We’re back again with the most coveted holiday gifts from some of our favorite local businesses. You’ll find top-notch ideas for the foodies, fashionistas, sports-enthusiasts, and more with all price ranges in mind. Like Santa, start crossing off your nice list as you shop!

HERE. a pop-up shop

14 Church Circle, Annapolis 

HERE.’s to the 50th pop-up shop since 2013! HERE. a pop-up shop is open daily from 10 AM to 6 PM through December 22. Check their events calendar for extended hours and events like Midnight Madness (12/5, 12/12, and 12/19), design your own felted garland, book signings, and much more. 

With over 90 local artists and makers, they have something for everyone on your list, in every price point, including: 

Affordable

Ornaments: Great as a stand-alone gift or as a gift topper! 

Candles: From beautiful to colorful to snarky and funny, these are all-natural, hand-poured candles. They even have some in vintage/upcycled jars and pottery. 

Tea Towels: Best hostess gift ever. Get bonus points and pair with HERE.’s gourmet pretzels, granola, or other yummy, home-baked treats. 

Reaching

Give the gift of art. HERE. has so many gorgeous prints, highlighting iconic images of Annapolis and Maryland.

And, jewelry is always a good idea! Ask any woman. You can even plan a date to make-your-own charm necklace or bracelet or get matching permanent jewelry together!

Splurge

Driftwood Tree: These sell out every year and range in height from 5 to 7 feet. Cost ranges from $275-$360.

The Choptank

110 Compromise St, Annapolis

The place to see and be seen, The Choptank offers great food, drinks, and views. Their annual gift card promotion starts on Black Friday and runs through December. For every $150 you spend in Atlas gift cards, you’ll receive a $25 gift card free! Purchase online or in any Atlas restaurants. Remember, more Atlas restaurants are on their way downtown: Marmo, an Italian Choptank, and Armada, a vibrant tequila bar will replace Pussers in late summer of 2025.  

Zachary’s Jewelers

100 Main Street, Annapolis

Warning: gorgeous sparkles you can’t unsee or stop dreaming about ahead. 

Affordable

Real, pearl studs are a staple in every woman's Annapolitan wardrobe and start as low as $90.

Reaching

Cocktail Rings from Lisa Nik in your favorite color starting at $1,260.

Mega-Splurge

Splurge on a diamond tennis necklace this year! Starting at approximately $20,000.

The Cottage

149 Main Street, Annapolis

562B Ritchie Hwy., Severna Park

The Cottage is one of my favorite local businesses that I’ve grown up with, while watching them grow too. A recent purchase I’m obsessed with was a Nora Flemming dish and pumpkin topper. I’ve strongly hinted to my husband that I want a Christmas tree topper. I’m also shopping these dishes and toppers for family this holiday season. More gifts to consider: 

Affordable 

Jolly, Jelly, and Just Right! From festive Jellycat plushies to holiday Swig bottles and quirky gnomes, these budget-friendly delights are stocking-stuffer superstars!  

Reaching 

Stack up your jewelry style with new enewton gemstones to shine brighter this holiday! Perfect for adding to a bracelet stack—because one’s never enough!  

Splurge

Cozy Up in Luxe! Their cashmere toppers and ultra-soft sweaters are the ultimate gift for under the tree. Spoil her with a little luxury. She deserves it!  

Annapolis Juice Shop (Formerly RASA) 

82 Maryland Ave., Annapolis

Annapolis Juice Shop creates products to enhance well-being, stimulate the senses, and promote wellness. RASA Juices use high-quality, local, and organic produce. Post-holidays, many of us could likely benefit from all of the above.

Photo by Becca Matheis

Affordable

Grab a gift card for $5 to $50 or a custom amount.  

Photo by Becca Matheis

Reaching

3-Day Juice Cleanse: Reset and flush out toxins and boost your immunity. Costs $170.

Photo by Becca Matheis

Splurge

Full Body Reboot: Catered Meals: Get 5- or 10-day-detox meals delivered! Meals are made from sustainable ingredients sourced from their farmer pals. You’ll also get coaching and support from RASA Founder and Certified Integrative Nutrition Coach Lisa Consiglio Ryan. Cost ranges from $245-$630. 

Photo by Becca Matheis

Catch their upcoming sales too: 

Black Friday Sale: Starts November 19 until December 4. Score the 2-Day Reboot Sale for only $75 (original price is $115); plus 25% off a spend of $250+ with code: BFBESTIE              

Small Business Saturday: Every purchase at the shop gets a surprise gift, plus you can take advantage of Black Friday Sales noted above. Hours of operation are 10 AM to 5 PM.

Midnight Madness at the shop: Head to their store again on these Thursdays: December 5, December 12, and December 19. Enjoy delish chocolate truffles and RASAmosas while you shop local goods and gifts!

‍Bloomstone Jewelers 

2548 Solomons Island Rd, Annapolis, MD 21401

DYK, Bloomstone Jewelers is Anne Arundel County's only exclusively lab-grown diamond jewelry store? Lab-grown diamonds are priced based on growth conditions, allowing for incremental price increases instead of exponential ones. Plus, they’re chemically, physically, and optically the same as mined diamonds. Sounds like a gorgeous deal to us! 

Affordable

Prong-set, lab-grown diamond studs 0.50cttw in any shape for $650. 

Reaching

1.00 Carat Bezel Set Lab Grown Diamond Pendants in any shape for $1,650.

Splurge

3-carat, lab-grown diamond ring! Starting at $5,000.

Yoga Factory 

1901 West Street, Annapolis

1119 MD-3, Gambrills

The gift of yoga zen is truly a gift that keeps on giving. Our friends at Yoga Factory are offering private lessons. Lessons can be with any instructor, any yoga style (think Bikram, Hot Vinyasa, etc.,), or at either Crofton or Annapolis location. Focus on one skill or a few things, or make it a small group class with a few friends. You decide. Buy one private lesson for $125 or a 4-pack for $450.

X-Golf Annapolis

167 Jennifer Rd, Annapolis

For the golfer who doesn’t want to get rusty during the winter, the home of indoor golf is your best ally. Consider gifting a lesson with PGA Professionals to your golf-loving family or friends. You can also book a tee-time with the Golf Simulator, ranging from $45/hour to $60/per hour. FYI, it takes a golfer one hour on average to play 18 holes. Tee up a gift card here

Westfield Annapolis

2002 Annapolis Mall Rd, Annapolis

Here are two unique affordable gifts + lots of solid gift card ideas all in one place! PSA: gift cards are not only light to carry around the mall, but easy for the gift recipient to store.  

Affordable

  • Santapolis: A Magical Holiday Experience: Immerse yourself in Christmas magic and the ultimate photo experience with Santa. Located next to Crate & Barrel, reservations aren’t required but recommended. See hours and make your reservation. Reminder, relatives LIVE for pics of kids and the big guy (smiling or not). So, check out their photo packages too!

  • Paws at the Mall: What’s a surefire way to get on the nice list? Adopt an animal in need this holiday season. 

  • Claire’s: Every teenage girl’s dream for accessories and jewelry. 

  • H&M: Fast-fashion for the entire family. 

Reaching

  • Aldo: “I have too many shoes,” said no woman ever. Note, they also sell men’s shoes and accessories. 

  • Crate & Barrel: Whether they’re a hostess with the mostess or a homebody, this one-stop-shop will cover all their bases. 

  • Lululemon: Let’s face it. You can never have too many leisure-wear options.

  • The Container Store: Find homes for the smorgasbord of household items: toys (looking at you LEGOs and tiny Barbie accessories), clothes, holiday decorations, art supplies, magazines, you name it!

  • The North Face: An oldie, but a timeless goodie for fleeces, coats, and more for all ages. 

  • Zara: I’ve said it once. I’ll say it again. If it’s good enough for Kate Middleton, it’s good enough for me. 
    Splurge

  • Liljenquist & Beckstead Fine Jewelers: Never forget — diamonds are a girl’s best friend. For the big ballers, Rolexes don’t hurt either. 

  • Michael Kors: Watches, jewelry, and handbags that make a statement.

  • Pandora: Jewelry with a personal touch, including charms and engravable jewelry.

The Cotton Company

152 Main St, Annapolis

In October 2023, The Cotton Company joined the Downtown Annapolis retail scene. Part of  

LSL Brands, a Division of Lace Silhouettes Lingerie, Inc., Annapolis sister companies include The Pink Crab and Lace Silhouettes.

Affordable 

Yeti's Cups and Mugs, cost ranges from $25–$50+

Reaching

Patagonia Vest, costs $190

Truth Jacket, costs $125 

Splurge

Ralph Lauren Bag, costs $498

Annapolis Blues

Home games held at Navy-Marine Corps Memorial Stadium

550 Taylor Ave, Annapolis

Kick it with the Annapolis Blues next season and net these benefits:

  • Admission to all 2025 Home Games (Pre-Season, Regular Season, Friendlies, and Playoffs)

  • FREE Annapolis Blues Official Puma Jersey ($85 Value) and FREE Annapolis Soccer Commemorative Scarf ($25 Value). some text

    • Side note: Fans voted on the winning scarf and jersey designs, and they look amazing!

  • 10% discount for merch (Online and at Home Games)

  • Invitations to VIP events with the team and Happy Hour with team ownership 

  • Kids participate in Season Seat Holder Clinic with the team

  • 2 Guest tickets 

  • Special End of Year Gift – don’t mind if we do!

Score tickets for you and all the soccer fans in your life. 

Annapolis Symphony

Tickets to The Annapolis Symphony is such a creative gift that makes you look extremely cultured. Consider gifting tickets early for the Holiday Pops shows at Maryland Hall and Severna Park High School on December 13-14. Guest artist and singer Katherine Sanford Schrock will perform. I once heard Katherine sing “Ave Maria” at a wedding, and I promise you won’t want to miss her! Or, once all the dust settles from holiday festivities and schedules open up, check out shows in 2025. Many fantastic performances are lined up! See the full events and score (music score that is) your tickets. 

Darling Charters Annapolis

301 Fourth Street Pier 4 Marina, Annapolis

Speaking of creative gifts, a yachting experience with Darling Charters Annapolis on our historic Annapolis waterfront is certainly that. 

Affordable 

They offer gift cards in any amount of your choosing!

Reaching/Splurge

  • Morning Cruise for two hours: $700

  • Weekday Sunset Cruise for two-hours: $800

  • Annapolis Harbor Cruise for 2.5 hours: $875

  • *All 3 cruises are for up to six guests.

They also offer a two-hour Weekend Sunset Cruise on Friday to Sunday for $800.

Take a Custom Charter with up to six guests. Call 667-225-7184 to book. Cost is TBD.

Grocery Store Gift Cards 

Say what you want, but groceries aren’t cheap these days . . . Annapolis really is the best spot for grocery stores and a gift card to these spots will always produce smiles! This is an especially great gift for college students or young adults living in the wild for the first time! ‍

  • Graul’s Market: 607 Taylor Ave, Annapolis

  • Lidl: 2371 Solomons Island Rd, Annapolis

  • Whole Foods: 200 Harker Pl Ste 100, Annapolis

  • Trader Joe’s: 160 F, Jennifer Rd, Annapolis

  • Fresh Market: 2504 Solomons Island Rd, Annapolis

A Novel Idea

Dear booklovers — we didn’t forget you. Our Holiday Gift Guide for Booklovers has the best books by genre for everyone on your list (yes, everyone). Bookmark the link for easy access to recommendations from our favorite local bookstores: Old Fox Books & Coffeehouse, Park Books & LitCoLab, Wyrd Bookstore, and Wandering Words

Happy Shopping! Remember to pick one nice thing out for yourself while you’re at it. 😉

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