Ashland Vacations from $626

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The Latest Ashland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $920, price is now $626 per person
$626
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
One of the best place i have stayed and will be back asap , thanks for everyone who made my vocation greay

Reviewed on Feb 3, 2026

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $1,214, price is now $824 per person
$824
per person
Apr 22 - Apr 25
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.6/10 Excellent! (1,001 reviews)
Room fine, staff fine, but nearby, just off the property, was a dog that never stopped barking. Fairmont should do something about that!!

Reviewed on Jan 16, 2026

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
Price was $1,209, price is now $864 per person
$864
per person
Apr 25 - Apr 30
found 9 hours ago
Roundtrip flight included
Dallas (DAL) to Oakland (OAK)
8.8/10 Excellent! (1,344 reviews)
Great staff and very clean

Reviewed on Jan 12, 2026

Wydown Hotel

Wydown Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,600, price is now $1,144 per person
$1,144
per person
Apr 24 - Apr 29
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
9.8/10 Exceptional! (332 reviews)
Comfortable and cozy. Friendly staff.

Reviewed on Feb 7, 2026

Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Save 100% on your flight
Price was $2,397, price is now $1,745 per person
$1,745
per person
Apr 22 - Apr 25
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
9.2/10 Wonderful! (349 reviews)
Beautiful location in wine country.

Reviewed on Dec 11, 2025

Where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
Lake Merritt featuring a pond

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.

Find hotels in Downtown Oakland

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 refundableReserve now, pay when you stay
$123 nightly
The price is $145 total per night from Feb 16 to Feb 17
$145 total
Feb 16 - Feb 17
Total with taxes and fees
8.8/10 Excellent! (5,233 reviews)
We arrived early and was able to get an early check in. Checkout was a breeze.

Reviewed on Feb 4, 2026

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
$157 nightly
The price is $185 total per night from Feb 10 to Feb 11
$185 total
Feb 10 - Feb 11
Total with taxes and fees
8.8/10 Excellent! (7,302 reviews)
Clean, friendly staff, great breakfast.

Reviewed on Feb 7, 2026

Hotel Riu Plaza Fisherman's Wharf
Hyatt Place San Francisco Downtown

Hyatt Place San Francisco Downtown

3 out of 5
701 3rd St San Francisco CA
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $211 total per night from Feb 13 to Feb 14
$211 total
Feb 13 - Feb 14
Total with taxes and fees
9.2/10 Wonderful! (1,983 reviews)
Rumor's clean and comfortable. This part of SF is desamp without much homelessness

Reviewed on Feb 5, 2026

Hyatt Place San Francisco Downtown
See all 5,016 properties in Ashland
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Ashland

Jack London Square which includes a bay or harbor and a statue or sculpture

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.

Jack London Square
Unless you're on one of the aquatic teams, all you can do here is admire it. Speiker complex across the street has a great pool for adults-only lap swim, and day passes for general public available. #BVSBlue

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.

University of California, Berkeley
Oakland Coliseum Firework Show

Oakland-Alameda County Coliseum

Catch an event at Oakland-Alameda County Coliseum during your trip to Oakland. Experience the acclaimed art scene and entertainment choices in this walkable area.

Oakland-Alameda County Coliseum

Things to do

San Francisco City Lights Cruise

San Francisco City Lights Cruise (2-hours)

$58
per adult
94% of travellers recommend
San Francisco City Lights Cruise (2-hours)
Alcatraz San Francisco Bay Cruise with Night Option

Alcatraz Visit with Night Option and SF Bay Cruise

$139
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
Inside the cell block at Alcatraz

Alcatraz Island Tour Package

$111
per adult
100% of travellers recommend
Alcatraz Island Tour Package
See all activities in Oakland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.