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  • How many guests can the Chesapeake Inn accommodate?

    The Chesapeake Inn offers accommodations for 15-250 guests depending on the room location and time of year of your event.

  • How many different dining areas are there at the Chesapeake Inn? Are they private?

    The restaurant contains over 12 different dining areas both private and semi private depending on the nature of your special occasion. 

  • Does the Deck offer something casual for a birthday party?

    The Deck is the perfect spot for someone looking to have a casual but fun birthday party. We have packages available and we can also customize any package to your needs. The best thing to do is contact one of our banquet members to coordinate a menu and time to discuss your needs. 

  • We are celebrating a bachelor or bachelorette party...what do you recommend?

    We love hosting these type of small gatherings. Our Cabanas & Firepit are great for this type of event. We also offer bottle service for groups looking for that type of menu option. 

  • Can you customize any package?

    Any package can be customized to your budget and needs. If you have guests with special dietary restrictions, we can also prepare specialized meals for them as well. 

  • Can we get the upstairs banquet packages on the Deck for a party?

    Yes you can. This can be done when coordinating a function with one of our team members. 

  • Do people have xmas or holiday parties on the Deck in the winter?

    Yes they do. In the off season we install a heated tent that remains up until the summer months. Having a holiday party on the Deck is beneficial for guests looking for entertainment as the Deck has live bands every Friday and Saturday night year round. The Deck can also be rented during an off night to be private for your special event November through March. Most events held on the Deck are considered semi private with the different areas we have to offer. 

  • Is there a private room rental charge?

    There is no private room rental charge. However, food and beverage minimums will apply.

  • Are there any hotels or bed and breakfasts near you?

    The Chesapeake Inn is within short walking distance from all bed and breakfasts in South Chesapeake City including the Shipwatch Inn. Click here for a list of all the lodging in Chesapeake City.

  • Do you handle flowers and entertainment?

    We work with many great vendors and would be happy to coordinate these details. Click here to see our list of preferred vendors. 

  • What Audio/Visual capabilities do you have?

    We have a complete selection of audio visual aids and equipment is available for an additional fee. Advance notice is necessary.

  • How much notice do you need about the number of guests at my event?

    A guaranteed number of guests is requested 7 business days prior to your event.

  • Do I need to give a deposit for parties?

    A credit card number or deposit is necessary to secure your reservation. The minimum amount for which you will be charged is determined by your guaranteed number.

  • What is the dress code for the Chesapeake Inn?


    • All hats worn forward.
    • No brimless headgear (bandanas, skullcaps, etc).
    • No athletic jerseys (except football events).
    • No long T-shirts hanging below pant pockets.
    • No extra-long shorts below the bottom of the calf.
    • No excessively long collared/button-up shirts
    • No offensive, vulgar and/or inappropriate clothing.
    • No excessively ripped or torn clothing.
    • No white sleeveless undershirts.
    • No thong bathing suits.
    • No motorcycle colors
    • Pants & shorts must be worn around the waist
    • Shirt and shoes must be worn.
    • No sleeveless shirts on men.
    • No plain white t-shirts (must have pocket or logo).
    • No sunglasses after dark.


    • Upper casual attire 
    • A suit or jacket is not required 
    • Shorts or slacks are acceptable for men 
    • Shirt and shoes at all times 
    • No tank tops allowed for men 
    • No bathing suits allowed 
  • Are discounts available?

    Discounts are available depending on the time of year and group or organization.  

  • Can I bring my own cake to an event?

    Yes you can but there is a cake cutting fee of $1 per guest or maximum of $25.

  • You have answered most of my questions but I have a few more special requests?

    Please do not hesitate to contact us at 410.885.2040 or email us at banquets@chesapeakeinn.com to schedule a tour of our facilities. 

  • Is the Ballroom connected to the Live Music / Casual Atmosphere on the Deck?

    No the Ballroom is a separate facility all together. Many guests do venture down to the Deck area after weddings and other events to cap off their evening. 

  • Do you offer High School Reunion options?

    Yes we do. We have many different options for drinks and food depending on your party size. 

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