The Oaks Bed & Breakfast

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

08/19/2026

✨ THE OAKS BED & BREAKFAST WEEKEND EXPERIENCE ✨
You’re invited to an elevated weekend at The Oaks in Annapolis August 27–30! 🥂🛏️
This isn’t just a stay… it’s a full Annapolis experience. 🌿
✨ FRIDAY :Spacii Hospitality App Unveiling + Lunch
🎶 SATURDAY :Happy Hour, Live Music + Spoken Word/Open Mic Night
🥂 SUNDAY :Brunch + Annapolis History Walk
Enjoy the charm of The Oaks, connect with great people, experience local culture, and explore everything Annapolis has to offer. ⚓️
🏡 DISCOUNTED ROOMS AVAILABLE FOR THE WEEKEND!
Make The Oaks your home base and experience the full weekend with us.
Rooms are limited!
📩 For reservations, email [email protected]
Come stay. Savor. Experience. ✨

08/18/2026

Thanks you Raymond ⭐️⭐️⭐️⭐️⭐️

08/10/2026

Last weekend on August!!! Summer fun, stay, dine, ci**rs, music at The Oaks Inn Annapolis! Join us all weekend 8/28-8/30

07/20/2026

Your perfect Annapolis weekend starts here. ✨

For one weekend only, July 31- August 2, 2026, experience The Oaks Inn Annapolis Maryland, the way it was meant to be enjoyed,by the room.

Whether you’re planning a romantic getaway, a relaxing solo retreat, celebrating a special occasion, or simply looking for a luxurious weekend escape, this is your opportunity to experience The Oaks without reserving the entire estate.

Here’s what your weekend includes:

🍪 Friday: Arrive to a warm welcome from our owners with freshly baked cookies waiting for you.

🥃 Saturday: Join us for our downtown Annapolis tour featuring music in the garden, Wine & Cheese hour and great vibes is the perfect way to spend a Saturday evening.

🥞 Sunday: Wake up to Chef Q’s famous pancakes and a delicious brunch spread designed to end your weekend on the perfect note and prepare you for the week ahead.

Located in the heart of downtown Annapolis Maryland, you’ll be just minutes from incredible restaurants, boutique shopping, entertainment, and everything the area has to offer.

✨ Special Summer Room Offer: 20% OFF your (breakfast fee applies).

✨ Only a limited number of rooms are available.

Reserve your stay today through our website oaksbnb.com or email [[email protected]]

Come experience the warmth, hospitality, and luxury that make The Oaks feel like home. We can’t wait to welcome you! 🌿🤍

07/15/2026

they must be talking about us…right 🫪

07/14/2026

✨ Your perfect Annapolis weekend starts here. ✨

For one weekend only, July 17–19, 2026, experience The Oaks Bed & Breakfast Innthe way it was meant to be enjoyed by the room.

Whether you’re planning a romantic getaway, a relaxing solo retreat, celebrating a special occasion, or simply exploring the charm of historic Annapolis, this is your opportunity to enjoy The Oaks without reserving the entire estate.

Here’s what your weekend includes:

🍪 Friday:Arrive to a warm welcome from our owners with freshly baked cookies waiting for you.

🧀 Saturday: Relax and indulge as you’re treated to beautifully curated charcuterie boards throughout the day.

🥞 Sunday:Wake up to Chef Q’s famous pancakes and a delicious brunch spread designed to end your weekend on the perfect note and prepare you for the week ahead.

Located just half a block from Downtown Annapolis, you’ll be steps away from waterfront dining, fresh seafood, boutique shopping, charming cafés, sweet treats, historic streets, and everything Maryland’s capital city has to offer.

✨ Only THREE rooms remain.
✨ Rooms are 50% OFF(breakfast fee applies).

Reserve your stay today through our website oaksbnb.com or email [[email protected]]

Come experience the warmth, hospitality, and luxury that make The Oaks feel like home. We can’t wait to welcome you.

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. ✨