Title: Ashland Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $696 Expedia.ca

[Ashland Travel Guide](https://expedia.ca/Oakland-Ashland.dx177699)[Hotels in Ashland](https://expedia.ca/Ashland-Oakland-Hotels.0-n177699-0.Travel-Guide-Filter-Hotels)[Flights to Oakland](https://expedia.ca/Cheap-Flights-To-Oakland.d601762.Travel-Guide-Flights)[Things to do in Oakland](https://expedia.ca/Things-To-Do-In-Oakland.d601762.Travel-Guide-Activities)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d177699.Car-Rental-Guide)

![](https://images.trvl-media.com/place/177699/14b02c3f-852e-4b5d-8399-dc5cf50f1b46.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

## Top Holiday Package Deals in Ashland

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

![Larkspur Landing Extended Stay Suites Pleasanton](https://images.trvl-media.com/lodging/1000000/90000/81000/80920/f8478eb6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Larkspur Landing Extended Stay Suites Pleasanton

CA $696

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Oakland (OAK)

8/10 Very Good! (1,002 reviews)

It was priced right. It was nice and clean.

Reviewed on Jan 29, 2026

![Hotel Yountville](https://images.trvl-media.com/lodging/2000000/1350000/1348300/1348231/e3a89b3b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Yountville

CA $1,729

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

9.6/10 Exceptional! (1,003 reviews)

Spacious, comfortable and clean rooms. Dg friendly hotel. Staff provided excellent customer service.

Reviewed on Jan 16, 2026

![Executive Inn & Suites Embarcadero Cove](https://images.trvl-media.com/lodging/1000000/20000/10700/10661/cbc4d0c3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Executive Inn & Suites Embarcadero Cove

San Antonio

CA $934

per person

Mar 31 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Oakland (OAK)

9/10 Wonderful! (1,005 reviews)

Not particularly welcoming, notified me of an undisclosed parking fee and tried to upsell me on a water view versus freeway

Reviewed on Feb 14, 2026

![HYATT house Pleasanton](https://images.trvl-media.com/lodging/1000000/120000/117200/117150/d2218f45_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### HYATT house Pleasanton

CA $969

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Oakland (OAK)

8.6/10 Excellent! (1,001 reviews)

Great space for families

Reviewed on Feb 3, 2026

![Holiday Inn Express Hotel & Suites Oakland-Airport by IHG](https://images.trvl-media.com/lodging/1000000/290000/281600/281599/757bfaf5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holiday Inn Express Hotel & Suites Oakland-Airport by IHG

Airport District

CA $967

per person

Mar 31 - Apr 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Oakland (OAK)

8.8/10 Excellent! (1,001 reviews)

The staff was courteous and professional.

Reviewed on Jan 26, 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/Oakland-Ashland.dx177699)

![Lake Merritt featuring a pond](https://images.trvl-media.com/place/553248635074843030/ae1e3d96-036d-4c5f-aa96-b361cbbf6678.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Oakland

2 out of top 10 points of interest in this area

3/5(9 area reviews)

 Central business district with a mix of residential, retail, and office spaces, Downtown Oakland offers an Entertainment District, historic theaters, Oakland Museum, and outdoor retail mall. Easily accessible via BART and AC Transit. 

[Find hotel + flight trips in Downtown Oakland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Oakland&DestID=553248635074843030&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Unless you're on one of the aquatic teams, all you can do here is admire it. Speiker complex across the street has a great pool for adults-only lap swim, and day passes for general public available. #BVSBlue](https://images.trvl-media.com/place/8059/baa2ee0d-01ba-4941-aef3-3a09f29f31a0.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Berkeley

4.5/5(5 area reviews)

 Take time in Downtown Berkeley to visit attractions like Historic Berkeley and Berkeley Art Museum and Pacific Film Archive. You might also appreciate the abundant dining options, and you can hop on the metro at Downtown Berkeley Station to see more of the city. 

[Find hotel + flight trips in Downtown Berkeley](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Berkeley&DestID=553248633938969812&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Aerial View Oakland Inner Harbor Port City Downtown Skyline](https://images.trvl-media.com/place/553248635976470763/14100e99-6014-4479-bebc-744c279b0a6e.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### West Oakland

 Major West Coast port and trade center, this bustling area boasts the busiest port in Northern California, surrounded by a picturesque landscape of coastal terrace prairie, oak woodland, and north coastal scrub. 

[Find hotel + flight trips in West Oakland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Oakland&DestID=553248635976470763&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Aerial view of the Albany Waterfront Trail, Berkeley, California, USA. The image shows the marshland and Berkeley skyline in the background.](https://images.trvl-media.com/place/179368/3e74ab00-a631-429c-8267-b8bf302f56d1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Albany

 The seaside views and shopping are a few reasons travelers visit Albany. Want to see more of the surrounding area? Golden Gate Fields and Berkeley Marina are a few top sights nearby. 

[Find hotel + flight trips in Albany](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Albany&DestID=179368&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Piedmont showing street scenes and outdoor art](https://images.trvl-media.com/place/177707/e2802353-ad22-4ae6-aa66-f43aad16c460.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Piedmont

 You'll enjoy the lake views and architecture in Piedmont. You might want to make time for a stop at Piedmont Sports Field or Davie Tennis Stadium. 

[Find hotel + flight trips in Piedmont](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Piedmont&DestID=177707&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Ashland Hotel Deals

![Holiday Inn Golden Gateway by IHG](https://images.trvl-media.com/lodging/1000000/20000/10600/10538/9ba9bb1f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA

Fully refundableReserve now, pay when you stay

CA $167

CA $197 total

Feb 16 - Feb 17

includes taxes & fees

8.8/10 Excellent! (5,254 reviews)

Definitely recommend this hotel. Beds are comfortable. Rooms are clean and the views of the city is priceless.

Reviewed on Feb 8, 2026

[](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=10538&PinnedHotelID=10538&HadPinnedHotel=true&regionId=177699)

![Hotel Riu Plaza Fisherman's Wharf](https://images.trvl-media.com/lodging/1000000/30000/24700/24625/6fb55356_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA

Fully refundableReserve now, pay when you stay

CA $167

CA $252 total

Mar 3 - Mar 4

includes taxes & fees

8.8/10 Excellent! (7,306 reviews)

The room was clean. Bed was comfortable. Staff were friendly. Check in was speedy. The best part was the breakfast buffet.

Reviewed on Feb 7, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=24625&PinnedHotelID=24625&HadPinnedHotel=true&regionId=177699)

![Hyatt Place San Francisco Downtown](https://images.trvl-media.com/lodging/32000000/31420000/31419900/31419890/fc76649d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Place San Francisco Downtown

701 3rd St San Francisco CA

Fully refundableReserve now, pay when you stay

CA $244

CA $287 total

Feb 20 - Feb 21

includes taxes & fees

9.2/10 Wonderful! (1,990 reviews)

Clean room and friendly, courteous staff!

Reviewed on Feb 8, 2026

[](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=31419890&PinnedHotelID=31419890&HadPinnedHotel=true&regionId=177699)

[See all 4,977 properties in Ashland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&regionId=177699)

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)

## Frequently asked questions

### How much does an Ashland vacation package cost?

### How do I get a cheap travel package to Ashland?

### What are the top hotels in Ashland?

### How far in advance should I book my Ashland vacation?

### What does an Expedia Ashland travel package include?

### What should I know before booking an Ashland travel package?

### Can I choose my airline with an Ashland Expedia vacation package?

### If I'm not able to travel, can I cancel my Ashland vacation package?

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

![Jack London Square which includes a bay or harbor and a statue or sculpture](https://images.trvl-media.com/place/6063235/91e61326-ba76-4eed-b745-a225a7a20141.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Jack London Square

Shop, dine and stroll to your heart’s content in this waterside square, named after the novelist who spent his childhood here.

[](https://expedia.ca/Jack-London-Square-Jack-London-District.d6063235.Vacation-Attraction)

![Unless you're on one of the aquatic teams, all you can do here is admire it. Speiker complex across the street has a great pool for adults-only lap swim, and day passes for general public available. #BVSBlue](https://images.trvl-media.com/place/8059/baa2ee0d-01ba-4941-aef3-3a09f29f31a0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### University of California, Berkeley

Enjoy the collegiate vibe when you visit University of California, Berkeley, during your trip to Berkeley. Attend a sporting event or discover the beautiful sunsets in this vibrant area. 

[](https://expedia.ca/University-Of-California-Oakland.d6069427.Vacation-Attraction)

![Oakland Coliseum Firework Show](https://images.trvl-media.com/place/502580/ba18495a-c341-4b12-b8f4-b5cb018a0274.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Oakland-Alameda County Coliseum

Catch an event at Oakland-Alameda County Coliseum during your trip to Oakland. Experience the entertainment choices and acclaimed art scene in this walkable area. 

[](https://expedia.ca/Oakland-Alameda-County-Coliseum-Airport-District.d502580.Vacation-Attraction)

### Things to do

![Golden Gate Bay Cruise Service: sail around Alcatraz! ](https://mediaim.expedia.com/localexpert/219796/d51f338a-6a93-4ad8-ab9b-06f7a1ddbe6a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)

CA $52

per adult

**96%** of travellers recommend

[](https://expedia.ca/things-to-do/golden-gate-bay-cruise-sail-around-alcatraz-1-hour.a219796.activity-details)

![Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge](https://mediaim.expedia.com/localexpert/219782/8d7a50b5-ebf0-4765-9a8b-20679466b95b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### San Francisco Bridge to Bridge Cruise (90-minutes)

CA $66

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/san-francisco-bridge-to-bridge-cruise-90-minutes.a219782.activity-details)

![Alcatraz San Francisco Bay Cruise with Night Option](https://mediaim.expedia.com/localexpert/852618/2d36c05c-4a19-49ee-83c7-78e22378ede0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Alcatraz Visit with Night Option and SF Bay Cruise

CA $190

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/alcatraz-visit-with-night-option-and-sf-bay-cruise.a852618.activity-details)

[See all activities in Oakland](https://expedia.ca/things-to-do/search?rid=177699)

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