Jacksonville Vacation Packages 2026 from $273

Jacksonville flight + hotel vacation packages

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

Wine Country Inn

$273

per person

Mar 26 - Mar 29

found 16 hours ago

Roundtrip flight included

Seattle (SEA) to Medford (MFR)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A garden, a picnic area, and express check-out are also on offer.

Hummingbird Estate Wine & Suites

$350

per person

Mar 26 - Mar 29

found 16 hours ago

Roundtrip flight included

Seattle (SEA) to Medford (MFR)

A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.

Top Jacksonville hotels deals

Wine Country Inn

830 N 5th St Jacksonville OR

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$126 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A garden, a picnic area, and express check-out are also on offer.

The Orth House Inn by Remotion

105 W Main St Jacksonville OR

Free Cancellation

Reserve now, pay when you stay

$194 nightly

$209 total

Mar 22 - Mar 23

Total with taxes and fees

This inn doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.

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

Jacksonville OR

$101 nightly

$112 total

Feb 22 - Feb 23

Total with taxes and fees

This guesthouse features laundry facilities.

Rogue Regency Inn and Suites

2300 Biddle Rd Medford OR

Free Cancellation

Reserve now, pay when you stay

$86 nightly

$97 total

Feb 23 - Feb 24

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and free perks like buffet breakfast and free self parking.

Stratford Inn

555 Siskiyou Blvd Ashland OR

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$89 total

Mar 1 - Mar 2

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a terrace, and a library are also on offer.

Ashland Springs Hotel

212 E Main St Ashland OR

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$123 total

Feb 25 - Feb 26

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.

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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.

Popular places to visit

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 relaxing area.

One of about a dozen wineries located here along the Applegate Wine Trail.

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 relaxing area.

A lush forest pathway is dominated by a large, moss-covered fallen tree arching over the Clatsop trail. Sunlight filters through the vibrant green canopy, creating a serene and enchanting atmosphere.

Enchanted Forest Trail

You can take time to visit Enchanted Forest Trail during your travels to Jacksonville. Discover the restaurants and live music in this relaxing area.

Frequently asked questions

How much are vacation packages to Jacksonville?

Vacation packages, which include hotels and flights in Jacksonville, start from just $273. Turn your daydreams into reality and lock in your trip with Travelocity today.

How long should my Jacksonville vacation be?

If you need some guidance, most travelers spend about 2 nights in Jacksonville. But to discover the true spirit of this place, stay a few extra nights. You'll be able to explore more and really take in the local vibe.

Where can I get the best vacation package deals for Jacksonville?

Travelocity can help you lock in a Jacksonville package deal. With more than 400 partner airlines and 1,000,000 properties worldwide, we know you'll find the perfect mix.

Why should I book my Jacksonville vacation bundle via Travelocity?

Nothing tops the feeling of knowing you've just picked up the best deal available — that's our Price Match Guarantee. Add to that our fantastic range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for an unforgettable vacation.

Will I save money on my Jacksonville car rental if I combine it with my hotel or flight?

Combining your bookings into a Jacksonville vacation package will save you some serious money. Combine a flight and car; a flight, car and hotel; or a hotel and car. You won't find a better way to explore the greater Jacksonville area than from the comfort of your own rental car. You can also add activities and experiences to your Travelocity package.

Which airport is best for Jacksonville?

The most convenient airport for Jacksonville is Rogue Valley Intl. Airport (MFR). It's located 6 mi southwest of the city center.

What is there to do in Jacksonville?

You'll sense a certain magic as you roam the streets of Jacksonville. Britt Pavilion and Applegate Lake are just two renowned sights that make this city such a sought-after destination, so add them to your travel itinerary.

Where should I stay when visiting Jacksonville?

The Wine Country Inn is popular with many visitors. Book soon before it's too late.