The Oaks Bed & Breakfast

Name: The Oaks Bed & Breakfast
Address: Bethesda and Cabin John, Annapolis, MD, US
Telephone: +12026814466
Price range: $$$

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United States
Annapolis, MD
The Oaks Bed & Breakfast

Hospitality, Retreats, Management Consulting, Bed and Breakfast, Curated Events, Private Event Spaces for guests Luxe En-Suite guest rooms

06/17/2026

Celebrate Freedom. Honor Legacy. Create Community. ✨
Join us for the 2nd Annual Juneteenth Celebration hosted by Quinton & Sharon Wilder and The Oaks Bed & Breakfast Annapolis Inn.
On June 18, gather with us in the heart of Historic Downtown Annapolis for an evening of culture, connection, and celebration. Enjoy live entertainment, a guided history walk, curated food and beverages, local artisan vendors, music, dancing, and meaningful fellowship as we commemorate the history, resilience, and excellence of the Black community. Be sure to bring your ci**rs and meet Q in the cigar lounge!
Pete Smith, candidate for Anne Arundel County Executive, will join us for a special meet and greet!
📍 172 Green Street, Annapolis, MD
🗓 June 18, 2026
⏰ 6:00 PM – 10:00 PM
🎟 General Admission: $75
This exclusive experience has limited capacity and advance registration is required. Reserve your place and join us as we celebrate the spirit of Juneteenth through culture, community, and connection.
HonorLegacy CommunityMatters AnnapolisEvents HistoricAnnapolis BlackCulture JuneteenthCelebration CultureAndCommunity FreedomDay HeritageAndLegacy TheOaksAnnapolis

06/04/2026

Everyone loves a good brunch with good people and good fun and even better, getting in some business networking!

05/29/2026

🎶Like this live music track, well you love this brunch event The Legacy Brunch 🥓🍾
Join us for a Juneteenth-inspired celebration of Black entrepreneurship, culture, and community. Enjoy brunch, mimosas, networking, music, and a marketplace featuring Black-owned brands. Proceeds support the 2026 Black in Business Awards. 🎟️Tickets are available in our bio or scan the 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. ✨

05/16/2026

Your summer just got even brighter at The Oaks Annapolis Inn ☀️💛

Say hello to our stunning yellow suite, the perfect summer escape located in the heart of Annapolis, just a 5 minute walk from Main Street. This spacious king en-suite is filled with beautiful natural sunlight, tasteful touches, and room to fully relax and unwind.

From the gorgeous marble flooring to the luxurious whirlpool bath bathtub and fireplace, every detail was designed to make your stay feel elegant, cozy, and unforgettable. And what better color for summer than yellow? ✨🌼

Your perfect Annapolis getaway is waiting.🫂💛🌻

05/06/2026

Swipe until the end!

05/05/2026

Mom’s Night Out back in February was amazing and so relaxing ✨ That night was curated simply for moms to unwind and decompress after a long week with face masks, great food, lots of laughter over Mom Bingo, and even a permanent jewelry vendor 💕.
This time, to kick off Mother’s Day weekend, we’re bringing you something even more intentional.
With Mother’s Day right around the corner, we know sometimes the best pick-me-up is having someone else help refill your cup 💐✨ That’s exactly what we want to be for you,a space for women to step away, breathe, and truly decompress.
📅 Friday, May 8 | 6PM–9PM
📍 The Oaks Retreat Cottage, Cabin John, MD
Join us for The Refill: A Night for Women Who Do It All 🫗☕️ an evening designed to help you relax, reset, and pour back into yourself.
Enjoy a full experience including skincare rituals 🧴, sound healing ❤️‍🩹, a makeup tutorial 💋, IV vitamin shots 💧, and so much more. We’re also excited to have vitamin therapy services on-site, offering options like Glowing & Detox Quick Shots, Vitamin B12, Tri-Immune, and Biotin, perfect for boosting your energy, immunity, and glow from within.
We’ll even be sharing wellness gems around proactive health, personalized care through lab work, and medically guided weight loss options because feeling good starts from the inside out.
Whether you’ve had a long week, need a head start on your weekend, or just want a night to yourself (or with your girls), this is your invitation to be present, unwind, and choose YOU 💕
🎟️ Tickets are available now in our bio through the Linktree or the QR Code!

04/28/2026

With Mother’s Day right around the corner, we know that sometimes the best pick me up is having someone else help refill your cup. 💐✨

That’s exactly what we want to be for you, creating a space for women to step away, breathe, and truly decompress. 📅Friday May 8 from 6PM–9PM at The Oaks Retreat Cottage in Cabin John, MD. Join us for The Refill: A Night for Women Who Do It All, an evening designed to help you relax, reset, and pour back into yourself.🫗☕️

Enjoy a skincare ritual 🧴, sound healing ❤️‍🩹 , makeup tutorial 💋, IV shots 💧, and so much more. Whether you’ve had a long work week, need a head start on your weekend, or simply want a night to yourself or with friends, this is your invitation to be present, unwind, and choose you for the night.

Tickets are available now in our bio through the Linktree. 💕 ChooseYou

04/18/2026

The other night we had the great pleasure of accepting Women- Owned Business Award 🥇 ! 🫂 We truly admire the dedication and commitment of our community to help us thrive💕! It was truly a surprise. This legacy was created by Sharon Jackson Wilder and maintained by our fabulous team. We love you all, Thank You❤️. With Love- The Oaks Bed and Breakfast 🥞

Address

Bethesda And Cabin John
Annapolis, MD

Telephone

+12026814466

Website

https://linktr.ee/oaksbnbdc, http://www.theoakshospitalitygroup.com/

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