Ashland Vacations from $576
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The Latest Ashland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Silverado Resort
Price was $812, price is now $576 per person
$576
per person
Mar 23 - Mar 26
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
8.8/10 Excellent! (1,053 reviews)
Nice hotel overall, but I wouldn’t recommend it during the winter season. You still pay a resort fee, yet many amenities like the pool and hot tub aren’t really usable. There were also several occasions when no one was available at the front desk to assist with transportation back to our room, which was inconvenient since the property is very spread out—especially during the rain.
Reviewed on Jan 6, 2026
Stanly Ranch, Auberge Collection
Save 100% on your flight
Price was $2,612, price is now $1,591 per person
$1,591
per person
Mar 23 - Mar 26
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
Room was spotless despite rainy weather- twice daily house keeping and it always smelled like yummy lavender. The staff is absolutely superb. Every staff member I encountered remembered us by name and was absolutely courteous, knowledgeable and lovely!
Reviewed on Jan 9, 2026
Claremont Resort & Club
Claremont Hills
Save 100% on your flight
Price was $1,092, price is now $731 per person
$731
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
Beautiful historical property with everything you need and a great location.
Reviewed on Jan 7, 2026
Maison Fleurie, A Four Sisters Inn
Save 100% on your flight
Price was $2,176, price is now $1,552 per person
$1,552
per person
Mar 5 - Mar 9
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
8.2/10 Very Good! (704 reviews)
The tv in my room was not working- and the landscaping folks were blowing leaves very early and for a long time right outside my windows on Thursday morning. :( Other than that- very comfortable and lovely.
Reviewed on Dec 19, 2025
Farmhouse Inn
Save 100% on your flight
Price was $2,392, price is now $1,732 per person
$1,732
per person
Mar 5 - Mar 9
found 1 hour ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
9.4/10 Exceptional! (68 reviews)
GM was amazing and Spa Staff 🙏
Reviewed on Nov 21, 2025
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
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $185 total per night from Jan 23 to Jan 24
$185 total
Jan 23 - Jan 24
Total with taxes and fees
8.8/10 Excellent! (7,250 reviews)
Overall wonderful experience. Staff was great, room was great.. a little cold but housekeeping brought up an extra blanket and i was perfect. Outdoor fireplaces were lovely. Great location so close to pier 39.
Reviewed on Jan 10, 2026
Hilton San Francisco Financial District
750 Kearny St San Francisco CA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $153 total per night from Jan 18 to Jan 19
$153 total
Jan 18 - Jan 19
Total with taxes and fees
8.6/10 Excellent! (2,244 reviews)
Clean rooms, staff, excellent service
Reviewed on Jan 6, 2026
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $149 total per night from Jan 25 to Jan 26
$149 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (5,116 reviews)
The hotel was great and the staff were super helpful and friendly. We also
Reviewed on Jan 9, 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.
Oakland Arena
Catch an event at Oakland Arena during your trip to Oakland. Experience the acclaimed art scene and entertainment choices in this walkable area.
Things to do
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
96% of travellers recommend
SF: San Francisco Museum of Modern Art (SFMOMA) Entry Ticket
$30
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.