Find Hotel Wedding Venues in Chestertown, MD

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Our top choices for Chestertown wedding hotels

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is AED 658
AED 856 total
includes taxes & fees
11 May - 12 May
Kent Island Resort

Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (543 reviews)
"Breakfast menu was very good, staff friendly and helpful. "
United States
JoEllen
The price is AED 559
AED 626 total
includes taxes & fees
5 May - 6 May
Vandiver Inn

Secluded Tiny Pool House -Private Pool -Self Check in

Secluded Tiny Pool House -Private Pool -Self Check in
Glen Burnie
8.6 out of 10, Excellent, (11 reviews)
"Jordan was a great host and communicated in a timely and professional manner. Outdoor space and pool were lovely for the hot sunny weekend. "
United States
Ellie F.
The price is AED 511
AED 666 total
includes taxes & fees
7 May - 8 May
Secluded Tiny Pool House -Private Pool -Self Check in

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (34 reviews)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
The price is AED 783
AED 893 total
includes taxes & fees
5 May - 6 May
134 Prince - Luxury Boutique Hotel

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, (27 reviews)
"Clean, loved the sunroom!"
United States
Jamie C.
The price is AED 1,102
AED 1,428 total
includes taxes & fees
5 May - 6 May
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,845 reviews)
"Historic charm, lovely location, friendly, helpful staff."
United States
Anne
The price is AED 452
AED 641 total
includes taxes & fees
31 May - 1 Jun
Historic Inns of Annapolis

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, (453 reviews)
"Beautiful Boutique Hotel on the eastern shore right over the Bay bridge great restaurant Little market that’s amazing nice spa and very pretty and accommodating hotel would highly recommend it! "
United States
Kimberly
The price is AED 792
AED 973 total
includes taxes & fees
10 May - 11 May
The Inn at Chesapeake Bay Beach Club

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (924 reviews)
"Clean room. View was great! Staff was nice."
United States
Marie
The price is AED 871
AED 993 total
includes taxes & fees
31 May - 1 Jun
Annapolis Waterfront Hotel, Autograph Collection

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Historic District
9.2 out of 10, Wonderful, (22 reviews)
"The owners were very good with pre and post-check in communications, and were on site to meet us and show us the property. It was an excellent stay with an excellent location. Kitchen was well stocked and lots of room for everyone."
United States
Ward U.
The price is AED 3,306
AED 5,548 total
includes taxes & fees
11 May - 12 May
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

The Inn at Henderson's Wharf, an Ascend Collection Hotel

The Inn at Henderson's Wharf, an Ascend Collection Hotel
3.0 star property
Fells Point
9.2 out of 10, Wonderful, (799 reviews)
"The continental breakfast was well stocked, clean and fresh. They had the "make your own waffle" option and that is always a plus in my book. "
United States
Lawrence
The price is AED 559
AED 749 total
includes taxes & fees
10 May - 11 May
The Inn at Henderson's Wharf, an Ascend Collection Hotel
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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