The Oaks Waterfront

The Oaks Waterfront ✨ Boutique Hotel & Wedding Venue Located on a cove off the Chesapeake Bay, just an hour from Annapolis and minutes from St.

Michaels, Easton and Oxford, The Oaks Waterfront offers spacious guest rooms and extraordinary waterfront event facilities. We are close enough to make your getaway spontaneous, your conference productive, your wedding a joyous gathering of family and friends. And yet, in every other sense were far enough away to become your own private corner of the world. Locally owned and managed, The Oaks Wate

rfront provides an exclusive retreat with the feeling of home. Mailing Address: PO Box 187 Royal Oak, MD 21662

Thank you, thank you, thank you, for an incredible year.From hosting new events like our author signing with , to partne...
01/02/2026

Thank you, thank you, thank you, for an incredible year.

From hosting new events like our author signing with , to partnering with amazing organizations like , and even being named Best Wedding Venue in Maryland by , 2025 was full of unforgettable moments.

To everyone who stayed, dined, celebrated, or even just started following our journey online, we want to extend our gratitude for your continued support. We can’t wait to see what 2026 has in store for us.

And now we are giving our hardworking employees a well-deserved break!

From now until February 10, the hotel and our on-site restaurant will be closed.

Thank you for understanding — we can’t wait to come back refreshed, recharged, and ready for 2026!

🎄December in The Oak Room! 🍸🦪This month is packed with events, and we’re thrilled to finally share some of the exciting ...
12/01/2025

🎄December in The Oak Room! 🍸🦪

This month is packed with events, and we’re thrilled to finally share some of the exciting updates we’ve been working on, including breakfast, happy hour, our new winter menu, and more.

Breakfast is now available to the public!
Sunday 8 am - 12 pm
Monday - Saturday 8 am - 11 am

Happy Hour
Tuesday - Saturday 4 pm - 6 pm

Breakfast with Santa
Saturday, December 20th, 9 am - 12 pm
Breakfast buffet, pictures with Santa, story time, and more fun for the whole family!

Visit our website to view our new menus and to learn more about this year's annual breakfast with Santa event. https://the-oaks.com/the-oak-room

11/29/2025

Winter is here, which means The Oak Room is now open on weekends! 🍽️ 🍸

Join us tonight from 4-9 PM, and be sure to try out this week’s specials:

Steak Frites $38
Apple & Cranberry Cobbler $12

Stay tuned for December’s dining calendar.

This past week, we had the honor of hosting the first annual Witches Paddle Board event in partnership with Breastcancer...
10/18/2025

This past week, we had the honor of hosting the first annual Witches Paddle Board event in partnership with Breastcancer.org, the Clark Comprehensive Breast Center, and Sara Biden. 💕🎗️

Cancer has affected us all, and a diagnosis can feel life-altering.

But events like this remind us of the power of community and how support, understanding, and shared experiences can make a real difference.

Thank you so much to everyone for coming out and supporting this cause!

Photography:

An Evening with Elin Hildebrand was a success! 📚🥂Thank you to everyone for coming out — and a huge thank you to , .smoke...
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:

🥂 A toast to an extra-long weekend, because you deserve it! 🍾✨
08/29/2025

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

Tucked away in a quiet retreat on Maryland’s Eastern Shore, C + PJ’s coastal fairytale wedding was the perfect start to ...
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:

💍 Voted Best Wedding Venue in Maryland! ✨We’re incredibly excited and honored to share that The Oaks has been named as t...
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! 🍾🥂

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

Golden hour on the water. 🌅✨Unwind with an Aperitivo Cruise aboard our new Hinckley yacht — complete with drinks and the...
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!

Address

Easton, MD

Telephone

+14107455053

Website

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