
Jacksonville Historic District Vacations from $585
Book a Hotel + Flight or Car together to unlock savings
Photo by Shannon Willitts
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Jacksonville Historic District Vacation Packages
Price found within the past 48 hours. Click for updated prices.





Wine Country Inn
Price was $957, price is now $781 per person
$781
per person
May 13 - May 20
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Medford (MFR)
9.4/10 Exceptional! (1,005 reviews)
Great location. Walking distance to downtown. Nice selection of morning snacks
Reviewed on Mar 16, 2026
Jacksonville Historic District Hotel Deals

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Jacksonville OR
$310 nightly
The price is $343 total per night from Mar 29 to Mar 30
$343 total
Mar 29 - Mar 30
Total with taxes and fees
10/10 Exceptional! (37 reviews)
Super great space! Cute, cozy, and easy walk to downtown and the Britt. Perfect girls getaway!
Reviewed on Aug 14, 2025

Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Apr 5 to Apr 6
$123 total
Apr 5 - Apr 6
Total with taxes and fees
9.4/10 Exceptional! (1,732 reviews)
The rooms are large and very clean. One of the few hotels that still has maid service if needed. The pool was really nice and breakfast has lots of good choices
Reviewed on Mar 28, 2026

Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Apr 1 to Apr 2
$111 total
Apr 1 - Apr 2
Total with taxes and fees
8.8/10 Excellent! (2,895 reviews)
The bed was really hard.
Reviewed on Mar 28, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Jacksonville Historic District

Applegate Lake
Commune with nature and explore the great outdoors at Applegate Lake during your travels in Jacksonville. Discover the restaurants and live music in this walkable area.

Red Lily Vineyards
You can enjoy a tasting or tour at Red Lily Vineyards during your travels to Jacksonville. Discover the coffeehouses and festivals in this walkable area.
Beekman House
You can browse the exhibits at Beekman House, a museum with a storied past, during your trip to Jacksonville. While you're here, you can savor the top-notch restaurants.
Explore a world of travel with Expedia
- Jacksonville Hotels
- Hotels near Art Presence Art Center
- Hotels near Kharmic Creations
- Hotels near Quady North
- Cabin Rentals in Jacksonville
- Cottages in Jacksonville
- 5 Star Hotels in Jacksonville
- Winery Hotels in Jacksonville
- 3 Star Hotels in Jacksonville
- Adults Only Resorts & in Jacksonville
- Pet-Friendly Hotels in Jacksonville
- Family Hotels in Jacksonville
- B&B in Jacksonville
- Hotels with a Pool in Jacksonville
- Luxury Hotels in Jacksonville
- Resorts & Hotels with Spas in Jacksonville
- Ski Hotels in Jacksonville
- Romantic Hotels in Jacksonville
- Boutique Hotels in Jacksonville
- Vacation Homes in Jacksonville
- Gay friendly Hotels in Jacksonville
- Best Western Hotels in Jacksonville
- Hotel Wedding Venues Hotels in Jacksonville
- Apartments in Jacksonville
- 4 Star Hotels in Jacksonville
- Hotels with Connecting Rooms in Jacksonville
- Hotels near Sarah Zigler Interpretive Trail
- Hotels near Beekman House
- Hotels near Britt Pavilion
- Hotels near Jacksonville Cemetery
- Hotels near Caprice Vineyards
- Medford Hotels
- Hotels near Blackbird Statue
- Cheap Hotels in Medford
- Hotels near Medford Carnegie Library
- Hotels near Alba Park
- Hotels near Medford City Hall
- Pet-Friendly Hotels in Medford
- 5 Star Hotels in Medford
- Luxury Hotels in Medford
- Central Point Hotels
- Motels in Medford
- Hotels with Free Airport Shuttle in Medford
- Lillie Belle Farms
- Best Western Hotels in Medford
- Hotels near Rogue Creamery
- Hotels with an Indoor Pool in Medford
- Hotels near Central Point Library
- Hotels with Hot Tubs in Medford
- Hotels with Kitchenettes in Medford
- Hotels with Waterslides in Medford
- Marriott Hotels & Resorts in Medford
- Extended Stay Hotels in Medford
- Hotels with an Outdoor Pool in Medford
- Cabin Rentals in Medford
- Hotels near Children's Museum
- Hotels with Restaurants in Medford
- B&B in Medford
- Romantic Hotels in Medford
- Winery Hotels in Medford
- Boutique Hotels in Medford
- Jacksonville Vacations
- Beekman House
- Sarah Zigler Interpretive Trail
- Britt Pavilion
- Visit Jacksonville
- Blackbird Statue
- Medford Carnegie Library
- Alba Park
- Medford City Hall
- Lillie Belle Farms
- Children's Museum
- Medford Vacations
- Vogel Plaza
- Central Point Vacations
- Craterian Ginger Rogers Theatre
- Medford Central Library
- Fichtner-Mainwaring Park
- Rogue Valley Mall
- Medford Railroad Park
- Southern Oregon University Medford Campus
- Visit Medford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


















