5 Magical Christmas Towns in Oregon to Visit in 2025 – Best Things To Do

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Oregon transforms into a winter wonderland during the holiday season, with charming towns that come alive with festive cheer. From dazzling light displays to Christmas markets, cozy lodging, and scenic train rides, these Christmas towns in Oregon are must-visit destinations for holiday enthusiasts.

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Christmas Towns in Oregon โ€“ Things To Do in Oregon for Christmas

Hereโ€™s a guide to magical Christmas towns in Oregon (things to do in Oregon for Christmas), complete with festive activities, top attractions, overnight stay recommendations, and essential tips to make your visit unforgettable.

Ashland โ€“ Christmas in Oregon

Ashland is famous for its vibrant arts scene but becomes a festive paradise during the holiday season. The townโ€™s historic downtown is decked with thousands of twinkling lights, creating a fairytale-like ambiance. Surrounded by snow-dusted mountains, Ashland provides the perfect winter backdrop for holiday celebrations.

Festive Things to Do:

  • Ashland Festival of Light: Witness the grand display with over a million twinkling lights illuminating the streets and shops. The ceremonial lighting occurs on the day after Thanksgiving, with a parade and live music.
  • Visit Lithia Park: Stroll through this scenic snow-covered park, where nature and holiday magic blend beautifully.
  • Holiday Shopping in Downtown Ashland: Browse local artisan gifts, unique crafts, and handmade decorations in boutique shops.

Tours & Attractions:

  • Oregon Shakespeare Festival Holiday Shows: Enjoy Christmas-themed performances that bring holiday stories to life on stage.
  • Ashlandโ€™s Christmas Train Ride: Take a scenic train journey that showcases beautiful snow-covered scenery and holiday cheer.

Overnight Stay โ€“ Ashland Springs Hotel: A charming historic hotel in downtown Ashland with elegant holiday decor, warm ambiance, and easy access to the Festival of Light.

Useful Tips:

  • Book your stay in advance, especially during the Festival of Light weekend.
  • Pack warm clothing as Ashland can get quite chilly during winter nights.

You may also like to read๐Ÿ‘‰๐Ÿผ: 6 Magical Christmas Towns in Florida To Visit in 2025 โ€“ Florida Christmas Vacation

Leavenworth, Oregon (Not to be confused with Leavenworth, WA)

While Leavenworth, WA is widely known for its Bavarian Christmas charm, Oregonโ€™s version of Leavenworth also brings plenty of small-town holiday magic. This picturesque town surrounded by evergreens and mountain peaks is known for its cozy, homey feel during the festive season.

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Festive Things to Do:

  • Tree Lighting Ceremony: See the townโ€™s main Christmas tree lit up in splendor, with a community gathering for carol singing and hot chocolate.
  • Horse-Drawn Sleigh Rides: Glide through snowy meadows on a magical sleigh ride โ€” a classic holiday activity for families.
  • Local Holiday Markets: Pick up local treats, handmade crafts, and one-of-a-kind Christmas gifts from local artisans.

Tours & Attractions:

  • Scenic Christmas Train: Experience a scenic train journey through the snowy woodlands. The magical ride includes festive treats and holiday music.
  • Holiday Wine Tasting: Visit nearby wineries to sip on local wines paired with holiday treats.

Overnight Stay โ€“ Leavenworth Village Inn: A cozy, woodsy stay with charming alpine vibes and holiday decor throughout.

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Useful Tips:

  • Plan if you want to book a horse-drawn sleigh ride, as spots fill up fast.
  • Wear waterproof boots since the snow can be deep, especially after a fresh snowfall.

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Bend

Bend is already a year-round adventure destination but becomes a magical wonderland at Christmas. Surrounded by snowy peaks, Bend is perfect for outdoor adventure and holiday festivities.

Festive Things to Do:

  • Christmas Lights at Drake Park: See the stunning light display around Mirror Pond, where thousands of lights reflect off the water, creating a dreamy view.
  • Bend Christmas Parade: Enjoy the holiday-themed floats, music, and cheerful atmosphere at Bendโ€™s annual Christmas parade.
  • Mount Bachelor Snow Activities: Spend the day skiing, snowboarding, or sledding down the snowy slopes of Mount Bachelor.

Tours & Attractions:

  • Bend Ale Trail Holiday Edition: Visit the breweries on this famous beer trail serving holiday-themed seasonal brews.
  • Santa Sightings: Catch Santa at various town locations for photo opportunities and holiday cheer.

Overnight Stay โ€“ The Oxford Hotel Bend: A stylish boutique hotel in downtown Bend with cozy holiday vibes and luxurious amenities.

Useful Tips:

  • Check the weather before hitting Mount Bachelor for skiing or snowboarding.
  • If you plan to explore the Bend Ale Trail, have a designated driver or book a brewery tour with transportation included.

McMinnville, Oregon

Known for its charming Main Street, wineries, and cozy vibe, McMinnville embraces the Christmas spirit with holiday lights, boutique shopping, and festive events. This town in Oregonโ€™s wine country has a relaxed, warm feel that is perfect for a slow-paced holiday escape.

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Festive Things to Do:

  • Third Street Light Display: Take an evening stroll down the iconic Third Street, which is illuminated with beautiful light displays and decorated storefronts.
  • Holiday Wine Tours: Embark on a wine-tasting journey at local wineries hosting holiday-themed tastings and Christmas-themed decor.
  • Santa at Third Street: Visit Santa Claus for photos and meet-and-greet sessions in the heart of town.

Tours & Attractions:

  • Evergreen Aviation & Space Museum: Visit this unique museum, where youโ€™ll find holiday displays and the opportunity to see historic aircraft decorated for Christmas.
  • Wine & Dine Christmas Tours: Enjoy curated holiday wine tours at McMinnvilleโ€™s most famous wineries, paired with holiday feasts.

Overnight Stay โ€“ Atticus Hotel: A boutique hotel right on Third Street with cozy decor, fireplaces, and Christmas-themed decor.

Useful Tips:

  • Reserve holiday wine tours in advance since winery spots fill up quickly.
  • If you love wine, consider buying a holiday-themed wine gift set from a local vineyard.

Hood River, Oregon

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This scenic town along the Columbia River Gorge is a haven for outdoor enthusiasts, but it also comes alive with holiday spirit. With snow-covered mountains in the distance and twinkling lights decorating the town, Hood River feels like a real-life Christmas card.

Festive Things to Do:

  • Hood River Christmas Train: Climb aboard the Mount Hood Railroadโ€™s Christmas Train, complete with hot cocoa, Christmas music, and a visit from Santa.
  • Hood River Parade of Lights: See the magical parade featuring illuminated floats, performers, and Santa himself.
  • Fruit Loop Holiday Market: This local market sells handmade gifts, fresh produce, and holiday-themed treats.

Tours & Attractions:

  • Mount Hood Adventure Tours: Experience holiday snowshoeing and sledding tours through the forests surrounding Hood River.
  • Holiday Orchard Tours: Tour fruit orchards covered in snow, where you can purchase seasonal jams, cider, and holiday gifts.

Overnight Stayโ€”Hood River Hotel: Located in the heart of town, this historic hotel is full of holiday charm. It is easy to access downtown and Christmas events.

Useful Tips:

  • Book your Mount Hood Christmas Train tickets in advance, as seats sell out quickly.
  • Bring your camera to capture the snow-covered orchards and the dazzling Parade of Lights.

Useful Tips โ€“ Christmas Towns in Oregon (Christmas Things to do in Oregon)

  • Book Early: Popular events like train rides and parades fill up quickly, so reserve your tickets and accommodations early.
  • Weather Watch: Snow is common in towns like Hood River and Bend, so pack waterproof boots, gloves, and layers to stay warm.
  • Pack Smart: A thermos with hot cocoa, a camera for festive photos, and warm blankets for train rides can make your visit extra special.
  • Support Local Shops: These towns have unique holiday markets and boutique shops where you can find one-of-a-kind Christmas gifts.

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Oregonโ€™s Christmas towns are full of holiday magic, from train rides and parades to twinkling lights and scenic backdrops. Whether youโ€™re sipping wine in McMinnville, riding a Christmas train in Hood River, or strolling through Ashlandโ€™s Festival of Light, these Oregon Christmas towns are full of unforgettable holiday experiences. Plan your trip early, pack your coziest winter gear, and prepare for a heartwarming holiday adventure in one of the most charming Christmas towns in Oregon.

Picture Courtesy โ€“ CanvaPro

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