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Find Hotel Wedding Venues in Chestertown, MD

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Check availability on Chestertown Hotel Wedding Venues

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Chestertown wedding hotels

Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (149 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
Exterior detail

Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (557 reviews)
"A beautiful and romantic Victorian B&B with friendly staff and delicious breakfast. We absolutely loved our stay and would go back again if we were ever in the area."
United States
Shannon
The price is AED 531
AED 594 total
includes taxes & fees
1 Jul - 2 Jul
Vandiver Inn
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,877 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is AED 331
AED 503 total
includes taxes & fees
5 Jul - 6 Jul
Historic Inns of Annapolis
Interior

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
1 Jul - 2 Jul
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Marina

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, (206 reviews)
"Place worked great for our overnight stay"
United States
Adrienne K.
The price is AED 246
AED 870 total
includes taxes & fees
5 Jul - 6 Jul
Cozy Fells Point Gem / In The Heart of Fells Point
Outdoor pool

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 775
AED 1,005 total
includes taxes & fees
5 Jul - 6 Jul
Secluded Tiny Pool House -Private Pool -Self Check in
Front of property - evening/night

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, (467 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
30 Jun - 1 Jul
The Inn at Chesapeake Bay Beach Club
Exterior

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (38 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is AED 684
AED 780 total
includes taxes & fees
1 Jul - 2 Jul
134 Prince - Luxury Boutique Hotel
Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (939 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 840
AED 957 total
includes taxes & fees
6 Jul - 7 Jul
Annapolis Waterfront Hotel, Autograph Collection
Exterior

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, (822 reviews)
"Location was great"
United States
Wayne
The price is AED 625
AED 826 total
includes taxes & fees
1 Jul - 2 Jul
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.
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Top Chestertown Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"I loved the building. It’s in a lovely spot a block from the bay so shops and restaurants are right out the front door. The building I stayed in was terrific. The only bummer, was my room was quite small, so I would advise not staying in room 1408. It was the smallest room I’ve ever stayed in. I arrived late at night as was too tired to call for my car and go back to the office to change rooms. That said it was quiet so I slept well."
Sioux 1-night trip
Posted 5 hours ago
Historic Inns of Annapolis

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