Ashland Vacation Packages

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

Jul 5 - Jul 8
Claremont Resort & Club + Flight
Claremont Hills
3 nights
5.0 star property
9.0/10 - Wonderful (1,004 reviews)
"Parking was difficult with automation. Difficult getting out. Need a gate person. Gate automated bar almost hit my hood. Valets were on their phones not helpful. Would consider not staying thete until they fix it. A five star hotel needs 5 star personnel. Not more automation"
Reviewed May 18, 2026
Roundtrip • Edmonton (YEG) - San Francisco (SFO)
YEG - SFO • Nonstop SFO - YEG • Nonstop
~~CA $1,740~~
CA $1,293
per traveller
found 1 day ago
Claremont Resort & Club
Jul 1 - Jul 4
Bardessono Hotel and Spa + Flight
Yountville
3 nights
5.0 star property
9.8/10 - Exceptional (683 reviews)
"Beautiful Property, Great Staff. Best nights sleep. Coming back for sure "
Reviewed May 17, 2026
Roundtrip • Kitchener (YKF) - San Francisco (SFO)
YKF - SFO • 1 stop SFO - YYZ • 1 stop
~~CA $2,436~~
CA $1,740
per traveller
found 1 day ago
Bardessono Hotel and Spa
Aug 6 - Aug 9
Hotel Yountville + Flight
Yountville
3 nights
4.0 star property
9.6/10 - Exceptional (1,001 reviews)
"It's just the perfect hotel. Location. Rooms. Amenities. Staff. Especially the staff top to bottom all amazing BIG shoutout to the staff."
Reviewed May 18, 2026
Roundtrip • Toronto (YYZ) - San Francisco (SFO)
YYZ - SFO • Nonstop SFO - YYZ • Nonstop
~~CA $2,948~~
CA $2,116
per traveller
found 11 hours ago
Hotel Yountville
Aug 6 - Aug 9
the cottages of napa valley + Flight
Napa
3 nights
4.0 star property
10/10 - Exceptional (19 reviews)
"Beautiful cottage and amenities. LOVED the morning delivery of baked goods, and the jacuzzi tub. Truly the best romantic getaway in Napa."
Reviewed April 12, 2026
Roundtrip • Toronto (YYZ) - San Francisco (SFO)
YYZ - SFO • Nonstop SFO - YYZ • Nonstop
~~CA $2,124~~
CA $1,546
per traveller
found 11 hours ago
the cottages of napa valley
Aug 6 - Aug 9
Carneros Resort and Spa + Flight
Napa
3 nights
5.0 star property
9.2/10 - Wonderful (368 reviews)
"The resort itself was beautiful, great rooms and great pool. The access to restaurants and service was poor, very odd working hours. Where bar hours stopped at 5:30pm at bar and the main restaurant and bar just always seemed to be closed. Often had no choice but to eat from market. Staff themselves were nice, but lied to on numerous occasions unnecessarily and multiple guests reported the same.. still recommend but hop they improve their service/restaurant experiences "
Reviewed May 19, 2026
Roundtrip • Toronto (YYZ) - San Francisco (SFO)
YYZ - SFO • Nonstop SFO - YYZ • Nonstop
~~CA $8,019~~
CA $5,957
per traveller
found 11 hours ago
Carneros Resort and Spa

Where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland

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.

Ashland Hotel Deals

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA

Fully refundableReserve now, pay when you stay

CA $227

CA $324 total

May 25 - May 26

includes taxes & fees

9/10 Wonderful! (7,455 reviews)

"Bathroom was so small. Shower tub also tight. Walls were paper thin on the second floor where we had our room. Could hear everything. Breakfast was strong for buffet options. No restaurant for lunch/supper, although there was a shop n go mini store. Overall, not my cup of tea, would not return."

Reviewed on May 21, 2026

Hilton San Francisco Financial District

750 Kearny St San Francisco CA

Fully refundableReserve now, pay when you stay

CA $187

CA $220 total

May 31 - Jun 1

includes taxes & fees

8.8/10 Excellent! (2,789 reviews)

"We got a room on a lower floor overlooking rooftops. It was not great or worth the money we paid. I think the hotel is outdated. The air wasn’t working. The sheets were very scratchy. There are better properties in the City at a better value."

Reviewed on May 21, 2026

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA

Fully refundableReserve now, pay when you stay

CA $181

CA $213 total

May 25 - May 26

includes taxes & fees

9/10 Wonderful! (5,770 reviews)

"San Francisco is one of the most expensive hotel cities the world...$250 for a single night on a Sunday for Bay to Breakers. Its normally a little cheaper than on any other weekend, but not much. But I will have to say, the premises and room were pristine and in top notch condition. Everything seemed ..."

Reviewed on May 21, 2026

See all 4,300 properties in Ashland

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.

Frequently asked questions

How much does an Ashland vacation package cost?

Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Ashland from just . And the more you bundle, the more cash you save. The vacation of your dreams has never been so affordable.

How do I get a cheap travel package to Ashland?

Creating your own Ashland vacation package with Expedia is a simple way to save. We offer more than 550 partner airlines and 1,000,000 hotels spread across the globe. With such an awesome range to select from, you'll have no difficulty pulling together your next dream vacation.

What are the top hotels in Ashland?

Whether you'll be staying for a night or a week in Ashland, you'll get a great night's sleep at Cozy Eclectic 1bedroom Island - Vibe Oasis In Hayward 1 Bedroom Apts. This place is the first choice for many travelers.

How far in advance should I book my Ashland vacation?

It can be tricky to know when is the ideal time to book your Ashland trip. But typically the earlier you book, the better the prices. Sometimes, you can secure your flights and hotels nearly 12 months prior to your departure date. If you're considering a last-minute getaway, no need to panic! There are terrific bargains posted on Expedia every day.

What does an Expedia Ashland travel package include?

Hotels, flights and a reliable car for all your road trip adventures. Simply choose your favorite bundle and get access to incredible deals. Once you've made your booking, add on some sightseeing tours and watch your savings grow. When it comes to organizing your Ashland trip, the choice is all yours!

What should I know before booking an Ashland travel package?

A travel package can be tailored to your budget and is a simple way to make your money go further. How little or much you include is up to you. Hotels, rental cars and flights — mix and match whatever combination suits your style.

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

Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.

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

We totally understand that life doesn't always go according to plan. If you've locked in an Ashland vacation package and need to cancel or change it, we can help. We recommend having a look at our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary for free. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

Discover the most popular places to visit in Ashland

Jack London Square

4/5(11 reviews)

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

University of California, Berkeley

4.5/5(57 reviews)

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.

Oakland Zoo

Watch alligators being fed, ride a train through the Australian outback and see a herd of elephants on the African savannah at this animal park.

Things to do

Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge

San Francisco Bridge to Bridge Cruise (90-minutes)

CA $66

per adult

94% of travellers recommend

San Francisco Night Tour

CA $72

per adult

78% of travellers recommend

California Sunset Cruise (2-hours)

CA $79

per adult

94% of travellers recommend

See all activities in Oakland

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

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Claremont Resort & Club + Flight

Bardessono Hotel and Spa + Flight

Hotel Yountville + Flight

the cottages of napa valley + Flight

Carneros Resort and Spa + Flight

Where to stay in Ashland

Downtown Oakland

Downtown Berkeley

Piedmont

Albany

South Berkeley

Ashland Hotel Deals

Hotel Riu Plaza Fisherman's Wharf

Hilton San Francisco Financial District

Holiday Inn Golden Gateway by IHG

Frequently asked questions

Discover the most popular places to visit in Ashland

Jack London Square

University of California, Berkeley

Oakland Zoo

Things to do

San Francisco Bridge to Bridge Cruise (90-minutes)

San Francisco Night Tour

California Sunset Cruise (2-hours)