Title: Jacksonville Historic District Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $739 Expedia.ca

[Jacksonville Historic District Travel Guide](https://expedia.ca/Jacksonville-Jacksonville-Historic-District.dx6347523)[Hotels in Jacksonville Historic District](https://expedia.ca/Jacksonville-Historic-District-Jacksonville-Hotels.0-n6347523-0.Travel-Guide-Filter-Hotels)[Flights to Jacksonville](https://expedia.ca/Cheap-Flights-To-Jacksonville.d119087.Travel-Guide-Flights)[Jacksonville Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Jacksonville-Historic-District.d6347523.Car-Rental-Guide)

![](https://images.trvl-media.com/place/119087/8463c742-9c64-41c5-9554-cb6eff850113.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Jacksonville Historic District Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Shannon Willitts 

- ##  
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## Top Holiday Package Deals in Jacksonville Historic District

Price found within the past 48 hours. Click for updated prices.

![Paschal Winery](https://images.trvl-media.com/lodging/105000000/104010000/104007600/104007590/e5ae938e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Paschal Winery

CA $739

per person

Apr 23 - Apr 28

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Medford (MFR)

9.6/10 Exceptional! (13 reviews)

It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland.

Reviewed on May 3, 2025

![Hummingbird Estate Wine & Suites](https://images.trvl-media.com/lodging/39000000/38910000/38900300/38900286/6a1781f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hummingbird Estate Wine & Suites

CA $888

per person

Apr 23 - Apr 28

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Medford (MFR)

9.6/10 Exceptional! (145 reviews)

Charming vintage winery with great history and lovely rooms. The Syrah suite was clean and comfortable. The sunrise in the morning was spectacular. The tasting room is directly below the suite and can be loud but closes around 7 during the week. I don’t think I would stay here during an event unless I was participating in the event. So check the calendar first if noise is an issue for you. The grounds are wonderful and there are many spots to sit and enjoy. At night the terrace is lovely with the fires going. We played a bit of pickleball as well. Highly recommend with the caveat of checking for events first if noise is an issue for you.

Reviewed on Feb 28, 2026

![Wine Country Inn](https://images.trvl-media.com/lodging/5000000/4020000/4011800/4011768/736bb453_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Wine Country Inn

CA $745

per person

Apr 23 - Apr 28

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Medford (MFR)

9.4/10 Exceptional! (1,002 reviews)

Fantastic rooms and areas.

Reviewed on Feb 23, 2026

![The Orth House Inn by Remotion](https://images.trvl-media.com/lodging/104000000/103100000/103092400/103092308/a5363fc8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Orth House Inn by Remotion

CA $884

per person

Apr 23 - Apr 28

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Medford (MFR)

9.4/10 Exceptional! (22 reviews)

Orth house has no on-site staff, but they're text messaging worked just fine.

Reviewed on Sep 5, 2025

## Jacksonville Historic District Hotel Deals

![Award Winning Britt Bungalow in the Historical Heart of Jacksonville Oregon](https://images.trvl-media.com/lodging/89000000/88680000/88675400/88675321/f1467aa1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Award Winning Britt Bungalow in the Historical Heart of Jacksonville Oregon

 Jacksonville OR

CA $202

CA $425 total

Mar 2 - Mar 3

includes taxes & fees

9.8/10 Exceptional! (40 reviews)

Fabulous stay, beautiful light bright home, meticulously clean and decorated! It was stocked with every detail you could imagine needing! Not to mention the host was lovely and very warm and responsive! I wish every VRBO was this high quality!

Reviewed on Feb 9, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=88675321&PinnedHotelID=88675321&HadPinnedHotel=true&regionId=6347523)

![Magnolia Hotel](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798022/8a4ca45e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Magnolia Hotel

245 North 5th Street Jacksonville OR

Fully refundableReserve now, pay when you stay

CA $210

CA $232 total

Mar 1 - Mar 2

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=1798022&PinnedHotelID=1798022&HadPinnedHotel=true&regionId=6347523)

![Rogue Regency Inn and Suites](https://images.trvl-media.com/lodging/1000000/20000/19800/19703/8b20e842_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Rogue Regency Inn and Suites

2300 Biddle Rd Medford OR

Fully refundableReserve now, pay when you stay

CA $120

CA $142 total

Mar 13 - Mar 14

includes taxes & fees

8.8/10 Excellent! (2,856 reviews)

Room neglected. Breakfast compared to last stay was horrible. Reason for booking was breakfast, this time super 8 would be better. Will not stay here again.

Reviewed on Feb 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=19703&PinnedHotelID=19703&HadPinnedHotel=true&regionId=6347523)

[See all 706 properties in Jacksonville Historic District](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&regionId=6347523)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Historic Jacksonville vacation package cost?

### How do I get a cheap travel package to Historic Jacksonville?

### Where should I stay in Historic Jacksonville?

### What are the top hotels in Historic Jacksonville?

### How far in advance should I book my Historic Jacksonville vacation?

### What does an Expedia Historic Jacksonville travel package include?

### What should I know before booking a Historic Jacksonville travel package?

### Can I choose my airline with a Historic Jacksonville Expedia vacation package?

### If I'm not able to travel, can I cancel my Historic Jacksonville vacation package?

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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.