The Oaks Bed & Breakfast

10/11/2026

Congratulations to Sharon Jackson Wilder, a graduate of our Inclusive Ventures Program (IVP), on being recognized by the Maryland Women's Caucus for owning the only Black-owned bed and breakfast in Annapolis: The Oaks Bed & Breakfast!

We’ve been proud to support Sharon’s pursuit of her hospitality goals in Anne Arundel County, and we look forward to continuing to support her as her woman-owned business grows!

10/09/2026

Book your stay or event at www.1840splaza.com

10/03/2026

✨ Your fall getaway awaits at The Oaks.✨

Join us in Annapolis for a weekend of luxury, laughter, good food, and unforgettable moments at The Oaks Bed & Breakfast. 🥂🏡

From your welcome reception and a night of live comedy, music, cocktails & sweet treats to an elevated brunch, waterfront strolls, shopping, w**e & ci**rs under the moonlight this is more than a stay, it’s an experience.

📍 The Oaks Bed & Breakfast | Annapolis, MD
📅 October 29 – November 1
🛏️ Luxury accommodations + curated experiences

Ready to make your fall escape?
📩 Contact INFO@OAKSBNB. COM to reserve your spot.

FallGetaway

09/18/2026

Thanks for staying with us Yung Fazo! Book your stay with us at one of our locations today! yungfazo møses

09/12/2026

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08/28/2026

08/27/2026

Black Later Daters… is heading to Annapolis! 🥂🌿

And The Oaks Inn is ready to host you for a Sunday that’s about good food, good vibes, great conversation, and maybe meeting someone new. 👀❤️

📞BLD… Somebody said BRUNCH

Join Black Later Daters and The Oaks Inn Annapolis for an afternoon of:

🍽️ Brunch
🥂 Bubbly
🥃 Bourbon
💃🏾🏽🏿 Mingling
❤️ New connections
✨ And a whole lot of grown-folks fun

Come enjoy a delicious brunch in the beautiful setting of The Oaks, sip on a Mimosa or Manmosa, and connect with a room full of singles who are ready to mix, mingle, laugh, and see where the conversation takes them.

🎟️$85 includes brunch + one Mimosa or Manmosa🍾
Unlimited bar option available

Whether you’re coming solo, bringing your favorite single friend, or simply looking for a fun way to spend your Sunday there’s a seat for you at the table

And why not make a weekend of it? 🛏️✨

The Oaks Inn isn’t just the brunch destination it’s the perfect little Annapolis escape🚖

We have ONLY 3 ROOMS LEFT for Sunday night

So come to brunch, stay for the evening, explore Annapolis, relax at The Oaks, and wrap up your summer in style🌊🥂

Brunch. Bubbly. Bourbon. B&B
Sounds like the perfect Sunday to us. 😉

📍 The Oaks Inn Annapolis
172 Green Street | Annapolis, MD
📅 Sunday, August 30th | 1:00 PM

BLD + The Oaks Inn bringing good people together in a beautiful place. ❤️

We’ll see you in Annapolis!🙃

Annapolis

08/25/2026

♾️Join us for a special Sunday experience at The Oaks Inn Annapolis! We’re partnering with Curated Connections 45+ to bring you an unforgettable brunch, bubbly, and bourbon event. Indulge in delicious food, fantastic drinks, and the cozy charm of our bed and breakfast. 📅August 30th at 1:00 PM🚖 parking at Hillman Garage, a price of $85 which includes one mimosa or manmosa, and an unlimited bar option. Payment can be made via Venmo via QR code

05/18/2026

Thank you to every beautiful woman who attended our Mother’s Day Refill Event this weekend. 💐✨ From healing sound therapy, everyday makeup lessons, skincare demos, IV drips & wellness shots, handcrafted cocktails, and an endless spread of charcuterie boards every detail was curated with intention, relaxation, and wellness in mind.

This event was created to allow women, especially Black women, the opportunity to wind down, pour back into themselves, and reflect on what health truly means to them because health is wealth. 🤍 We deserve spaces that remind us to slow down, heal, glow, and maintain ourselves daily without guilt.

Thank you for choosing to begin your Mother’s Day weekend with us. Your presence made the room feel even more powerful, beautiful, and full of love. Until next time. ✨