Southern Oregon Romantic Vacations

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Flight and Romantic hotel deals in Southern Oregon

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McCall House Boutique Inn
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4 Night Romantic holidays in Southern Oregon

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Ashland Hills Hotel & Suites
McCall House Boutique Inn
Lithia Springs Resort
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See all available trips from Columbus to Southern Oregon
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Plan unforgettable romantic Southern Oregon vacations

What are some of the benefits of booking a romantic Southern Oregon vacation?

When booking a romantic Southern Oregon vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Oregon.


How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Southern Oregon destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Southern Oregon?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $538 and can enjoy savings of up to 15 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Southern Oregon?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Southern Oregon certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Southern Oregon.

Can I book a romantic Southern Oregon vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Southern Oregon search.

Can I book a romantic trip to Southern Oregon that is fully refundable?

Several romantic Southern Oregon vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

Romantic Hotels in Southern Oregon

Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South Ashland OR
  • 2 hours drive from Crater Lake National Park
Book a stay at this family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in ...
8.6/10 Excellent! (1,168 reviews)
The staff was so incredible!

Reviewed on Feb 1, 2026

Callahan's Mountain Lodge
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

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! (177 reviews)
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

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

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
  • 2 hours drive from Crater Lake National Park
Book a stay at this spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (1,008 reviews)
The Hotel is beautiful and historic. The beds were the most comfortable we had on our travels.

Reviewed on Feb 5, 2026

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