Ashland Vacations from $559
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The Latest Ashland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
MacArthur Place Hotel & Spa
Save 100% on your flight
Price was $3,454, price is now $2,354 per person
$2,354
per person
May 20 - May 24
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Oakland (OAK)
9.4/10 Exceptional! (855 reviews)
Beautiful property and great food
Reviewed on Jan 13, 2026
The Meritage Resort and Spa
Soscol Gateway South
Save 100% on your flight
Price was $1,758, price is now $1,271 per person
$1,271
per person
Apr 15 - Apr 21
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.2/10 Very Good! (1,003 reviews)
Great service, great staff, great place! We went on a valentine’s get-away & it was perfect!
Reviewed on Feb 27, 2026
Maison Fleurie, A Four Sisters Inn
Save 100% on your flight
Price was $1,873, price is now $1,357 per person
$1,357
per person
May 29 - Jun 1
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
8.2/10 Very Good! (720 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
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! (5,362 reviews)
Rooms were clean and fairly updated and smelled clean. Some of the places I've stayed in San Francisco have smelled dank...but not the Holiday Inn! Great food options on the backside of the hotel also. Ate at a GREAT Himalayan restaurant with outstanding food. My family and I felt safe and welcomed. ...
Reviewed on Mar 7, 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! (7,376 reviews)
Convenient location, friendly and helpful staff
Reviewed on Mar 6, 2026
Handlery Union Square Hotel
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $176 total per night from Apr 1 to Apr 2
$176 total
Apr 1 - Apr 2
Total with taxes and fees
8.8/10 Excellent! (2,908 reviews)
Pool is not open
Reviewed on Mar 7, 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 City Lights Cruise (2-hours)
$58
per adult
94% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
$48
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.