Magical Christmas Markets in Delaware for 2025: Can’t-Miss Festive Events and Holiday Wonderland Spots!

51) Newport’s Annual Holiday Open House

Step inside the historic 1739 Colony House for Newport’s Annual Holiday Open House. This event brings together the area’s history and the festive spirit of the season.

You’ll notice the effort that goes into decorating the building, making it feel inviting for visitors of any age.

The Museum of Newport History sets up a pop-up shop for one day. You can browse gifts that highlight local heritage and the work of skilled artisans.

Many items feature regional designs or historic touches, which makes them meaningful for holiday shopping.

Admission is free, though donations are appreciated. The two-hour event gives you time to explore, shop, and spend a little time with friends or family in a friendly community setting.

Event Details Table

Date	Time	Location	Cost	Lodging Nearby	Event Website
December 1, 2025	4 PM – 6 PM	10 East 10th Street, Wilmington	Free (donations welcome)	Booking.com Wilmington Hotels	Christmas Markets Delaware 2025

52) Dagsboro Holiday Parade

Celebrate a festive December night at the Dagsboro Holiday Parade. Local families gather as colorful floats, school bands, and classic fire trucks roll down Main Street.

Santa Claus greets children along the route, bringing the holiday spirit to life.

This year, Miss Delaware 2023, Emily Beale, leads the parade as Grand Marshal. She’s a familiar face in the community.

The parade starts at Indian River High School and makes its way through downtown Dagsboro. People show up early to snag a good spot.

Everyone can attend for free. The friendly atmosphere makes it easy to chat with locals and other visitors while you watch the parade go by.

Neighbors and friends come together, and the sense of community really shines.

Date	Address	Time	Price	Where to Stay Nearby	Website
December 10, 2025	Indian River High School, Dagsboro, DE 19939	7:00 PM	Free Admission	Hotels near Dagsboro on Booking.com	Dagsboro Christmas Parade information

53) Holiday Wine Pairing Dinner at Harvest Ridge Winery 2025

Join the annual Holiday Wine Pairing Dinner at Harvest Ridge Winery for a truly unique night out. The event happens right on the Mason-Dixon line, so you get to share a meal in both Delaware and Maryland at the same time.

The winery sets a warm scene with festive decorations and a rustic tasting room.

You’ll taste a series of holiday-themed dishes paired with wines chosen just for the occasion. Each course matches a featured wine from their collection, blending traditional flavors with new seasonal favorites.

Guests can stroll through the winter vineyards and check out the holiday lights around the property.

The event room fills up with people looking for a special evening. It’s a nice way to celebrate with a partner or friend—or just treat yourself.

You’ll need a reservation because seating is limited.

If you’re staying overnight, booking.com lists options for Marydel and Dover. Both are a short drive from the winery and offer a range of comfort and price.

Here’s what you need to know:

Dates	December 15, 2025
Times	6:00 PM – 9:00 PM
Address	447 Westville Rd, Marydel, DE 19964
Price	$75 per person
Where to stay	Marydel and Dover hotels – Booking.com
Website	Holiday Wine Pairing Dinner at Harvest Ridge Winery

54) Frozen Farmer Holiday Festival 2025

The Frozen Farmer Holiday Festival brings a small-town celebration with a relaxed, welcoming feel. The farm lights up with decorations, and the air smells like sweet treats and hot cocoa.

Artisan vendors set up shop with handmade gifts you won’t find at big stores. As you browse, live Christmas music and seasonal entertainment fill the space.

Kids can decorate cookies, make crafts, or visit Santa. There’s plenty for them to do.

A lot of visitors look forward to trying the holiday ice cream flavors made by the Frozen Farmer. These flavors only come out for the festival.

The pace is easygoing, so you can spend quality time with family or friends without any rush.

Here are the basics for planning your trip. If you’re coming from out of town, you’ll find nearby accommodations.

Dates	Address	Times	Cost	Where to Stay Nearby	Website
December 1 – 3, 2025	9843 Seashore Highway, Bridgeville, DE	5 PM – 9 PM	Free Admission	Hotels in Bridgeville	Frozen Farmer Christmas Fest Info

55) Selbyville Christmas Market

You’ll find the Selbyville Christmas Market at the Selbyville Town Center each December. Lively booths line the area with handmade crafts and unique holiday gifts.

The event draws people from nearby towns, making it feel like a community gathering.

There’s ice skating, stage shows, and plenty of traditional snacks. Kids and adults both seem to find something fun, whether it’s trying food stalls or catching a performance.

Admission is free, so you can wander and explore without worrying about cost.

If you’re staying overnight, check out hotels in Selbyville. The market runs almost the whole month, right up to Christmas Eve.

For the latest info, head to the official Selbyville Christmas Market page.

Dates	Address	Times	Prices	Where to Stay	Website
December 1–24, 2025	Selbyville Town Center	10:00 AM – 6:00 PM	Free Admission	Hotels in Selbyville	Selbyville Christmas Market

56) Heirloom Seasonal Bistro Holiday Meal

Essential Information

Heirloom in Lewes, Delaware, brings a festive vibe with thoughtfully designed meals made from local ingredients.

You’ll eat in a cozy, decorated spot that feels just right for families or groups. The menu changes with the season.

Pan-seared scallops and steak really stand out—they’re delicious. Fresh bread and fruit butter show up at the table, adding a little something special.

Seafood gets lots of attention here; visitors rave about the salmon. The staff always seem on top of things, making the whole experience more comfortable.

People often pick Heirloom for group gatherings and holiday celebrations.

Thinking about checking it out? Here’s what you need to know:

Dates (Holiday Dinner)	Address	Hours	Cost	Where to Stay Nearby	Website
November 17, 2025 – January 7, 2026	212 Savannah Rd, Lewes, DE 19958	Daily, 5:00 PM – 10:00 PM	Prices vary; see restaurant’s website	The Inn at Canal Square (booking.com)	Heirloom official site

You’ll get a relaxed setting and food that feels made for the holidays.

It’s smart to book ahead—this place gets busy during the season.

57) Camden Holiday Craft Show

Show Information

When you head to the Camden Holiday Craft Show, you’ll spot all kinds of handmade goods.

Local artisans bring out jewelry, ornaments, decorations, and homemade treats. Many vendors love sharing stories behind their crafts, which gives shopping a personal feel.

The show happens at Fifer’s Orchards in Camden-Wyoming, Delaware.

Strolling through the stands, you’ll catch the scent of pine and maybe nibble on a seasonal snack. Sip hot cocoa as you browse; it keeps things cozy if the weather’s chilly.

Exhibitors offer help with gift ideas. Most things here are one-of-a-kind—you won’t see them in big stores.

Looking for a gift or just something fun for yourself? This is a great spot to browse.

When you buy here, you support independent businesses.

A lot of people come back every year, searching for new finds and enjoying a community tradition. The vibe is relaxed, and you won’t have to fight through crowds.

Here’s a quick guide for planning:

Dates	Address	Time	Entry Fee	Convenient Places to Stay	Website
June 1 – 29, 2025	Fifer’s Orchards, Camden-Wyoming, DE	10:00 AM – 3:00 PM	Free	Nearby Hotels via Booking.com	Fifer’s Orchards

58) Festive Fridays at Smyrna Opera House

What to Expect at These Friday Evenings

Every Friday night before Christmas, you can join the Smyrna community for holiday shows at the Opera House.

This building has stood since 1870, and it still feels old-fashioned inside. You’ll catch everything from band concerts to comedy acts, with something different each week.

The goal is simple: easy, family-friendly fun to kick off the weekend.

Take in the restored woodwork and original details while you’re there.

It’s a comfortable spot to get close to the action. The place just works for relaxing with friends or neighbors and soaking up stories and music for the season.

Tickets don’t last long, so planning ahead matters if you want a certain show.

Locals say seats fill up fast, especially closer to Christmas. If you’re in town for the holidays, it’s a low-key way to join a local tradition and see how Smyrna celebrates.

Schedule, Venue, and Visitor Information

Dates	Address	Times	Cost per Ticket	Where to Stay Nearby	Venue Website
Every Friday before Christmas	7 W South St, Smyrna, DE 19977	7:00 PM – 9:00 PM	$20 – $50	see options near Smyrna Opera House	Smyrna Opera House events

59) Harrington Holiday Tree Lighting Ceremony

Harrington’s annual tree lighting draws a big crowd every year.

Downtown fills up with people enjoying the lights, music, and activities for all ages. Live entertainment keeps things lively.

Families gather to watch the tree light up together.

Santa usually shows up, which is always a hit with the kids.

Vendors sell hot drinks like cocoa and coffee, perfect for staying warm.

Organizers put together a light show and set up the tree with thousands of bulbs.

Bring your camera—there are plenty of photo ops with Santa or the decorated tree.

The event’s free, so anyone can join in.

Date	Location	Time	Entry Fee	Where to Stay Nearby	Event Website
December 5, 2025	Downtown Harrington	6:00 PM	Free	Hotels in Harrington	Christmas Tree Lighting in Harrington

60) Milford Museum’s Holiday Celebration 2025

You can discover local history and winter traditions at the Milford Museum throughout December.

Lights and holiday displays fill the building, setting a cheerful mood.

As you walk through, you’ll find exhibits on Milford’s past, seasonal customs, and the stories that built the town.

Families can jump into holiday crafts or listen to storytelling sessions.

Every visit gives you hands-on fun and a peek into the community’s culture.

The museum feels welcoming, so it’s easy to enjoy both the learning and the festive decorations.

If you want a break from the crowds, the quiet location makes for a peaceful afternoon.

Entry is free, which is always a plus.

Here’s what you’ll need to plan your stop:

Dates	Address	Times	Prices	Where to Stay Nearby	Website
December 1-31, 2025	121 S Walnut St, Milford, DE	10:00 AM – 4:00 PM	Free	Nearby Milford hotels	Milford Museum