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

31) Chesapeake City Winter Candlelight Walk 2025

Chesapeake City lights up for the Winter Candlelight Walk. This self-guided event lets you wander through decorated homes and historic buildings on the town’s charming streets.

Every year, locals and visitors come together for seasonal music and festive scenery. As you stroll, you’ll spot homes glowing with candlelight and filled with traditional decorations.

The event takes place December 14, 2025, from 6 to 9 PM. Tickets cost $15 in advance or $20 at the door. Franklin Hall at 98 Bohemia Avenue serves as the starting point.

During the walk, you can chat with friendly residents, catch live holiday music, and sample snacks that really fit the season. Chesapeake City has a few cozy places to stay, like the Inn at the Canal, or you can check booking sites for more options.

Parking is along the main streets, but it pays to show up early. For tickets and up-to-date details, check the Christmas Candlelight House Tour Facebook page.

Date	Time	Address	Price	Where to Stay	Website
December 14, 2025	6-9 PM	98 Bohemia Avenue, Chesapeake City, MD 21915	$15 advance, $20 event night	Hotels near Chesapeake City on booking.com	Christmas Candlelight House Tour Facebook page

32) Downtown Hyattsville Holiday Market

You’ll find the Downtown Hyattsville Holiday Market right in the middle of the city. People love the welcoming setting, which makes it a great winter outing with family or friends.

Stalls line the path, and local vendors bring handmade crafts, jewelry, and seasonal foods. You can snack on festive treats, browse for unique gifts, and catch live holiday music.

Decorations fill the space, and the holiday spirit feels easy to soak up as you explore. Live performances pop up throughout the day, so you might want to stick around.

Here’s what to know before you go:

Date	Hours	Address	Entry Fee	Where to Stay Nearby	Official Website
December 23, 2025	9:00 AM – 5:00 PM	5321 Ager Road, Hyattsville, MD	Free	Hotels in Hyattsville	Downtown Hyattsville Holiday Market

If you’re after a relaxed shopping trip, good food, and a family-friendly atmosphere, this market’s a solid pick.

33) Ocean City Winterfest of Lights

Ocean City’s Winterfest of Lights lets you see winter in a whole new way. Starting November 21 and running through December 31, 2025, you can stroll a half-mile path at Northside Park—millions of lights and moving displays light up the night.

The event runs Wednesday through Sunday, from 5:30 p.m. to 9:30 p.m. Between Christmas and New Year’s Eve, they open every night.

Animated scenes along the trail set a festive mood for everyone. Kids and adults can wander at their own pace.

If you’re bringing children, those 11 and under get in free. Guests 12 and older pay just $6.

You’ll spot a Winterfest gift shop serving up hot chocolate and treats. Santa greets visitors, and you can snap a photo to remember the night.

This gift shop is a fun spot to grab holiday souvenirs. Hotels are close by, and you’ll find plenty of options at Booking.com.

Here’s a quick table with the basics:

Dates	Address	Times	Prices	Where to Stay	Website
Nov 21 – Dec 31, 2025	200 125th Street, Ocean City, MD 21842	5:30 p.m. – 9:30 p.m.	$6 (12+), Free (11 and under)	Nearby hotels	Ocean City Winterfest of Lights

Pick a night and soak up the lights and holiday spirit whenever you like during the festival.

34) Takoma Park Alternative Gift Fair

Check out the Takoma Park Alternative Gift Fair if you want memorable holiday shopping with a twist. This event supports local charities and artists, giving you a chance to give back while finding something special.

Most gifts here are one-of-a-kind. Many are handmade, and some are actually charitable donations in your loved one’s name.

They hold the fair at Takoma Park Presbyterian Church. The vibe is friendly, and visitors of all ages wander through at their own pace.

Live music and a bake sale usually add to the fun. You’ll find gifts for friends and family while supporting causes that matter.

Admission is free, and you don’t have to register ahead. Bring your family or just browse solo.

If you want to stay nearby, you’ll find hotels on booking.com.

Event Details Table

Date	Time	Location	Cost	Where to Stay Nearby	Website
December 7, 2025	12–4 PM	310 Tulip Avenue, Takoma Park Presbyterian Church	Free	Hotels on booking.com	Alternative Gift Fair

35) Harbor East Holiday Street Market – Baltimore (2025)

You’ll find the Harbor East Holiday Street Market right in one of Baltimore’s most modern neighborhoods. The event glows with holiday lights, and the streets buzz with energy.

Local vendors set up booths packed with handmade crafts, gifts, and snacks. You can browse for original jewelry, festive décor, and tasty food.

Live music and entertainment fill the air, making the market feel extra festive. Families and groups wander the stalls, soaking up the holiday energy.

The market sits close to hotels and restaurants, so it’s easy to turn your visit into a full day or night out.

Here’s what you’ll need to plan:

Dates	Location	Times	Entry	Place to Stay Nearby	Website
TBD 2025	Harbor East, Baltimore, MD	TBD	Free	Pier 5 Hotel by Hilton	Harbor East Holiday Street Market

36) Old Annapolis Holiday Market

What to Know Before You Visit

At the Old Annapolis Holiday Market, you’ll wander among stalls run by more than 80 independent makers and food vendors. Handcrafted gifts, seasonal decorations, and festive treats are everywhere.

The event takes over the heart of historic Annapolis, so you get to enjoy the city’s unique architecture and waterfront views as you shop.

Holiday lights and decorations line the walkways. Local musicians and live performers keep things lively, and events like the Eastport Light Parade draw a crowd every year.

It’s a bustling, friendly spot for all ages—whether you’re on the hunt for gifts or just want to soak up the holiday vibe.

Here’s a quick table with the essentials for 2025:

Dates	Address	Open Hours	Admission	Where to Stay Nearby	Market Website
December 12-15, 2025	1 Dock Street, Annapolis	Thu 4pm–10pm, Fri-Sat 11am–9pm, Sun 11am–5pm	Free	Nearby hotels on Booking.com	Annapolis Holiday Market

37) Calvert County Festive Market

Calvert County Festive Market pops up every December at the county fairgrounds in Prince Frederick. Here, you’ll discover handmade gifts, holiday-themed crafts, and seasonal food from local vendors.

You can meet different artisans and check out holiday items you won’t spot in stores.

Admission is free, so bring the whole family without stressing about the budget. Kids can join in activities, and it’s a cozy way to spend a chilly day.

Many people sip warm drinks while they wander the decorated market grounds. The fairgrounds offer plenty of parking and are easy to reach from the main roads.

A visit here gives you a taste of Southern Maryland’s holiday traditions. Need a place to stay? Check out local hotels in Prince Frederick on Booking.com.

Event Information Table

Dates	Times	Address	Cost	Nearby Hotels	Official Website
Dec 6-7, 2025	Dec 6 (9am–8pm), Dec 7 (10am–4pm)	Calvert County Fairgrounds, 140 Calvert Fair Dr, Prince Frederick, MD	Free Admission	Prince Frederick Hotels	Calvert County Christmas Market

38) Greenbelt Festival of Lights

You’ll find the Greenbelt Festival of Lights right in the center of Greenbelt, Maryland. Artists, craft makers, and authors from the area and nearby cities show off their creations.

The event is known for its wide selection of handmade goods, paintings, unique crafts, and books you just won’t see elsewhere.

They hold the festival at the Greenbelt Community Center, which gives things a small-town vibe. You can join free craft activities and catch live shows on stage.

A special tree lighting celebration happens Friday night. The event brings a full holiday experience.

This year, the festival runs December 6 and 7, 2025, at 15 Crescent Road. Saturday hours are 10 a.m. to 5 p.m., and Sunday is 10 a.m. to 4 p.m.

Entry is free for everyone.

Dates	Times	Address	Cost	Where to Stay Nearby	Event Website
Dec 6-7, 2025	Sat 10am-5pm, Sun 10am-4pm	15 Crescent Road, Greenbelt, MD 20770	Free	Greenbelt Hotels	Greenbelt Juried Art and Craft Fair

Explore crafts, chat with the artists, and jump into the festive fun. The Greenbelt Festival of Lights is a family-friendly tradition that’s worth checking out.

39) Baltimore Winter Arts and Crafts Festival

You can head to the Baltimore Winter Arts and Crafts Festival at the Baltimore Convention Center. Artists from around the country bring handmade goods—crafted jewelry, home décor, and unique finds you won’t spot in stores.

Food stalls and live music make the experience even better. You can join hands-on workshops if you want to try making something yourself.

Kids have their own activities, so families feel welcome. If you’re searching for holiday gifts, you’ll find plenty of options.

Many people use this chance to support independent artists or pick up something special for friends and family. The festival is lively, and you can browse at your own pace.

Here are the details:

Dates	Address	Times	Prices	Where to Stay Nearby	Website
December 1-3, 2025	Baltimore Convention Center, Baltimore, MD	10AM – 7PM	$15 for adults, $5 for kids	Baltimore hotels on Booking.com	Baltimore Art & Craft Winter Festival

If you want tickets or a hotel room, plan ahead—this festival gets pretty popular every year.

40) Chestertown Dickens Holiday Festival

What to Expect at the Event

Every December, Chestertown, Maryland turns into a Victorian holiday postcard. The annual Dickens holiday festival brings the downtown streets to life, with historic buildings as the backdrop. You’ll wander the main roads, bumping into carolers and street performers dressed in their best period costumes.

Food vendors set up shop, serving up seasonal treats like hot cocoa and other sweets. Kids get to dive into holiday craft workshops and simple games all day long.

The festival welcomes both families and anyone craving an authentic holiday vibe. Local shops offer unique gifts, so you’ll have plenty of chances to find something special.

A lot of visitors show up in Victorian outfits, adding to the festive mood. The whole scene feels warm and surprisingly true to the era.

Here’s a quick table with the details you’ll want:

Dates	Address	Hours	Price	Where to Stay Nearby	Website
December 5–7, 2025	Downtown Chestertown, MD	5 PM – 9 PM	Free	Hotels in Chestertown	Main Street Chestertown Dickens Festival

Victorian traditions and local charm really make this festival stand out for winter visitors.