Christmas Markets Maryland 2025 Guide to the Best Holiday Fairs and Festive Events

21) St. Michaels Holiday Celebration in St. Michaels

Every December, St. Michaels, Maryland, turns into a hub for local Christmas traditions. The “Christmas in St. Michaels” weekend in 2025 runs from December 12 to 14.

You can catch the Talbot Street Parade and the Lighted Boat Parade, where floats and boats decked out in lights cruise through town. The Marketplace and Sweet Shoppe brim with holiday ornaments and homemade treats.

Families love Breakfast with Santa, and historic homes open up for tours, so you can check out festive decorations and get a feel for the area’s past. When you show up, you’re actually helping support local charities, which is a nice touch.

The event welcomes folks of all ages and really encourages community involvement.

Dates	Location	Times	Cost	Where to Stay	Website
December 12-14, 2025	St. Michaels, Maryland	Various	See event website for fees	Nearby hotels on Booking.com	Christmas in St. Michaels

22) La Plata Festival of the Trees

The La Plata Festival of the Trees brings together local businesses and community groups, each one decorating a Christmas tree in their own style. As you walk through, you’ll spot all sorts of themes and creative ideas—no two trees look the same.

Live music fills the venue as choirs and bands perform. The place stays lively, and you can enjoy classic holiday tunes while you browse.

Kids can hang out at Santa’s workshop, where they make crafts and meet Santa. The festival keeps younger visitors busy with hands-on activities.

Local vendors set up shop, selling handmade items, festive foods, and sweet treats. You get a chance to pick up gifts or just snack as you wander.

There’s a small fee to get in, and everything happens at the Charles County Fairgrounds, so it’s pretty easy to find.

Dates	Times	Address	Price	Where to Stay Nearby	Website
December 12-14, 2025	Fri: 4pm-8pm, Sat: 9am-8pm, Sun: 10am-3pm	8440 Fairgrounds Road, La Plata, MD	$5	La Plata hotels on Booking.com	Kris Kringle Christmas Market

23) Solomons Island Holiday Walk 2025

Every December, Solomons Island hosts its Holiday Walk outdoors. You can stroll down the main streets, which glow with decorations and twinkling lights.

The highlight for most people is the lighted boat parade along the Patuxent River. Families snap photos, and kids get a kick out of watching the boats glide by near the Calvert Marine Museum.

Local vendors sell handmade crafts, gifts, and seasonal snacks. Live music and small performances pop up through the night.

You’ll find hot food and drinks to help you warm up as you walk. Entry is free, and the market’s easy to reach.

Several hotels and accommodations are close by if you want to make a night of it. The event welcomes everyone, whether you’re young or just young at heart.

Dates	Address	Times	Cost	Where to Stay Nearby	Website
December 14, 2025	14200 Solomons Island Road, Solomons, MD 20688	6:00–9:00 p.m.	Free	Hotels near Solomons Island	Solomons Christmas Walk details

24) Denton Winter Market Fest

Denton’s Winter Market Fest invites you to enjoy holiday shopping and that classic small-town Maryland hospitality. Local makers set up along Main Street, selling hand-crafted items and seasonal goods, so you’ll have plenty of options for your gift list.

The decorations, music, and live entertainment create a cheerful backdrop for your evening stroll. The annual Christmas parade brings out colorful floats and community groups, giving the event a lively and genuine feel.

Denton’s strong community spirit really shines through here. As you walk the market, you can sample winter treats and maybe even make a new friend or two.

Families with kids seem to love it, since the activities are easy to join and welcoming. Whether you’re looking for gifts or just want a fun night out, Denton’s Winter Market Fest has you covered.

Event Details Table

Dates	Location	Time	Entry Fee	Where to Stay Nearby	Website
December 7, 2025	Denton Main Street, Denton, MD	5:00 pm – 8:30 pm	Free	Hotels near Denton, MD – Booking.com	Denton Holiday Market

25) Wilde Lake Town Center Holiday Market

You’ll find the Wilde Lake Town Center Holiday Market in Columbia, and honestly, it’s a friendly spot with a good vibe. The market runs all December, so you don’t have to rush.

Area artisans set up with handcrafted gifts and homemade foods. Local musicians play every day, and the market feels perfect for relaxed browsing.

It’s free to enter, and you can spend as much or as little time as you want. Whether you’re just passing through or planning to spend the afternoon, it’s a chill way to enjoy a winter day.

Event Details Table

Dates	Location	Time	Entry Fee	Where to Stay Nearby	Website
December 1-24, 2025	10451 Twin Rivers Rd, Columbia, MD 21044	10:00 am – 7:00 pm	Free	Hotels near Columbia, MD – Booking.com	Wilde Lake Village Center Holiday Market

26) Hyattsville Arts & Ales Festival

If you’re around Hyattsville in September, you should check out the Hyattsville Arts & Ales Festival. The Gateway Arts District turns into a busy hub for art, food, and music, with three city streets packed full of life.

More than 100 artists and artisans show off their work, so you can browse and buy original pieces. Maryland breweries pour local craft beers, and live music keeps the energy up.

Food trucks and vendors offer all kinds of eats, and if you want to try something else, Franklin’s Restaurant, Chez Dior, and Vigilante Coffee are all close by. You get the chance to meet artists, watch them work, and hear about what inspires them.

People come for unique paintings, sculptures, jewelry, and crafts, but it’s also just a really fun, casual atmosphere. The event’s outdoors, open to all ages, and it’s all about creativity and having a good time.

Dates	Location	Times	Admission	Nearby Stays	Event Website
September 21, 2025	Downtown Hyattsville	12:00 PM – 6:00 PM	Free	Hotels on Booking.com	Hyattsville Arts Festival Info

27) Bowie Holiday Craft Fair

The Bowie Holiday Craft Fair is a great place to find handcrafted gifts made by local talent. Held at the Bowie Senior Center, this annual event welcomes everyone and doesn’t charge admission.

You’ll find handmade jewelry, festive decorations, and personalized ornaments, all crafted by area artisans. The fair keeps things relaxed, so you can take your time at each table.

Chatting with the creators is half the fun, and you might pick up a few stories along with your gifts. Supporting local makers feels good, especially during the holidays.

You can meet others who love crafts and holiday traditions, too. If you need a place to stay, Booking.com has plenty of options nearby.

Date	Address	Time	Price	Nearby Lodging	Website
To be announced	15901 Fred Robinson Way, Bowie, MD	To be announced	Free	Hotels in Bowie	Bowie Holiday Craft Fair

28) North Beach Christmas Market

At the North Beach Christmas Market in Maryland, you get a holiday experience right by the Chesapeake Bay. Stroll along Bay Avenue while holiday lights glow overhead and friendly vendors fill the street with energy.

Locals love this market for its small-town vibe mixed with classic seasonal traditions. Local artisans set up shop to sell handmade gifts, winter treats, and warm drinks. Vendors change every year, so you never know what new finds might pop up.

Kids can jump into special activities, and Santa usually makes an appearance. Live music fills the air, and honestly, it just makes the whole evening feel festive.

When you shop here, you support local shops. You’ll meet community businesses and local artists while picking out gifts that aren’t like anything you’ll find at a big chain.

If you want to join the parade or enter a float, event organizers share the rules and applications online.

Here’s a quick table to help you plan:

Dates	Address	Times	Cost	Where to Stay Nearby	Website
Nov 29, 2025	9010 Chesapeake Avenue, North Beach, MD 20714	4–7 PM	Free	Nearby hotels on booking.com	North Beach Christmas Market event details

You’ll find a smooth, family-friendly event where celebrating the season and supporting local makers just feels right.

29) Chevy Chase Winter Holiday Market

If you want a true seasonal market, check out the Chevy Chase Winter Holiday Market in Montgomery County. The event pops up right in the center of Chevy Chase, and local vendors bring original crafts, handmade jewelry, and all sorts of festive goods.

People come for the unique gifts, but you can also grab tasty snacks and warm drinks from food stands scattered around. Holiday lights and simple decorations set the mood as you wander.

Maybe you’ll shop for gifts, or maybe you’ll just soak in the sights and flavors with your family or friends. The whole vibe is relaxed—no pressure, just holiday cheer.

The Chevy Chase Winter Holiday Market is easy to reach if you’re in Chevy Chase or even near DC. Organizers haven’t announced 2025 details yet, but this annual event keeps drawing both locals and visitors.

Here’s what you need to know:

Dates	Address	Times	Prices	Where to Stay Nearby	Website
To be announced for 2025	Chevy Chase Village, MD 20815	To be announced	To be announced	Nearby hotels on Booking.com	Chevy Chase Winter Holiday Market

You’ll find a laid-back holiday atmosphere, manageable crowds, and plenty of time to browse and snack at your own pace.

30) Westminster Festive Market Guide 2025

The Westminster Holiday Market in Carroll County is a relaxed, family-friendly spot to check out. Since it’s indoors, you can skip worrying about cold or wet weather and just enjoy shopping, walking, and soaking up the holiday spirit.

Local artisans and vendors bring handcrafted goods that make perfect gifts. You’ll see festive foods, unique finds, and plenty of holiday décor. Raffle tables give you chances to win prizes, and if you’ve got kids, meeting Santa is a highlight.

Families and visitors love the small-town charm and welcoming feel. Admission is free, and the market runs on several Saturdays in November and December, so you’ve got options.

Every week brings new vendors, so there’s always something different to discover. The Carroll County Ag Center has enough space for everyone—vendors, entertainment, and guests.

Here’s a handy summary for planning your visit:

Date	Time	Location Address	Price	Where to Stay Nearby	Website
Nov 2	8:00 am – 2:00 pm	1700 Smith Ave., Westminster, MD 21157	Free	Best Western Westminster Hotel	Carroll County Ag Center
Nov 9	8:00 am – 2:00 pm	1700 Smith Ave., Westminster, MD 21157	Free	Best Western Westminster Hotel	Carroll County Ag Center
Nov 16	8:00 am – 2:00 pm	1700 Smith Ave., Westminster, MD 21157	Free	Best Western Westminster Hotel	Carroll County Ag Center
Nov 23	8:00 am – 2:00 pm	1700 Smith Ave., Westminster, MD 21157	Free	Best Western Westminster Hotel	Carroll County Ag Center
Nov 30	8:00 am – 2:00 pm	1700 Smith Ave., Westminster, MD 21157	Free	Best Western Westminster Hotel	Carroll County Ag Center
Dec 7	8:00 am – 2:00 pm	1700 Smith Ave., Westminster, MD 21157	Free	Best Western Westminster Hotel	Carroll County Ag Center
Dec 14	8:00 am – 2:00 pm	1700 Smith Ave., Westminster, MD 21157	Free	Best Western Westminster Hotel	Carroll County Ag Center

Bring your family, grab a snack, and enjoy a few hours of local food, crafts, and seasonal fun.