Title: Ashland Vacation Packages & Trips 2026 from CA $807 | Expedia.ca

[Ashland Travel Guide](https://expedia.ca/Ashland.dx6290)[Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d6290.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d6290.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d6290.Travel-Guide-Flights)[Things to do in Ashland](https://expedia.ca/Things-To-Do-In-Ashland.d6290.Travel-Guide-Activities)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d6290.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6290/b205cc7b-4899-4c00-bc7b-b6c200d21d53.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Ashland Vacation Packages

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Ashland Vacation

Create your own exciting adventure with a tailor-made vacation package to Ashland. Its cultural experiences, progressive thinking and spectacular views are just the start of what you can expect in this interesting city. Ready to explore your surroundings? [Oregon Shakespeare Festival](https://www.expedia.ca/Oregon-Shakespeare-Festival-Historic-Downtown-District.d6183594.Vacation-Attraction), [Southern Oregon University](https://www.expedia.ca/Southern-Oregon-University-Ashland.d6188400.Vacation-Attraction) and [Lithia Park](https://www.expedia.ca/Lithia-Park-Ashland.d553248621532642212.Vacation-Attraction) are just three of the best places to visit during a trip to Ashland. No matter your travel plans or the size of your budget, putting together a tailored Ashland vacation is simple with Expedia.

## Top Ashland Vacation Deals

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

![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ashland Springs Hotel

Historic Downtown District

CA $807

per person

Feb 13 - Feb 16

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Medford (MFR)

9.2/10 Wonderful! (1,000 reviews)

Loved everything however we are allergic to cats and our room on the 5th floor had some pet allergies that set off an allergic reaction we didn't expect. We had understood pets were only allowed on the 3rd floor. Additionally the room across the hall had several dogs that barked...not a huge issue but again not the 3rd floor so 5th floor with dogs and allergies. Otherwise very lovely! Thank you!

Reviewed on Jan 5, 2026

![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 $1,100

per person

Feb 13 - Feb 16

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) 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

![A Cowslip's Belle Inn](https://images.trvl-media.com/lodging/96000000/95270000/95265600/95265593/3c6e2bb9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### A Cowslip's Belle Inn

CA $845

per person

Feb 13 - Feb 16

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Medford (MFR)

9.8/10 Exceptional! (40 reviews)

Lovely yard courtyard area with koi pond

Reviewed on Aug 25, 2025

![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

CA $850

per person

Feb 13 - Feb 16

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Medford (MFR)

9.2/10 Wonderful! (574 reviews)

Limited iptions for breafast

Reviewed on Jan 4, 2026

![Compass by Margaritaville in Medford](https://images.trvl-media.com/lodging/77000000/76140000/76138500/76138485/b7be0ede_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Compass by Margaritaville in Medford

CA $877

per person

Feb 13 - Feb 16

found 16 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Medford (MFR)

9.6/10 Exceptional! (1,003 reviews)

Clean room, friendly staff

Reviewed on Jan 8, 2026

## Where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most. [Learn more about Ashland](https://expedia.ca/Ashland.dx6290)

![Default Image](https://mediaim.expedia.com/destination/1/2827c471dbf315bcf8c417169ecc676c.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Historic Downtown District

4 out of top 10 points of interest in this area

4.5/5(2 area reviews)

 If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing. 

[Find hotel + flight trips in Historic Downtown District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Downtown%20District&DestID=553248635976471666&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Siskiyou-Hargadine Historic District

 While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library. 

[Find hotel + flight trips in Siskiyou-Hargadine Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Siskiyou-Hargadine%20Historic%20District&DestID=553248635976473896&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Historic Railroad District

 Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out. 

[Find hotel + flight trips in Historic Railroad District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Railroad%20District&DestID=553248635976471888&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Skidmore Academy Historic District

 Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out. 

[Find hotel + flight trips in Skidmore Academy Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Skidmore%20Academy%20Historic%20District&DestID=553248635976482103&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Ready to book your vacation to Ashland?

Choose your dates

## Ashland Hotel Deals

![Stratford Inn](https://images.trvl-media.com/lodging/3000000/2760000/2758900/2758881/b7c87028_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Stratford Inn

555 Siskiyou Blvd Ashland OR

Fully refundableReserve now, pay when you stay

9.2/10 Wonderful! (1,624 reviews)

The check-in clerk was very nice and made the experience memorable. Excellent staff.

Reviewed on Jan 8, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=2758881&PinnedHotelID=2758881&HadPinnedHotel=true&regionId=6290)

[](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=2758881&PinnedHotelID=2758881&HadPinnedHotel=true&regionId=6290)

![Ashland Hills Hotel & Suites](https://images.trvl-media.com/lodging/1000000/30000/28200/28139/3cd7d8f2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

CA $115

CA $144 total

Jan 25 - Jan 26

includes taxes & fees

8.8/10 Excellent! (1,482 reviews)

The room was clean, and the location is convenient and safe.

Reviewed on Jan 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=28139&PinnedHotelID=28139&HadPinnedHotel=true&regionId=6290)

![Ashland Springs Hotel](https://images.trvl-media.com/lodging/1000000/670000/661000/660933/86190d91_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ashland Springs Hotel

212 E Main St Ashland OR

Fully refundableReserve now, pay when you stay

CA $97

CA $128 total

Jan 14 - Jan 15

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Loved everything however we are allergic to cats and our room on the 5th floor had some pet allergies that set off an allergic reaction we didn't expect. We had understood pets were only allowed on the 3rd floor. Additionally the room across the hall had several dogs that barked...not a huge issue ...

Reviewed on Jan 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=14%2F01%2F2026&endDate=15%2F01%2F2026&selected=660933&PinnedHotelID=660933&HadPinnedHotel=true&regionId=6290)

[See all 789 properties in Ashland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F01%2F2026&endDate=13%2F01%2F2026&regionId=6290)

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)

### Discover the most popular places to visit in Ashland

#### Thomas Theatre

You can get tickets for a performance at Thomas Theatre on your trip to Ashland. Experience the area's entertainment choices and acclaimed theater scene. 

[](https://expedia.ca/Thomas-Theatre-Historic-Downtown-District.d6078459.Vacation-Attraction)

### What to do in Ashland

![Salem Puzzling Adventure](https://mediaim.expedia.com/localexpert/45939288/039b3306-226d-46f0-a7b2-b0db77111871.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ashland Puzzling Adventure

CA $48

per traveller

[](https://expedia.ca/things-to-do/ashland-puzzling-adventure.a45939288.activity-details)

[See all activities in Ashland](https://expedia.ca/things-to-do/search?rid=6290)

## Explore a world of travel with Expedia

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- [Flights from Regina (YQR) to Ashland (AHM) ](https://www.expedia.ca/lp/flights/yqr/ahm/regina-to-ashland)
- [Flights from Winnipeg (YWG) to Ashland (AHM) ](https://www.expedia.ca/lp/flights/ywg/ahm/winnipeg-to-ashland)
- [Flights from Toronto (YYZ) to Ashland (AHM) ](https://www.expedia.ca/lp/flights/yyz/ahm/toronto-to-ashland)

- [Visit Skidmore Academy Historic District ](https://www.expedia.ca/Ashland-Skidmore-Academy-Historic-District.dx553248635976482103)
- [Azalea Park ](https://www.expedia.ca/Azalea-Park-Brookings.d6263235.Vacation-Attraction)
- [Barr Creek Falls ](https://www.expedia.ca/Barr-Creek-Falls-Prospect.d553248626150251390.Vacation-Attraction)
- [Collier Buffington Memorial Park ](https://www.expedia.ca/Collier-Buffington-Memorial-Park-Gold-Beach.d6243811.Vacation-Attraction)
- [Crater Lake National Park ](https://www.expedia.ca/Crater-Lake-National-Park-Oregon.d6025867.Vacation-Attraction)
- [Crater Lake Vacations ](https://www.expedia.ca/Crater-Lake.d6343233.Destination-Travel-Guides)
- [Crissey Field State Park ](https://www.expedia.ca/Crissey-Field-State-Park-Brookings.d553248621532639408.Vacation-Attraction)
- [Edenvale Winery ](https://www.expedia.ca/EdenVale-Winery-Medford.d6087459.Vacation-Attraction)
- [Favell Museum of Western Art and Indian Artifacts ](https://www.expedia.ca/Favell-Museum-Of-Western-Art-And-Indian-Artifacts-Downtown-Klamath-Falls.d6090363.Vacation-Attraction)
- [Gold Beach Vacations ](https://www.expedia.ca/Gold-Beach.d7495.Destination-Travel-Guides)
- [Harris Beach State Park ](https://www.expedia.ca/Harris-Beach-State-Park-Brookings.d6263223.Vacation-Attraction)
- [Keno Vacations ](https://www.expedia.ca/Keno.d3000454156.Destination-Travel-Guides)
- [Kerby Vacations ](https://www.expedia.ca/Kerby.d6354931.Destination-Travel-Guides)
- [Kerbyville Museum ](https://www.expedia.ca/Kerbyville-Museum-Kerby.d553248621561869828.Vacation-Attraction)
- [Medford Vacations ](https://www.expedia.ca/Medford.d602702.Destination-Travel-Guides)
- [Merlin Vacations ](https://www.expedia.ca/Merlin.d55834.Destination-Travel-Guides)
- [Mill Creek Falls ](https://www.expedia.ca/Mill-Creek-Falls-Prospect.d553248621561136944.Vacation-Attraction)
- [Ophir Beach ](https://www.expedia.ca/Ophir-Beach-Oregon.d553248621555566133.Vacation-Attraction)
- [Rogue River Vacations ](https://www.expedia.ca/Rogue-River.d55495.Destination-Travel-Guides)
- [Seven Feathers Casino ](https://www.expedia.ca/Seven-Feathers-Casino-Canyonville.d553248621532642238.Vacation-Attraction)
- [Southern Oregon Vacations ](https://www.expedia.ca/Southern-Oregon.d6054375.Destination-Travel-Guides)
- [Sutherlin Vacations ](https://www.expedia.ca/Sutherlin.d183854.Destination-Travel-Guides)
- [Takelma Park ](https://www.expedia.ca/Takelma-Park-Eagle-Point.d6309270.Vacation-Attraction)
- [Thomas Theatre ](https://www.expedia.ca/Thomas-Theatre-Historic-Downtown-District.d6078459.Vacation-Attraction)
- [Umpqua Hot Springs ](https://www.expedia.ca/Umpqua-Hot-Springs-Idleyld-Park.d553248621532642242.Vacation-Attraction)
- [White City Vacations ](https://www.expedia.ca/White-City.d6069917.Destination-Travel-Guides)
- [Winston Vacations ](https://www.expedia.ca/Winston.d6124402.Destination-Travel-Guides)
- [Wizard Island Vacations ](https://www.expedia.ca/Wizard-Island.d553248621532642265.Destination-Travel-Guides)
- [Wooldridge Creek Vineyard and Wines ](https://www.expedia.ca/Wooldridge-Creek-Vineyard-And-Wines-Grants-Pass.d6078473.Vacation-Attraction)

- [Car rental Talent ](https://www.expedia.ca/Car-Rentals-In-Talent.d6347896.Car-Rental-Guide)

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

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