Experience Jacksonville: A Historic Gem in Oregon Wine Country
Welcome to Jacksonville, Oregon, a picturesque town where history, culture, and wine-country charm come together. Known for its beautifully preserved Gold Rush-era buildings, boutique shops, and scenic vineyards, Jacksonville offers couples the perfect blend of romance and relaxation. With our curated list of top-rated hotels, couples can find the ideal stay, whether it’s a historic inn, a cozy bed and breakfast, or a luxury retreat nestled among the vineyards. Explore the quaint downtown, enjoy wine tasting at award-winning local wineries, or attend a performance at the renowned Britt Music & Arts Festival. Jacksonville invites couples to experience a timeless getaway filled with charm, history, and scenic beauty.
Historic Downtown Hideaways
Stay in the heart of Jacksonville with easy access to charming shops, wine tasting rooms, and acclaimed restaurants—perfect for couples who love culture and strolls.
- Jacksonville, Oregon
5/5
The Orth House Inn by Remotion
The Orth House Inn by Remotion in Jacksonville, Oregon, offers a romantic retreat infused with historic charm and cozy accommodations. It is situated just steps away from local dining and attractions, making it perfect for couples seeking tranquility.
- Charming suites
- King-sized beds
- A beautiful garden
- Pet-friendly options
- Proximity to local attractions
from $160/night
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Boutique Luxury Retreats
Indulge in romantic boutique hotels featuring plush amenities, fireplaces, and garden views for a memorable stay that pampers the senses.
- Jacksonville, Oregon
4.9/5
McCully House Inn
Escape to the historic McCully House Inn in Jacksonville, OR, where romance meets boutique luxury. Stay in beautifully restored rooms featuring king beds, fireplaces, and garden views. Enjoy intimate amenities that make every couple’s stay memorable:
- Fireplaces and whirlpool tubs in suites
- Secluded private patios for two
- Complimentary bicycles for scenic rides
- Gourmet on-site pub and bakery
- English-inspired gardens and event venues
from $263/night
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Intimate Cottage Getaways
Escape to a cozy inn or cottage, offering privacy and classic charm for couples seeking peaceful time together in a picturesque setting.
- Jacksonville, Oregon
4.9/5
Magnolia Hotel
Located in historic Jacksonville, Oregon, the Magnolia Hotel provides a delightful romantic getaway for couples. This boutique retreat offers a cozy atmosphere and dedication to a relaxing experience.
- Lovingly curated rooms
- Complimentary breakfasts
- Proximity to local adventures
- Eco-friendly practices
- Serene surroundings
from $154/night
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Riverfront Romance Experiences
Delight in scenic stays with river views, private balconies, and tranquil surroundings—perfect for nature-loving duos craving serene moments.
- Jacksonville, Oregon
4.7/5
The Lindsay Lodge & Restaurant
Nestled in the picturesque Applegate Valley of Southern Oregon, The Lindsay Lodge & Restaurant offers a romantic getaway with stunning riverfront views and cozy rustic charm.
- Private balconies
- Riverfront views
- The Great Room with fireplace
- Outdoor courtyard
- Proximity to vineyards
from $195/night
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Wine Country Couples’ Retreat
Relish the charm of Oregon’s wine country with lodging just minutes from tasting rooms, lush vineyards, and romantic countryside adventures.
- Jacksonville, Oregon
4.6/5
Wine Country Inn
Wine Country Inn in Jacksonville, Oregon, provides a romantic getaway surrounded by the region's rich history and stunning landscapes. Couples can enjoy an inviting atmosphere and easy access to local attractions, making it an ideal spot for both relaxation and adventure.
- Comfortable rooms
- Charming ambiance
- Close to renowned wineries
- Access to outdoor adventures
- Perfect for relaxation and exploration
from $114/night
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