Jacksonville Historic District Vacations from $975

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The Latest Jacksonville Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hanna's House by WanderLodges

Hanna's House by WanderLodges

Historic Railroad District
$975
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Medford (MFR)
10/10 Exceptional! (4 reviews)
Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private.

Reviewed on Aug 2, 2026

Savage Upon Siskiyou

Savage Upon Siskiyou

Siskiyou-Hargadine Historic District
$1,613
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Medford (MFR)
10/10 Exceptional! (2 reviews)
Had an amazing stay, thank you!

Reviewed on Aug 5, 2026

Grandview of Ashland

Grandview of Ashland

$1,493
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Medford (MFR)
10/10 Exceptional! (8 reviews)
The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year.

Reviewed on Aug 20, 2026

Winchester Inn

Winchester Inn

Historic Downtown District
$1,022
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Medford (MFR)
9.6/10 Exceptional! (282 reviews)
Everything was perfect

Reviewed on Aug 6, 2026

Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges

Save 100% on your flight
$2,276
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Medford (MFR)
No reviews

Jacksonville Historic District Hotel Deals

Magnolia Hotel

Magnolia Hotel

245 North 5th Street Jacksonville OR
Fully refundableReserve now, pay when you stay
$170 nightly
$188 total
Aug 26 - Aug 27
Total with taxes and fees
Magnolia Hotel
McCully House Inn

McCully House Inn

240 E California St Jacksonville OR
Fully refundableReserve now, pay when you stay
$354 nightly
$391 total
Aug 24 - Aug 25
Total with taxes and fees
9/10 Wonderful! (202 reviews)
"Truly a beautiful hotel in a great location with very friendly and helpful staff."

Reviewed on Jul 27, 2026

McCully House Inn
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
$173 nightly
$193 total
Sep 6 - Sep 7
Total with taxes and fees
9.6/10 Exceptional! (1,069 reviews)
"Hotel was wonderful, my wife's favourite. Clean room, good parking. Will definitely stay there again."

Reviewed on Aug 20, 2026

Compass by Margaritaville in Medford
See all 703 properties in Jacksonville Historic District
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.

Stay near popular Jacksonville Historic District attractions

Art Presence Art Center

Enjoy a show at Art Presence Art Center, a theater with a story to tell in Jacksonville. While you're here, you can savor the top-notch restaurants.
See properties

Beekman House

10.0/10 (1 review)
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.
See properties

Quady North

9.0/10 (2 reviews)
You can enjoy a tasting or tour at Quady North during your travels to Jacksonville. While you're here, you can savor the top-notch restaurants.
See properties

Kharmic Creations

Enjoy an outing to Kharmic Creations during your stay in Jacksonville. Savor the top-notch restaurants and charming coffeehouses while in town.
See properties

Things to do

Floating towards the sunset on the Rogue River

Rogue River Golden Hour Evening Float Trip

$119
per adult
Rogue River Golden Hour Evening Float Trip
See all activities in Jacksonville

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.