Ashland Vacations from $276
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The Latest Ashland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Claremont Resort & Club
Claremont Hills
Save 100% on your flight
Price was $1,009, price is now $539 per person
$539
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
Once again, the Claremont provided the perfect spot for my stay during a conference. The room, services, and location are all the best. I look forward to staying again as soon as possible.
Reviewed on Dec 11, 2025
Stanly Ranch, Auberge Collection
Save 100% on your flight
Price was $1,501, price is now $869 per person
$869
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
The design, the activities, the outstanding effort of the staff to make everyone happy and feel special. Everything amazing except passive agressive baristas at the cafe part, sorry but I had to tell that. But even the bad vibes there weren’t enought to take off any points. Definitely will visit again! Super lovely place
Reviewed on Nov 27, 2025
Alila Napa Valley, a Hyatt Luxury Resort
Save 100% on your flight
Price was $1,485, price is now $870 per person
$870
per person
Feb 17 - Feb 20
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
9.4/10 Exceptional! (110 reviews)
Incredible! awesome! From the moment we arrived they treated us like we were the only people staying.Every staff member was beyond any expectation I could imagine. The room and the view was breathtaking. The car service to and from wineries and restaurants was incredible. We will definitely be back. This is how all hotels should be.
Reviewed on Dec 13, 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 Dec 17 to Dec 18
$185 total
Dec 17 - Dec 18
Total with taxes and fees
8.8/10 Excellent! (7,176 reviews)
Clean room in a very nice hotel. Hotel itself outside of the rooms was quite cool in temperature.
Reviewed on Dec 11, 2025
Fairmont San Francisco
950 Mason Street Atop Nob Hill San Francisco CA
Fully refundableReserve now, pay when you stay
$260 nightly
The price is $306 total per night from Dec 21 to Dec 22
$306 total
Dec 21 - Dec 22
Total with taxes and fees
9/10 Wonderful! (1,437 reviews)
⭐️⭐️⭐️⭐️⭐️ 5/5 — A Truly Magical Stay! I can’t say enough wonderful things about this beautiful hotel. From the moment we arrived, the service was exceptional—warm, attentive, and genuinely welcoming. Every staff member went above and beyond to make our stay feel special. But what absolutely stole ...
Reviewed on Dec 5, 2025
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $140 total per night from Dec 15 to Dec 16
$140 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (4,957 reviews)
The entire experience was good.
Reviewed on Dec 12, 2025
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
4.5/5(393 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(1,403 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 Arena
4/5(1,232 reviews)
Catch an event at Oakland Arena during your trip to Oakland. Experience the acclaimed theater scene and entertainment choices in this walkable area.
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
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.