Ashland Vacations from $440
Book a Hotel + Flight or Car together to unlock savings
The Latest Ashland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sonesta Emeryville - San Francisco Bay Bridge
Save 100% on your flight
Price was $657, price is now $440 per person
$440
per person
May 29 - May 31
found 22 hours ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.6/10 Excellent! (1,375 reviews)
Room was clean and quiet. Bed was comfortable and had tempurpedic pad that made it comfortable and not stiff. Bathroom dated. Shower had a grab bar but in the wrong place. Toilet super low. Basic. Staff was very courteous
Reviewed on Mar 2, 2026
Maison Fleurie, A Four Sisters Inn
Save 100% on your flight
Price was $2,887, price is now $1,959 per person
$1,959
per person
May 10 - May 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
8.2/10 Very Good! (704 reviews)
Exquisite boutique hotel, conveniently located, with delicious included breakfast and relaxing wine hour later in afternoon. Staff (and early check-in) and hotel providing a complementary bottle of sparkling wine to celebrate our anniversary was a great touch and much appreciated. We stayed in the carriage house, room was spacious and well maintained (only negative was neighboring unit was a little noisy, but not enough for us to complain).
Reviewed on Feb 16, 2026
Fairmont Sonoma Mission Inn & Spa
Boyes Hot Springs
Save 100% on your flight
Price was $1,884, price is now $1,328 per person
$1,328
per person
May 14 - May 18
found 20 hours ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.6/10 Excellent! (1,000 reviews)
Excellent resort and amenities. Very clean surroundings and helpful staff.
Reviewed on Feb 22, 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
2 out of top 10 points of interest in this area
3.5/5(342 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
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $159 total per night from Mar 29 to Mar 30
$159 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (5,353 reviews)
It is a good location. Rooms seem dated with worn carpet etc. But it’s clean.
Reviewed on Mar 3, 2026
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $214 total per night from Mar 18 to Mar 19
$214 total
Mar 18 - Mar 19
Total with taxes and fees
9/10 Wonderful! (7,342 reviews)
The internet was not fast. The water pressure is very low.
Reviewed on Mar 2, 2026
Handlery Union Square Hotel
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $164 total per night from Mar 31 to Apr 1
$164 total
Mar 31 - Apr 1
Total with taxes and fees
8.8/10 Excellent! (2,887 reviews)
Always a great stay
Reviewed on Mar 2, 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.
Discover the most popular places to visit in Ashland
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.
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.
Greek Theater
President Theodore Roosevelt and the Dalai Lama are among the iconic figures who have graced the stage of this neoclassical open-air bowl.
Things to do
San Francisco Bridge to Bridge Cruise (90-minutes)
$48
per adult
94% of travellers recommend
San Francisco City Lights Cruise (2-hours)
$58
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
$139
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.