Ashland Vacations from $621

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Ashland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
RiverPointe Napa Valley Resort
River Terrace Inn - A Noble House Hotel
Silverado Resort
MacArthur Place Hotel & Spa
Hotel Yountville

Where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland

Ashland Hotel Deals

Holiday Inn Golden Gateway by IHG
Holiday Inn Golden Gateway by IHG
3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundable
$127 nightly
The price is $150 total per night from Jul 20 to Jul 21
$150 total
Jul 20 - Jul 21
Total includes taxes and fees
8.8/10 Excellent! (4,256 reviews)
A total surprise
"I enjoyed my stay, but was shocked when I checked in, I was not assigned the room with two beds I had requested initially. On top of that, I was asked for a deposit of five hundred dollars."

Reviewed on Jul 10, 2025

Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf
Hotel Riu Plaza Fisherman's Wharf
4 out of 5
2500 Mason St, San Francisco, CA
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $193 total per night from Jul 21 to Jul 22
$193 total
Jul 21 - Jul 22
Total includes taxes and fees
8.8/10 Excellent! (6,529 reviews)
"Staff were friendly and helpful."

Reviewed on Jul 11, 2025

Hotel Riu Plaza Fisherman's Wharf
Hyatt Regency San Francisco
Hyatt Regency San Francisco
4 out of 5
5 Embarcadero Center, San Francisco, CA
$209 nightly
The price is $246 total per night from Jul 13 to Jul 14
$246 total
Jul 13 - Jul 14
Total includes taxes and fees
9.2/10 Wonderful! (1,731 reviews)
"Excellent"

Reviewed on Jul 10, 2025

Hyatt Regency San Francisco
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

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.