HERE. a pop-up shop
6 Fleet Street, Annapolis 

HERE. a pop-up shop's holiday "Sleigh Bells Ring" is open daily from 10 AM to 6 PM through December 21. With 70+ local artists and makers, they have something for everyone on your list, in every price point. ‍

Affordable 

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

Sweet & Spicy Treats: From gourmet marshmallows to the truffle bar, to a variety of hot sauces and of course CAnE mixers (especially Cranberry Fizz with edible glitter), consumable gifts are always a good idea. They also make the perfect hostess gift. Pair with a memorable Tea Towel for bonus points.

Reaching 

Give the gift of art. HERE. has so many gorgeous prints, highlighting iconic images of Annapolis and Maryland. When in doubt, jewelry is a good idea! Ask any woman to confirm. 

Splurge 

Vintage Map Doors: Chesapeake maps framed on vintage doors and windows are an instant conversation starter with guests. Pro tip: Buy one that highlights the river they live by.

Hand Burned Hats: Guaranteed compliments when worn and disbelief that fire was used to create it. Buy it for the stylish pyro in your life. 🔥

Check their events calendar for extended hours and events like the Plaid Friday celebration with giveaways (11/28), Midnight Madness (12/4, 12/11, and 12/18), book signings, and so much more. 

Kim Hovell
151 Main St, Annapolis

Nothing says classic Annapolis gifts more than nautical art or décor from the talented Kim Hovell, whose work is also at HERE. a pop-up shop.

Affordable 

Acacia Wood Collection: Serve in coastal style with Kim's collection of acacia wood products. Each piece elevates entertaining, serving as a sophisticated backdrop for Kim’s original, signature artwork. $68 and under.  

Reaching

Gulf Cluster Sherpa Blanket: The perfect go-to premium quality blanket for sitting by the fire and sipping your favorite beverage. Ahh, sweet serenity. $68.  

Splurge

30x24 Embellished 'Saltwater Pearl' Print: Kim hand-paints over key details of this high-definition print, adding texture and depth that makes for a one-of-a-kind statement piece. The perfect gift for any coastal art lover. $950.

All Kim Hovell photos by Gillian Dwyer.

Don’t miss Kim Hovell’s upcoming specials:

  • Pink Friday (November 21): Support small, local businesses before Black Friday. Enjoy 10% off your entire purchase (excludes artwork), plus a complimentary holiday 3-wick candle with purchases over $200. 

  • Black Friday Weekend (November 28-December 1): Score 15% off all items (excludes artwork).

  • Midnight Madness: Visit them December 4, 11, and 18 to shop local artwork and curated holiday gifts in DTA.

Yoga Factory
1901 West Street, Annapolis
1460 Ritchie Hwy Suite 205, Arnold
1119 MD-3, Gambrills

Yoga Factory is worth stretching your gift budget, but you just might not have to. They also fall under the “I deserve a gift for me” this holiday season. With 100+ weekly classes in 10+ styles, there’s a flow for every skill level and mood. Kudos to Yoga Factory for offering Kids Club, Monday-Friday, so parents can easily practice. 

Affordable 

New student first month membership, $39.

Reaching 

Move closer to pro-yogi status with a private session, $125.

Splurge

You’ll definitely have a “watch this move” with a 4-pack of private sessions, $450.

Murthy Facial Plastic Surgery
2635 Riva Rd Suite 102, Annapolis

For the person in your life who keeps raving about Red Light Therapy (RLT) because they’re amped on the potential health benefits. Murthy Facial Plastic Surgery is our recommendation for RLT, self-care, and more.

Affordable

Gift certificate for any amount towards skincare products or treatments. 

Reaching

 Medical-grade skin care products, $35 – $180.

Splurge  

Facial treatment such as the Anti-Age Facial with Red Light Therapy ($150-$275).

Wyrd Bookstore
135 Mitchells Chance Rd, Edgewater

Excuse me while I put on my bookworm hat and daydream of all the books and gift packages. 

Affordable

Books ($20-$30) or gift cards ($10+): The Wyrd shelves feature new and used books, offering a variety of options at every price point. You’ll find fantastic staff recommendations, customer favorites, handpicked book club picks, and friendly staff to help you choose the right read. Still undecided? A gift card will let your gift recipient pick out their next incredible book.

Reaching

Perfect pairings ($45+): Pair a new hardcover book and reading journal, a cookbook and food memoir, a tea for one teapot set and the latest cozy mystery. Or, look for beautiful deluxe editions of popular recent titles and favorite series collected in signature box sets. The options are endless.

Splurge

Wyrd Custom Cratefuls ($60+): Wyrd's signature gift item: a one-of-a-kind gift basket tailored to that special someone on your list. Start with a book or two, and build from there. Choices include journals, candles, mugs, tea, bookmarks, dried flowers, and other delightful options.

Little Treasury Jewelers 
2506 New Market Ln, Gambrills

This holiday season, make Little Treasury Jewelers a destination for meaningful gifts.

Affordable

For her: Shine bright while spending less with the inexpensive lab grown diamond stud collection. From subtle 0.25ct ($99) and 0.5ct ($199) to statement 1ct ($399).
For him: Elevate his wrist game with a watch that stands out in both style and performance with The G-Shock 2100 Series Quartz ($145). 

Reaching

For her: Discover their FOPE Souls rings in wintery shades with symbolic meanings, each set with a single precious stone ($1,690 - $2,760).
For him: LONGINES celebrates the season with timeless craftsmanship and elegance ($2,400).  

Splurge

For her: The ultimate holiday splurge: the Roberto Coin Yellow Gold & Diamond Classic Necklace ($21,950). 
For him: Time to celebrate. The 41mm Seamaster in stainless steel. With a glossy lacquered black dial. Powered by a Co-Axial Master Chronometer caliber ($7,400).  

The Cottage
149 Main Street, Annapolis
562B Ritchie Hwy., Severna Park

Affordable 

Nora Fleming: Bold statement, but true — Nora Fleming’s interchangeable minis and serving pieces make me feel like Martha Stewart (and I’m far from it). I can’t wait to show off my Christmas tree topper this season. These make the perfect gift for any hostess or entertainer. Each piece makes gatherings feel a little more special ($15-$65). 

Reaching

enewton Jewelry: The Cottage’s hottest gift item this holiday season. They carry one of the largest selections in the area, with a beautiful variety of pieces in a wide range of price points. They’re meaningful, stackable, and truly “never-take-off” favorites that become part of your everyday story ($13-$150).

Splurge 

Brackish Jewelry: The unforgettable Brackish pieces are handcrafted in Charleston, SC from real feathers. The Cottage carries a stunning collection of jewelry for her and their iconic feather bowties for him — the perfect his-and-her statement pieces for holiday soirées and special celebrations ($99.99-$229.99). 


🗓️ Pink Friday (11/21): Both Cottage locations will offer special perks like double rewards points (earn $20 for every $150 spent), storewide sales, sips and sweets, and new arrivals in gifts, clothing, jewelry, and home décor. 

Annapolis Mall

2002 Annapolis Mall Rd, Annapolis

There’s no shortage of holiday magic or new beginnings at the Annapolis Mall. Hit the new stores, including:

  • Talbots: Timeless classics and modern must-have clothes across from The Container Store.

  • Swarovski: Iconic crystal jewelry brand near Zara.

  • Rumi Life: Gifts, home accents, and accessories across from Under Armour.

Santapolis: A Magical Holiday Experience: Santa photos are a kid’s holiday rite of passage and always fun to look back on. Enjoy hands-on kids’ activities and interactive holiday fun before your visit with Santa himself. Walk-ins welcome. Plan your visit.

Systems by Susie Professional Organizing

Services Anne Arundel County

File this under gifts that spark JOY. Systems by Susie transforms chaos into calm through thoughtful systems that make daily life easier. From pantries and playrooms to paperwork and storage. Their team of professional organizers blends efficiency with warmth, helping families create spaces that feel functional, peaceful, and beautiful. 

Affordable

The Starter Session or Declutter Day: Choose a 60-minute consultation ($150), or a $500 hands-on declutter session to help someone start their home organization journey. In just a few hours, Susie’s team will edit, organize, and create a system that lasts, leaving the lucky gift recipient breathing easier and smiling every time they open the door.

Reaching

The Refresh Membership: For the friend who loves a tidy home but struggles to maintain it, this quarterly membership keeps every season under control. Ten organizing hours each quarter (two pros for five hours) mean closets switched, décor stored, and systems reset before clutter creeps back in. Members lock in discounted hourly rates, enjoy quarterly surprises, and get priority scheduling all year.

Splurge 

The Transform Membership: With twenty hours of professional organizing each quarter (four organizers for five hours), this plan is ideal for kitchens, offices, or multiple-room projects that deserve a complete overhaul. My families’ playroom would fall under that category . . . Clients receive deeper discounts, exclusive perks, and the peace of mind that every space — from the junk drawer to the primary closet — has a system that works.

X-Golf Annapolis
167 Jennifer Rd, Annapolis

For the golfer who refuses to let their swing go south this winter, the home of indoor golf is a hole-in-one gift. Treat your favorite player to a lesson with PGA pros or drive them happy with a golf simulator session ($45–$65/hour). On average, it’s 18 holes in an hour. You could also chip in with a gift card.

Bay Ridge Wine & Spirits
111 Hillsmere Dr, Annapolis

The Happy Snowman Wine Advent Calendar: What better way to countdown to Christmas than with a Wine Advent Calendar? At just 187mL, you can feel less guilty imbibing on one of the 24 bottles in 12 wine varieties, ranging from Cabernet Sauvignon, Chardonnay, Rosé, Sauvignon Blanc, and more! $74.99

Annapolis Symphony
801 Chase Street, Suite 204, Annapolis

I don’t know who needs to hear this, but the The Annapolis Symphony is any man’s ticket to a great date. You can impress anyone with your passion for culture and music. See the event schedule and grab tickets.

Restaurant Gift Cards 

Just because you’re rushed or don’t feel like wrapping an oddly shaped gift doesn’t mean you can’t still deliver like Kris Kringle. How? A gift card from one of these Scoop-approved restaurants. 

The Choptank
110 Compromise St, Annapolis

Don’t get Ryan started on their burger (he thinks it’s the best). We call it “the place to see or be seen.” From November 28-December 31, receive a $25 bonus eGift card for every $100 eGift purchased. Buy online

Carrol's Creek Cafe
410 Severn Avenue, Annapolis

Choosing Carrol’s Creek is an easy decision unlike deciding what to order. My standby is the Rockfish but everything else always looks just as good. It’s a real conundrum. 

Black Friday Gift Card Sale: On November 28-December 1, purchase $100 worth of gift cards and receive a $40 holiday bonus card. Details.

Blackwall Hitch
400 Sixth Street, Annapolis

ICYMI, Blackwall Hitch recently got a nautical makeover — think anchor mural in honor of the USNA, blue accents, and a sleek new bar for Navy game days. The refreshed menu pays tribute to Chesapeake traditions with seasonal, locally inspired dishes.

Now until Christmas Eve (fitting deadline, right?), you can take advantage of these eGift Card deals

  • Spend $100 to get an additional $25 eGift Card

  • Spend $150 to get an additional $50 eGift Card

  • Spend $250 to get an additional $75 eGift Card

*Gift cards must be used between this timeframe: January 1–March 1, 2026.

Boatyard Bar & Grill
400 Fourth St, Annapolis

You can’t go wrong with a gift card at the place where Southern Living Magazine claims, “the best crab cake you’ll ever eat.” The family-friendly restaurant has something for everyone on their menu.

Bonus gift idea: Ship Boatyard crab cakes, soups, and crab dip anywhere in the U.S. Talk about a coveted gift for out-of-town relatives. Prices range from $114.95 - $259.95 with free shipping. Order online. First-time orderers get $20 off.

Latitude 38°
12 Dock Street, Annapolis

Another stellar waterfront dinning view of Ego Alley. Mark your calendars for these two deals:

  • Get 50% off eGift cards on 11/29, 12/5, 12/12, and 12/19. Use coupon code GC50

  • Get 20% off eGift cards 11/30-12/24 with coupon code GC20

Reader Recs

I say it often, but we truly have the best and most engaged readers. We’re adding selfless to the list because these massage recs will inevitably make it harder for said readers to book appointments at their go-to spots. Here were the two most touted places. 

  • Even Keel Wellness Spa: “Alesha gives the best massages in Annapolis!” Another reader recommended their facials, too. 

  • New Leaf Massage: Tara Morrin was highly regarded for her masseuse skills. 

Graze by the Bay

A reader also introduced us to the Annapolis-based Graze by the Bay. They sell fresh, high-quality meats, cheeses, and accompaniments carefully sourced for exceptional taste.

“Maria’s gorgeous arrangements of charcuterie are so pretty, no one wanted to take the first bite,” said Dawn Madak. “Once they did, it was gone shortly afterwards.” 

Most orders are limited to a 20-mile radius from the Annapolis area. Place an order.

Abby Adams Boutique
121 Main Street, Annapolis

Like our readers, we’re jazzed about Abby Adams Boutique — an Indiana-based women’s clothing and jewelry boutique — joining the Downtown Annapolis scene. Abby Adams, which is owned by a Gold Star family, has four locations in the Hoosier State, focusing on women’s and kids’ clothing, home items, and jewelry. The Main Street shop has beautiful clothes and plenty of great gifts. 

Kate Slayton Lettering
Annapolis-based

There’s something about a custom gift that screams thoughtfulness. From stocking tags to Santa treat boards and beyond — KSL covers the details that capture the spirit of a cozy holiday. Her personalized ornaments, like this one below, are my favorite. If you want a surefire way to make any woman in your life cry, just have their favorite seasonal handwritten recipe engraved on a board. 

Check out the KSL Christmas collection.

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