Whispering Oak Mansion
Delaware's Only Fully Private Estate for Weddings
Holds ceremonies and receptions
About this venue
Karin Jakubowski
OWNER & HOST
Typically responds within 24h
Tucked away in a serene, private setting in Bear, DE, Whispering Oak Mansion is a wedding venue designed for couples who value intimacy, beauty, and ease. This boutique two-acre estate is more than just a venue—it's a place where your entire celebration unfolds effortlessly, allowing you to fully relax and be present for every meaningful moment.
Specializing in micro-weddings and intimate celebrations, Whispering Oak Mansion provides an elevated alternative to traditional venues. Instead of feeling rushed through a single day, you can slow down, savor the experience, and truly connect with your closest family and friends.
Our thoughtfully designed property features nine elegant guest rooms, including a luxurious honeymoon suite with a couple's jacuzzi, creating a seamless overnight experience for you and your guests. Your wedding weekend at our private estate allows you the time to gather, celebrate, and unwind all in one place.
Exchange vows in our charming outdoor ceremony space under the pergola, surrounded by natural beauty, then transition into an intimate indoor reception space for a warm and inviting celebration. From getting ready in our bridal suite to your final send-off, every part of your day flows effortlessly without the need to travel between locations.
To enhance your experience, we also offer spa services, giving you and your guests the opportunity to relax, reset, and fully enjoy the moment—because your wedding should feel as good as it looks.
At Whispering Oak Mansion, we believe your wedding should be personal, peaceful, and unforgettable. Our team is here to guide you every step of the way, helping you design a celebration that reflects your vision and feels uniquely yours.
Whispering Oak Mansion is more than a venue. It's your private wedding retreat—crafted for connection, comfort, and unforgettable memories that last a lifetime.
Meet the team
Karin Jakubowski
Owner & Host
Karin, alongside her husband Peter, has spent almost 10 years turning this historic property into a spectacular private estate and wedding venue. She knows every room, quiet corner of the grounds, and vendor in the area. With her help, couples get to experience the wedding of their dreams at Whispering Oak Mansion.
Reviews
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6/22/26
Wonderful place to stay, quiet, clean, Peter took great care of us. Property is beautiful, house is as well. I highly recommend if your staying in the area.
2/15/26
Well folks it won’t get any better than the following. I asked AI for the best hotels in the area offering a jacuzzi suite and I came up with this establishment. Confused, I arrived expecting to pull into a hotel chain. Instead, I pulled into a...
mansion. Karin greeted myself and my beautiful new lady, and led us on a brief tour. I could see the happiness in my dates eyes as she pulled out her phone and began walking around recording. I didn’t know what to do with myself so I returned to my car to grab our store bought crab legs and variety of items. Long story short: best check in to check out experience I’ve ever had and already not ruling out returning for my lady friend’s birthday. I love her and I love this place.
4/14/26
This place is beautiful, in look for a close place to relax, meditate and find my center this was the perfect place. The manager Peter was on point, he was nice,attentive, accommodating. I believe he truly wanted me to have a great experience a...
nd I did. There are alot of great things I could say but all I will say is that anyone looking for a place to truly relax need to experience Whispering Oak Mansion. I will be back soon.
Thank You
5/27/26
I rented the venue at Whispering Oak for my son’s prom send off. The host Karin was an absolute pleasure to work with. They were incredibly accommodating and made sure the Venue was perfectly prepped for my event.
The space was clean, spacious ...
and exactly as described. All of my guests had a fantastic time. I highly recommend booking this space for your next event.
Thanks, Karin
6/17/26
Whispering Oaks Mansion exceeded my expectations in every imaginable way. The mansion is stunningly beautiful, rooms are darling and clean, breakfast muffins are absolutely delicious, and the distance to Chesapeake City is a blink or two away. ...
Karin made changes with my reservation due to unexpected storms and, Peter was a gracious and interesting host. My stay is memorable and, I hope to return with family and friends and flowering plants. Thank you Peter and Karin! RoseAnna Lucarelli Bancroft, Author, Artist
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Whispering Oak Mansion
Karin Jakubowski
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Owner & Host
Typically responds within 24h
Wedding vendors in Bear
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