Jacksonville Vacations from $642

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Your Jacksonville Vacation

From its diversity to its sunny weather and beyond, there's a whole lot to love about Jacksonville. Discover the wonders of this captivating city with a Jacksonville vacation package that's made for you. Every trip to Jacksonville needs a well-crafted itinerary. Fill yours with big-name attractions like Britt Pavilion, Jacksonville Cemetery and Art Presence Art Center. Your Jacksonville vacation is just clicks away. Explore flights, hotels and more on Expedia for a trip that's tailored just for you.

The Latest Jacksonville vacation packages

Price found within the past 48 hours. Click for updated prices.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $693, price is now $642 per person
$642
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
8.8/10 Excellent! (1,562 reviews)

Winchester Inn

Winchester Inn

3.5 out of 5
Historic Downtown District
Price was $941, price is now $790 per person
$790
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (291 reviews)
Amazing breakfasts, friendly staff, best location

Reviewed on Oct 10, 2026

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Price was $807, price is now $722 per person
$722
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (1,173 reviews)

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2 out of 5
Historic Railroad District
Price was $710, price is now $649 per person
$649
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (116 reviews)

Starwood Sanctuary

Starwood Sanctuary

3 out of 5
Price was $881, price is now $813 per person
$813
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.4/10 Exceptional! (3 reviews)
I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊

Reviewed on Aug 13, 2026

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Stay near popular Jacksonville attractions

A serene lake surrounded by dense forests and snow-capped mountains under a colorful sky.

Applegate Lake

9.2/10 (13 reviews)
Surrounded by the Rogue River-Siskiyou National Forest, Applegate Lake offers pristine waters for trout and bass fishing. Explore scenic hiking trails that wind through forested mountains for spectacular lake views.
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What to do in Jacksonville

An Audio Tour Through the Heart of Ashland, Oregon

The Cultural Heart of Ashland: A Self-Guided Audio Tour

$10
per adult
The Cultural Heart of Ashland: A Self-Guided Audio Tour
See all activities in Jacksonville

Jacksonville Hotel Deals

Wine Country Inn

Wine Country Inn

3 out of 5
830 N 5th St Jacksonville OR
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $139 total per night from Dec 6 to Dec 7
$139 total
Dec 6 - Dec 7
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"Such a nice and cute spot!"

Reviewed on Nov 4, 2026

Wine Country Inn
The Lindsay Lodge & Restaurant

The Lindsay Lodge & Restaurant

2 out of 5
15100 Oregon 238 Jacksonville OR
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $239 total per night from Nov 6 to Nov 7
$239 total
Nov 6 - Nov 7
Total with taxes and fees
The Lindsay Lodge & Restaurant
Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Charleen's Cottage~Couple Perfect!Great Location! A Gem!

Jacksonville OR
$113 nightly
The price is $125 total per night from Nov 19 to Nov 20
$125 total
Nov 19 - Nov 20
Total with taxes and fees
10/10 Exceptional! (249 reviews)
"Such a nice place, cozy and comfortable. Has everything you might need. Right on the Main street in and out of town, so it is conveniently located."

Reviewed on Oct 19, 2026

Charleen's Cottage~Couple Perfect!Great Location! A Gem!
See all 929 properties in Jacksonville
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.

Find the Best Jacksonville Vacation Packages

Things to do in and around Jacksonville

Jacksonville, Oregon offers a charming blend of outdoor activities and romantic scenery, making it a perfect vacation spot. Explore the beautiful Jacksonville Arboretum, enjoy local theater performances, and attend lively music concerts. For those seeking nightlife experiences, there are various venues to discover. Additionally, consider taking a day trip to enjoy the surrounding natural beauty and partake in numerous outdoorsy activities that the area has to offer.

Shopping

In Jacksonville, explore charming local shops like Kharmic Creations and Rogue Creamery, both showcasing unique gifts. If you're up for a drive, check out Rogue Valley Mall, just 5 miles away, where you can enjoy a variety of stores and entertainment options for a fun shopping experience.

Recreation

Experience live music at Britt Pavilion, where the vibrant atmosphere enhances your enjoyment. For tranquility, head to Fichtner-Mainwaring Park, where you can unwind in nature. Craterian Ginger Rogers Theatre offers cultural performances, perfect for a romantic or family outing while soaking in the local arts scene.

Adventure

The Beekman Loop Trail offers a scenic hiking experience with beautiful landscapes and a sense of adventure, perfect for outdoor enthusiasts. The Sarah Zigler Interpretive Trail invites you to explore nature through engaging educational signs along the way, while the Enchanted Forest Trail provides a magical hiking experience amidst lush greenery.

Nightlife

Jacksonville offers a charming nightlife with cozy venues like the historic Bella Union Restaurant & Saloon, perfect for dinner and drinks. For live music, check out the intimate setting at the Jacksonville Inn. Enjoy a laid-back evening under the stars in this picturesque town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Jacksonville

Jacksonville, Oregon, is perfect for outdoor enthusiasts and those seeking a romantic getaway, offering beautiful scenery and a rich cultural experience. Visit local attractions like the library, historic civic buildings, and nearby lakes. Families and city explorers will enjoy the Jacksonville Zoo, Jacksonville Museum, and Jacksonville Beach, while those intrigued by the supernatural can explore Jacksonville's ghost tours. This charming town has something for everyone looking to create lasting memories.

  • Applegate Lake: Nestled within Jacksonville, Applegate Lake offers a serene escape with its beautiful beaches and stunning scenery. Perfect for outdoor enthusiasts, this spot is ideal for swimming, picnicking, or simply soaking in the romantic vibes while enjoying the tranquil surroundings.
  • Buncom: Experience the quaint charm of Buncom, a historic neighborhood within Jacksonville. Known for its cozy city vibes, this small town is a perfect place to explore local history and enjoy a leisurely stroll through its picturesque streets.
  • Medford City Hall: Located 5 miles from Jacksonville, Medford City Hall is a historic civic building that showcases the rich culture of the area. Take a moment to appreciate its architectural beauty and immerse yourself in the local heritage.

Best time to go to Jacksonville

The best time to visit Jacksonville is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly Low
February37.2°F (2.9°C)Light RainMostly SunnyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly CloudyAverageAverage
April45.1°F (7.3°C)Light RainMostly SunnySlightly HighAverage
May52.3°F (11.3°C)Light RainMostly SunnyAverageAverage
June59.5°F (15.3°C)No RainMostly SunnySlightly HighSlightly High
July68.5°F (20.3°C)No RainSunnySlightly HighSlightly High
August68.4°F (20.2°C)No RainSunnyAverageSlightly High
September61.5°F (16.4°C)No RainSunnyAverageAverage
October51.4°F (10.8°C)Light RainMostly SunnySlightly LowAverage
November41.4°F (5.2°C)Light RainMostly SunnySlightly LowAverage
December35.4°F (1.9°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Jacksonville

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Jacksonville.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Jacksonville.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Jacksonville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rogue Valley Intl. Airport (MFR)
Population
2,900
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Red Lily Vineyards, Cricket Hill Winery and Devitt Winery and Vineyards

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Frequently asked questions

What's included in a Jacksonville vacation package?
A Jacksonville vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Many hotels in Jacksonville offer free breakfast, providing a convenient start to your day. Some properties also provide airport shuttle service to and from Medford, OR (MFR-Rogue Valley Intl.), adding ease to your travel plans.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Jacksonville vacation package?
When you bundle, you can save up to 30%*. To save money on a Jacksonville package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Jacksonville?
For a romantic Jacksonville vacation package, consider a stay at the 3.5-star McCully House Inn. Rated 9.3 out of 10, this property offers amenities like a bar/lounge and a restaurant, making it ideal for couples, and travelers often praise the friendly staff and spacious rooms. Packages built around a stay here typically cost around $400 per night.

If you're seeking a best value Jacksonville vacation package, the Wine Country Inn is a strong choice. Rated 9.2 out of 10, it includes free breakfast and is pet friendly, with packages often starting around $160 per night. Travelers frequently highlight the attentive staff and great breakfast, contributing to a pleasant stay.

*Package availability and prices may change depending on dates and demand.
What are the top things to do in Jacksonville?
A Jacksonville vacation offers plenty of outdoor and nature-focused activities, from exploring vineyards to hiking scenic trails:

Browse and book things to do in Jacksonville on Expedia.
Do you need to rent a car in Jacksonville, or is public transport enough?
For a Jacksonville vacation package, a rental car offers the most flexibility, especially since the area is an outdoor and nature destination with attractions spread out. While some hotels offer airport shuttle services to and from Medford, OR (MFR-Rogue Valley Intl.) Airport, having your own vehicle makes it easier to explore.

Many popular sights, such as Red Lily Vineyards about 17 miles away or Rogue Valley Country Club about 16 miles from central Jacksonville, are best reached by car. This allows you to set your own pace and discover the region's natural beauty and wineries at your leisure.
Are Jacksonville vacation package hotels conveniently located?
Jacksonville vacation package hotels offer a mix of central and more secluded locations, catering to different travel styles.

For stays right in the heart of the area, McCully House Inn, rated 9.3 out of 10, is about a 5-minute walk from central Jacksonville, and travelers highlight its unique overall experience. Wine Country Inn, rated 9.2 out of 10, is also conveniently located about a 10-minute walk from central Jacksonville, and travelers often recommend it. If you prefer a more tranquil setting, The Lindsay Lodge & Restaurant, rated 9.6 out of 10, sits about 11 miles from central Jacksonville, with guests praising its beautiful overall setting. Your choice depends on whether you prioritize walkability to town or a more removed, nature-focused experience.
Can I change or cancel my Jacksonville vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Jacksonville vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Jacksonville vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Jacksonville vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Jacksonville?
To find last-minute vacation packages to Jacksonville, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Jacksonville vacation packages?
Free cancellation on a Jacksonville vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Jacksonville vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Jacksonville getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Jacksonville vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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