Title: Southern Oregon Romantic Vacations 2026 | Expedia.com

![](https://images.trvl-media.com/place/602702/cfbeb2f8-fff0-4cd2-b85d-6cd7e733993e.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Southern Oregon Romantic Vacations

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

## Top Romantic vacation packages in Southern Oregon

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

![McCall House Boutique Inn](https://images.trvl-media.com/lodging/16000000/15160000/15153100/15153095/c4aac0d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### McCall House Boutique Inn

Historic Downtown District

$989

per person

Apr 9 - Apr 14

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Medford (MFR)

9.2/10 Wonderful! (574 reviews)

Room clean, great breakfast

Reviewed on Mar 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southern Oregon

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Romantic vacations in Southern Oregon

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

![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/a4a594bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ashland Hills Hotel & Suites

$491

per person

Apr 15 - Apr 19

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Medford (MFR)

8.8/10 Excellent! (1,462 reviews)

The room was spotless, the bathroom was also clean. This was an accessible room. Air was fresh. Air conditioner was quiet. The only issue was snoring from the guest on the floor above. Would consider staying for next visit.

Reviewed on Feb 28, 2026

![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/477e599d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ashland Springs Hotel

Historic Downtown District

$694

per person

Apr 15 - Apr 19

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Medford (MFR)

9.2/10 Wonderful! (1,001 reviews)

Will be returning. Fantastic historic hotel, holding on to its history.

Reviewed on Mar 4, 2026

![Plaza Inn & Suites at Ashland Creek](https://images.trvl-media.com/lodging/1000000/890000/880600/880585/7e1c38a2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Plaza Inn & Suites at Ashland Creek

$592

per person

Apr 15 - Apr 19

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Medford (MFR)

8.8/10 Excellent! (1,001 reviews)

The staff was great and the room was more than what I had expected!

Reviewed on Mar 1, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southern Oregon

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## How to find a romantic Southern Oregon vacation

####  How can I find the best Southern Oregon vacation packages for couples? 

 To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing. 

####  How can I find cheap Southern Oregon romantic packages for two? 

 For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of . 

####  How can I plan a great romantic trip to Southern Oregon? 

 Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two. 

####  How much is a trip for two to Southern Oregon? 

 Put a price on love with stunning deals for duos starting at just $491\. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply. 

####  Can I book Southern Oregon spa packages for couples? 

 Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match. 

####  What’s the best time of year for a romantic vacation in Southern Oregon? 

 Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience. 

####  How can I book romantic weekend getaway packages in Southern Oregon? 

 To book a loved-up break in Southern Oregon, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation). 

####  Can I book a romantic trip to Southern Oregon with free cancellation and/or flexible dates? 

 The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options. 

####  Why should I book my Southern Oregon romantic holiday with Expedia? 

 If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection? 

## Top Romantic Southern Oregon Hotels

![Callahan's Mountain Lodge](https://images.trvl-media.com/lodging/13000000/12380000/12372400/12372363/32836590_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Callahan's Mountain Lodge

7100 Old Highway 99 South Ashland OR

- 2 hours drive from Crater Lake National Park

If you're in the mood for love, consider staying at this romantic lodge, featuring al fresco dining and a garden. You'll also love the jetted tubs, lobby fireplace, ...

8.8/10 Excellent! (1,176 reviews)

Couples like: al fresco dining, spa tub, romance packages available

Travelers say...

Booked this spot last min, beautiful. Plenty of amenities.

Reviewed on Mar 4, 2026

[](https://expedia.com/Medford-Hotels-Callahans-Mountain-Lodge.h12372363.Hotel-Information)

![Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails](https://images.trvl-media.com/lodging/19000000/18980000/18979000/18978905/3ea51f06_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

 Prospect OR

- 32 min drive from Crater Lake National Park

Stay at this vacation home in Prospect. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mill Creek Falls and Barr Creek Falls are located ...

10/10 Exceptional! (228 reviews)

Couples like: adults only property, fireplace

Travelers say...

The view from the porch was beautiful. We enjoyed viewing the wildlife while drinking our morning coffee. Barb and Russell were very informative. The house was gorgeous. We definitely enjoyed our stay.

Reviewed on Oct 18, 2025

[](https://expedia.com/Prospect-Hotels-Meadow-House-Near-Crater-Lake-South-Entrance.h18978905.Hotel-Information)

![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/477e599d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ashland Springs Hotel

212 E Main St Ashland OR

- 2 hours drive from Crater Lake National Park

A spa, a garden, and a hot tub await couples looking for a romantic getaway at this historic hotel. The property also offers a lobby fireplace, premium mattresses, ...

9.2/10 Wonderful! (1,005 reviews)

Couples like: full-service spa, couples spa treatments, bar, hot tub

Travelers say...

Will be returning. Fantastic historic hotel, holding on to its history.

Reviewed on Mar 4, 2026

[](https://expedia.com/Medford-Hotels-Ashland-Springs-Hotel.h660933.Hotel-Information)

[See all 1,415 properties in Southern Oregon](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6054375)

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.

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## More Vacation Ideas

[Flights to Southern Oregon

](https://expedia.com/Cheap-Flights-To-Southern-Oregon.d6054375.Travel-Guide-Flights)[

Southern Oregon Hotels

](https://expedia.com/Southern-Oregon-Hotels.d6054375.Travel-Guide-Hotels)[

Vacation Rentals in Southern Oregon

](https://expedia.com/Southern-Oregon-Vacation-Rentals.d6054375.Travel-Guide-VacationRentals)[

Car Rentals in Southern Oregon

](https://expedia.com/Car-Rentals-In-Southern-Oregon.d6054375.Car-Rental-Guide)[

Southern Oregon Vacations

](https://expedia.com/Southern-Oregon.d6054375.Destination-Travel-Guides)[

Things to do in Southern Oregon

](https://expedia.com/Things-To-Do-In-Southern-Oregon.d6054375.Travel-Guide-Activities)

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