Upcoming Valentine's day events in Annapolis
| Date |
Event |
Venue |
| 15 Feb 2026 |
Emmaline LIVE in Annapolis MD "Be My Valentine" Tour |
Rams Head On Stage, Annapolis |
| 14 Feb 2026 |
Valentines Day Dinner |
Captain's Daughter, Annapolis |
| 13 Feb 2026 |
Charcuterie Board Class |
Ceremony Coffee Roasters - Roastery, Annapolis |
| 14 Feb 2026 |
Slugs & Special Guests |
Dark Horse Annapolis |
| 12 Feb 2026 |
Annapolis Main Street Chocolate Crawl |
155 Main St, Annapolis, MD 21401 |
| 21 Feb 2026 |
Valentines Sip & Prep - Becoming known as one A.P.T. to Love |
1903 Towne Centre Blvd, Annapolis |
Best Places To Go On Valentine's Day In Annapolis
Sprinkles of love spread in the air on Valentine’s Day in Annapolis. It is when all the cheeks blush with beautiful celebrations around the city. Take your loved one to gorgeous parties, cruises, workshops, restaurants, or a cozy movie night; the choice is yours!
Annapolis has some fantastic venues that hosted Valentine's Day events & parties last year; find them below:
- Westfield Annapolis
- Gardens of Annapolis
- Crowne Plaza Annapolis
- Graduate Annapolis
- Rams Head On Stage
- Crowne Plaza Annapolis, an IHG Hotel
- Around the World!
- RASA juice shop
- My Gym Annapolis
- Pip Moyer Recreation Center at Truxtun Park
- ArtFarm Annapolis
- 2002 Annapolis Mall
- 49 West Coffeehouse, Winebar & Gallery
- United States Naval Academy Officer's Club
- Middleton Tavern
Where Should I Go On Valentine's Day In Annapolis
As February approaches, everyone looks for the perfect way to celebrate Valentine’s Day in Annapolis. Don’t break your sweat because the city has the ideal romantic ways to celebrate love with your beloved at the best restaurants, events, and attractions in the Annapolis.
Here is a list of some marvelous venues in Annapolis for the best Valentine’s Day events and parties of last year:
- Valentines Day at 49 West! was hosted at 49 West Coffeehouse, Winebar & Gallery.
- FIT4MOM Chesapeake Valentines Exchange! was hosted at Westfield Annapolis.
- Cupid & Charcuterie at The Gardens of Annapolis! was hosted at Gardens of Annapolis.
- Valentine's Day Pop Up @ The Annapolis Mall was hosted at 2002 Annapolis Mall.
- Valentine's Day Parties was hosted at My Gym Annapolis.
- Valentine's 2023 - The Ultimate GAME SHOW was hosted at Crowne Plaza Annapolis.
- Valentine Card Making Party was hosted at ArtFarm Annapolis.
- Cuisine and Romance, a Valentine’s Celebration was hosted at 200 Harker Pl.
- Naval Academy Club Valentine's Day Dinner & Dance was hosted at United States Naval Academy Officer's Club.
- Valentine's Day Dinner Weekend at Middleton Tavern was hosted at Middleton Tavern.
- Beacon's Valentine's Prix Fixe Dinner was hosted at Beacon Waterfront Galley and Dock Bar.
- Family Yoga & Valentine's crafts was hosted at Wellsview Cottage: Center for Holistic and Integrative Health.
- Krimson and Kream Valentines Ball was hosted at Crowne Plaza Annapolis, an IHG Hotel.
- Valentine's Day was hosted at Ruth's Chris Steak House - Annapolis Maryland.
- Trendy Tides Pop-Up Shop was hosted at Graduate Annapolis.
