The Oaks Waterfront

09/24/2025

An Evening with Elin Hildebrand was a success! 📚🥂

Thank you to everyone for coming out — and a huge thank you to , .smokey.cat.lavender, , , and our guest of honor, , for helping us make this such a memorable event!

Photography:

08/29/2025

🥂 A toast to an extra-long weekend, because you deserve it! 🍾✨

08/20/2025

Tucked away in a quiet retreat on Maryland’s Eastern Shore, C + PJ’s coastal fairytale wedding was the perfect start to their happily ever after.🪻✨

Photography:
Planning:
Florals:
Rentals: .dmv
Hair and Makeup:

07/17/2025

💍 Voted Best Wedding Venue in Maryland! ✨

We’re incredibly excited and honored to share that The Oaks has been named as the Best Wedding Venue in Maryland by in their Best of the City 2025 Awards publication!

As a family-run business, we’re so grateful for your continued support.

Since 2022, we’ve poured our hearts into restoring and reimagining this historic building that is a special place for so many. To receive this dream recognition just three years later is truly amazing. 🩵

Thank you for being part of our story…we can’t wait for what’s next! 🍾🥂

06/04/2025

Shelby and Cole’s dockside vows were the perfect start to their Eastern Shore wedding celebration. 🩵✨

After the ceremony, the dock transformed into a space for cocktails before guests gathered in the ballroom for the reception. 🍾🥂

Cheers to Shelby & Cole—we loved being part of your day!

Photos:
Planning:
Flowers:

05/19/2025

Golden hour on the water. 🌅✨

Unwind with an Aperitivo Cruise aboard our new Hinckley yacht — complete with drinks and the best views of the Chesapeake Bay at sunset. 🥂

Spots are limited so call our guest services team to book this experience.

📲 410-745-5053

*Open to hotel guests and the general public!

05/12/2025

Unwind on the water and experience the ultimate golden hour with our weekly Evening Aperitivo Cruises, starting this week! 🌅✨

Step aboard Overcomer, our stunning new Hinckley yacht, for a golden hour escape inspired by the Italian tradition of aperitivo—a time to unwind, connect, and sip something refreshing as the sun sets over the water. 🥂

Cruises run every Tuesday and Thursday at 4pm and 7pm (weather permitting), with space for up to 6 guests.

Call our guest services team for more information!

04/09/2025

Warmer days are just around the corner, and we’ve got everything you need for the perfect spring escape. 🌷🪺

Plus, don’t forget to take advantage of our spring specials before it’s too late.

Visit our website for more details.

03/25/2025

A fresh season calls for a fresh start. 🧘‍♀️🌷☀️

Wake up feeling renewed and rejuvenated, knowing you scored the best deal on your spring getaway.

🌿The Suite Life - Book a minimum of 2 nights in any of our suites and get 25% off the last night of your stay.

🌿Spontaneous Spring Getaway - Enjoy 15% off the last night of your stay when you book the same week of your arrival.

🌿Stay a Little Longer - Book 3 or more nights and enjoy 20% off the last night of your stay.

*For new reservations only. Cannot be combined with other offers. Blackout dates may apply.

03/04/2025

Our March event calendar is now available for download and can be viewed on our website!

https://the-oaks.com/the-oak-room

02/04/2025

Our February event calendar for The Oak Room is live!

Valentine's Day is just around the corner, so remember to reserve your table for our special four-course dinner.

https://tables.toasttab.com/restaurants/d0509d40-7d5b-496b-ae89-d909aa18a5b9/reserve?partySize=2&dateTime=2025-02-14T16:00:00.000-05:00

02/03/2025