Valentine's Day in Annapolis

Celebrate LOVE in Annapolis with these Valentine's Day specials and events!


Start planning now for great gifts, nights out on the town, or romantic nights at home.  We have everything you need in downtown Annapolis. You can find all the traditional gifts like flowers, chocolate, greeting cards, and jewelry or explore the boutiques, shops, and galleries for something unique. Make the night extra special with reservations for dinner and an overnight stay at one of downtown Annapolis' Hotels, Inn's or B&B's. It's all within walking distance when you visit downtown Annapolis.

As seating and inventory may be limited we recommend checking in advance to see if advance orders or reservations are recommended. 

Check out the Valentine's Day specials and events below.

Prep for the Big Weekend

Sadona Salon & Spa

Receive a complimentary $20 Bonus card for every $150 gift card purchased!

Hudson & Fouquet Salon
Treatment promo, 20% off conditioning treatments like Oribe, Kerastase, and B3 Demi Permanents.

Annapolis Hotel Specials

Graduate Hotel
Warm-up this winter with rates starting at $89 and receive a $25 Graduate Hotels gift card!

Gibson’s Lodgings of Annapolis. Use 20% Off Promo Code wintergetaway20 good through February 2021



Annapolis Opera
Songs of Love Sunday, Feb 14th, 3pm $20 Minimum donation required to attend


Annapolis Shakespeare Company
BE MY BABY: The Best of the Girl Groups” Cabaret available ON DEMAND


Anne Arundel County Library
Virtual Cookbook Club Blind Date with a Book...and chocolate! Feb 10th, 7-8 pm and Virtual Valentine's Day Scavenger Hunt Feb 12th, 3:30pm - 4:30pm


Historic Annapolis
A Taste of History with Joyce White — a virtual look at the history of chocolate Feb 9th


Mission Escape Rooms
Make this Valentine's Day an unforgettable one with an escape room experience for two at the price of $75. USE PROMO CODE: VDAY2021 New bookings only. Code can only be redeemed for 2 participants. Promo code valid for all bookings on Sunday, February 14th, 2021 only.


Wine & Design
Date night Friday  painting class on Feb 5th, 6:30pm and The Valentine Gnome painting class on Sat Feb 13th, 8 pm 

Gallery 57 West

Art demonstrations by artists Wayne Laws, Carly Sargent Piel, and Barbara Burns on Facebook Live on Feb 11th at 7pm


Hammond-Harwood House

Satisfy Your Sweet Tooth: A History of Sugar and Dessert - a free, online presentation by Joyce M. White, food historian on Feb 11th at 7pm.



RASA Juice Shop
Valentine's Day Bouquets for $75.00 — $110.00 and Valentine's Day

Dazzling Florist
Valentine’s Day bouquets


Flowers by Donna
Valentine’s Day bouquets


Valentine’s Day assorted treats and gift boxes


Mango + Main
Valentine’s Day collection of merchandise available


Here. a pop-up shop
Valentine's Day and Anti-Valentine's merchandise


Zachary’s Jewelers
Shop here to send 1Love by getting a Valentine gift or putting one on your wish list! You can start spreading the love by donating to Feed Anne Arundel, every dollar donated is a chance to win a beautiful diamond heart pendant from John Hardy!


Annapolis Collection Gallery
Valentine Art Auction now — Feb 7th


Jo Fleming Contemporary Art
Structure and Color in the Abstract exhibition Feb 1st — March 31st


Valentine’s Day collection of merchandise available


727 Sail Bags
Up to 30% off select merchandise for Valentine's Day

Seasons Olive Oil & Vinegar Taproom 

Buy Four 374ml Bottles, Get One 200ml Bottle Free!

Gallery 57 West

I Heart Love collection of art and gifts for Valentine's Day now through Feb 14th 


Restaurant Specials


Blackwall Hitch
Valentine’s Dinner Feb 12-14 — Dine-in 4 course dinner is $70 per person with champagne specials and To-go 4 course dinner is $125 for 2 people with wine specials


Federal House Bar and Grille
Has outdoor romantic fire pits and fire tables


Galway Bay
Valentine’s Dinner for 2 for $75 dine-in or carry out


Lewnes' Steakhouse
Feb 14th starting at 12 pm dine-in or carry-out service begins


Middleton Tavern

Valentine’s Weekend dinner — a carefully created romantic menu to make your evening special


Miss Shirley's Café 

Extended hours 8am — 8pm only on Valentine's Day — Feb 14th!
Pickup/Curbside/Delivery Feb 8th — Feb 14th, plus they will be bringing back one of their fan-favorite dishes — Shirley's Affair with Oscar, named one of the Best Dishes in Maryland by Food Network


O'Brien's Oyster Bar & Seafood Tavern
Reserve a table for 2 before Valentine's Day and get half off any bottle of wine!

A super luxurious Valentine's Day box for $150


Pusser's Caribbean Grille

Valentine's Day Dinner $40 per couple Feb 12th-14th dine-in or carry-out


Ruth's Chris Steak House
Your choice of three Valentine’s Day Packages starting at $89.95


Café Normandie
Valentine’s Day Dinner for one $75 or for 2 $140 both 4 courses with a glass of champagne


Luna Blu Ristorante

Valentine’s Day Virtual Wine Dinner with Italian Winemaker Bibi Graetz (pre-recorded) 5 courses plus 4 750 ml bottles of wine for $150 for 2 people Feb 14th at 6pm.  
Valentine's Chocolate and Wine Pairing - Order online and pick up your chocolate and wine pairing available now through Feb 14th, you will receive 4- 1/2 bottles of wine paired with 4 chocolates for 2 people for $45.


Osteria 177
$125 per person 3-course meal with complimentary Lemoncello dine-in or carry-out


Paul’s Homewood Café
4-course dinner for dine-in or carry-out, plus 30% off select wines

Latitude 38 Waterfront Annapolis
Valentine's Day Special Menu Feb 11th-14th

Iron Rooster
Valentine's Day RoosTart® Kits available for shipping across the USA or pre-order for pickup!

O'Learys Seafood
Visit O'Learys Seafood on Instagram for a chance to win a Valentine’s Day Dinner Giveaway! 

Buddy's Crabs & Ribs 

Valentine's Special for one $45 and Valentine's Special for two which includes a bottle of wine or champagne $80, Feb 10th-14th


This is a joint marketing program with the Downtown Annapolis Partnership and the Annapolis Arts District