What's Up? Media

What's Up? Media The online edition of the popular printed What's Up? Annapolis, What's Up? Eastern Shore, and What's Up? Central Maryland publications.

Who are you most excited to see next week at ? See you there!Get tickets at www.letsgofest.com
05/29/2026

Who are you most excited to see next week at ? See you there!

Get tickets at www.letsgofest.com

🏡✨ this month’s Expert of the Month knows the market inside and outwith more than $1 billion in sales and decades of exp...
05/27/2026

🏡✨ this month’s Expert of the Month knows the market inside and out

with more than $1 billion in sales and decades of experience helping buyers and sellers navigate every kind of market, David Orso has become one of the most recognized names in local real estate for a reason 👏

from market insight to community impact, it’s clear why clients continue to trust The ORSO Team year after year

👉 Click the link to learn more
https://whatsupmag.com/culture/expert-of-the-month/annapolis-expert-of-the-month-david-orso_1/

05/26/2026

☀️🎶 Annapolis summer vibes are officially loading… and this week is packed with festivals, waterfront fun, live music, community events, and nights you’ll want on your calendar 👇
🌭☀️ May 29 – TGIF Cookout Sponsored by M&T Bank | Greater Severna Park & Arnold Chamber, Severna Park
12:00pm — burgers, sweet treats, networking, and an easygoing community cookout to kick off the season.
☘️🎻 May 29–30 – Annapolis Irish Festival | Anne Arundel County Fairgrounds, Crownsville
5:00pm — live Celtic music, Irish food, drinks, dancing, and festival fun all weekend long.
🎗️💜 May 29 – American Cancer Society Relay For Life | Crofton High School, Gambrills
5:00pm — an inspiring evening honoring survivors, caregivers, and loved ones while supporting the fight against cancer.
👔✨ May 30 – MRE Mercantile Men’s Clothier Grand Opening | MRE Mercantile, Annapolis
Celebrate Eastport’s newest menswear shop with local bites, music, giveaways, and community fun.
🥂✨ May 30 – Great Gatsby’s Spring Soirée | Parley Room, Annapolis
5:00pm — step into the Roaring ’20s with cocktails, jazz-age vibes, and vintage-inspired style.
🍺🐾 May 30 – Pints 4 Paws Craft Beer Festival | Navy Marine Corps Stadium, Annapolis
2:00pm — craft beer, live music, food trucks, adoptable animals, and fundraising for the SPCA.
⚽💙 May 30 – Annapolis Blues Home Opener | Navy Marine Corps Stadium, Annapolis
5:00pm — tailgates, soccer, hometown pride, and a season-opening doubleheader under the lights.
🌕🛶 May 30 – Blue Moon Paddle | Capital SUP, Annapolis
7:30pm — paddle under the glowing Blue Moon for a peaceful night on the Chesapeake.
🌸🛍️ May 31 – Let’s Be Friends Spring Festival | The Woodlands at Homestead Gardens, Davidsonville
12:00pm — shopping, local vendors, food, music, and all the feel-good spring festival vibes.
✨ Which one are you adding to your weekend plans?

🚨 LAST CALL for our Memorial Day Weekend ticket deal 🚨today’s your final chance to save 15% OFF tickets to the Best of P...
05/25/2026

🚨 LAST CALL for our Memorial Day Weekend ticket deal 🚨

today’s your final chance to save 15% OFF tickets to the Best of Party 🎉🍹

use code USA15 before it’s gone 👀

good food, drinks, music, and the best local spots all in one place? yeah… you don’t want to miss this one 💃✨

👉 grab your tickets now:
https://whatsupmag.ticketspice.com/best-of-party-2026

05/23/2026

🇺🇸🎉 your Memorial Day Weekend plans just got better

our Best of Party tickets are officially on sale for 15% OFF 👀🍹

use code USA15 before the weekend ends and come celebrate with all your local favorites 💃✨

👉 tickets + details:
https://whatsupmag.ticketspice.com/best-of-party-2026

✨👏 celebrating the incredible young leaders of the JA 18 Under 18 Class of 2026from launching businesses and nonprofits ...
05/23/2026

✨👏 celebrating the incredible young leaders of the JA 18 Under 18 Class of 2026

from launching businesses and nonprofits to leading community initiatives and inspiring those around them, these students are already making a real impact far beyond the classroom 🌟

a huge congratulations to this year’s honorees and to Junior Achievement of Central Maryland for continuing to uplift the next generation of changemakers 💙

the future looks pretty bright from here

👉 click the link to learn more
https://whatsupmag.com/news/meet-the-ja-18-under-18-class-of-2026/

05/22/2026

🇺🇸✨ long weekend plans? we’ve got one better…

celebrate Memorial Day Weekend with 15% OFF tickets to our Best of Party 🎉🍹

use code USA15 for a limited time 👀

good food, drinks, music, and all your local favorites in one place? sounds like a party worth showing up for 💃🕺

👉 grab your tickets before the sale ends
https://whatsupmag.ticketspice.com/best-of-party-2026

What makes the Best of Party so awesome, you ask? In addition to celebrating the local businesses that keep our communit...
05/21/2026

What makes the Best of Party so awesome, you ask? In addition to celebrating the local businesses that keep our community thriving— this year’s Party proceeds go towards supporting local non-profit, Charting Careers. Get your tickets to show your support >> https://whatsupmag.ticketspice.com/best-of-party-2026

05/21/2026

A higher standard of performance and precision. ✨🏁

We’re proud to celebrate Porsche Annapolis, presenting sponsor of this year’s Best of Party and officially recognized as a 2026 Premier Porsche Center — an honor awarded to dealerships that excel in customer experience, product expertise, and representing the Porsche legacy at the highest level.

From the showroom to the community, Porsche Annapolis continues to raise the bar 🚗

Celebrate with us at the 2026 Best of Party on June 9 🎉

👉 Tickets + details at the link in bio
👉 Click the link to learn more (Facebook)

Make your Best of Party experience more special with VIP tickets. Experience an exclusive lounge, full open bar, passed ...
05/20/2026

Make your Best of Party experience more special with VIP tickets. Experience an exclusive lounge, full open bar, passed hors d’oeuvres, and best of all…sweet swag bags! Get your VIP tickets while they last >> https://whatsupmag.ticketspice.com/best-of-party-2026

05/19/2026

✈️🇺🇸 Commissioning Week is here and Annapolis is packed with iconic traditions, waterfront fun, live music, and summer kickoff events all week long 👇
💙✈️ May 20 – Blue Angels Flight Demonstration | Downtown Annapolis
2:00pm — watch the Blue Angels soar over the Severn River in one of Annapolis’ biggest annual traditions.
🧺✈️ May 20 – Park & Picnic: Blue Angels Air Show | South Annapolis Yacht Centre, Annapolis
1:00pm — picnic vibes + waterfront views for the air show.
⛵🌅 May 20 – Wednesday Night Racing | Annapolis Yacht Club, Annapolis
6:00pm — sailboat racing, drinks, and Chesapeake sunset views.
🍽️✨ May 20 – Dinner Under the Stars | West Street, Annapolis
5:00pm — outdoor dining, live music, and the return of this favorite summer tradition.
🎖️🇺🇸 May 21 – Naval Academy Color Parade | Worden Field, Annapolis
11:00am — military pageantry and a classic Commissioning Week tradition.
🍸📜 May 21 – Colonial Cocktails: Society Sippers | Historic London Town & Gardens, Edgewater
6:30pm — historic-inspired cocktails and colonial storytelling.
☀️🍺 May 22 – Here Comes the Sun Fest | Chesepiooc Real Ale Brewery, Crofton
10:00am — summer brews, food vendors, and live music all day long.
🎸🎶 May 23 – Arundel Bands Together Music Festival | Arundel High School, Gambrills
12:00pm — 17 bands, 3 stages, and a full day of local live music.
🃏🚤 May 24 – Memorial Weekend Poker Run | Downtown Annapolis
9:00am — a high-energy boating event across the Chesapeake Bay.
🇺🇸🥁 May 25 – City of Annapolis Memorial Day Parade | Downtown Annapolis
10:30am — patriotic music, marching bands, and a meaningful Memorial Day tradition.
✨ Which event are you heading to this week?

Address

900 Bestgate Road, Ste 202
Annapolis, MD
21401

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