Ashland Vacations from $473
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The Latest Ashland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Berkeley Marina
Berkeley Marina
Save 100% on your flight
Price was $692, price is now $473 per person
$473
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.2/10 Very Good! (4,783 reviews)
Amazing hotel and it’s location.
Reviewed on Jun 26, 2026
Claremont Resort & Club
Claremont Hills
Save 100% on your flight
Price was $1,331, price is now $774 per person
$774
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
9/10 Wonderful! (1,037 reviews)
We liked everything and it was a very enjoyable experience.
Reviewed on Jun 26, 2026
The Setting Inn Napa Valley
Save 100% on your flight
Price was $3,020, price is now $1,982 per person
$1,982
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
10/10 Exceptional! (323 reviews)
Loved everything about our stay. We can’t wait to go back. Charming and quaint yet modern amenities. Really appreciated the goodies from the bakery left outside our door every morning. Location was perfect. A quick drive in either direction and we were either in yountville, st Helena, Calistoga,etc. or the other direction, in downtown Napa in minutes. The staff was super friendly. We did a private tasting on the property which we decided to do last minute and they got us booked immediately. If I could give our stay 10 stars I would.
Reviewed on Jun 23, 2026
White House Napa
Napa Abajo
Save 100% on your flight
Price was $2,312, price is now $1,538 per person
$1,538
per person
Aug 10 - Aug 17
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Oakland (OAK)
9.2/10 Wonderful! (628 reviews)
The Breakfast was wonderful every morning!
Reviewed on May 13, 2026
Lavender, A Four Sisters Inn
Save 100% on your flight
Price was $1,820, price is now $1,235 per person
$1,235
per person
Aug 27 - Aug 30
found 12 hours ago
Roundtrip flight included
Chicago (CHI) to Oakland (OAK)
8.8/10 Excellent! (447 reviews)
Cozy and lovely. All the details of a perfect stay were thought of by the staff… it was absolutely wonderful.
Reviewed on May 19, 2026
Where to stay in Ashland
Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
Downtown Oakland
1 out of top 10 points of interest in this area
3.5/5(348 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
Hyatt Regency San Francisco
5 Embarcadero Center San Francisco CA
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $257 total per night from Jul 12 to Jul 13
$257 total
Jul 12 - Jul 13
Total with taxes and fees
9.2/10 Wonderful! (2,307 reviews)
"great place to stay.....from check in to check out everything was perfect"
Reviewed on Jun 26, 2026
Hotel Zoe Fisherman's Wharf
425 North Point San Francisco CA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $218 total per night from Jul 12 to Jul 13
$218 total
Jul 12 - Jul 13
Total with taxes and fees
9.2/10 Wonderful! (1,985 reviews)
"The staff at the hotel went above and beyond to make our stay a wonderful experience. The hotel was in a great location. We had breakfast at the restaurant which had a lovely atmosphere, great staff and delicious food."
Reviewed on Jun 27, 2026
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
$144 nightly
The price is $169 total per night from Jul 5 to Jul 6
$169 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (5,918 reviews)
"We have stayed here before and had a great experience. This time our first room had a smoke smell to it so I went back to the front desk and they immediately switched our room, no questions asked. I was very appreciative since we didn’t want our clothes to smell as we went out. The rooms are great! ..."
Reviewed on Jun 27, 2026
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.
Things to do
California: Oakland Airport Transfer to San Francisco
$180
per traveler
Two Flight Indoor Skydiving Experience
$125
per traveler
80% of travellers recommend
San Francisco: Airplane Private Sunset Bay Tour
$329
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.