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Ashland Vacation Packages

Ashland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Oakland-Waterfront

Homewood Suites by Hilton Oakland-Waterfront

3 out of 5
East Peralta
Price was $803, price is now $537 per person
$537
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Oakland (OAK)
Book a stay at this business-friendly hotel in Oakland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Jack London Square and Oakland Arena are located nearby.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
Airport District
Price was $1,981, price is now $1,307 per person
$1,307
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
Book a stay at this business-friendly hotel in Oakland. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the clean rooms in our reviews. Popular attractions Oakland Arena and San Francisco Bay are located nearby.
MacArthur Place Hotel & Spa

MacArthur Place Hotel & Spa

4 out of 5
Price was $2,280, price is now $1,626 per person
$1,626
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
Book a stay at this spa hotel in Sonoma. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Sonoma Plaza and Sonoma Valley Museum of Art are located nearby.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Price was $1,052, price is now $752 per person
$752
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Oakland (OAK)
Stay at this condo in Napa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.
Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

Kenwood Vista by Avantstay 7acres w/ Pool, Fire Pit, Vineyard Views

3 out of 5
Price was $3,900, price is now $2,820 per person
$2,820
per person
Jan 22 - Jan 26
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Oakland (OAK)
Stay at this cottage in Kenwood. Enjoy free parking, balconies, and air conditioning. Popular attractions Morton's Warm Springs and Chateau St. Jean Winery are located nearby.
Coplan Vineyards by Avantstay 10-acre Estate w/ Pool, Spa, Bocce & Designer Interiors

Coplan Vineyards by Avantstay 10-acre Estate w/ Pool, Spa, Bocce & Designer Interiors

3 out of 5
Price was $6,156, price is now $4,495 per person
$4,495
per person
Jan 22 - Jan 26
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Oakland (OAK)
Book a stay at this business-friendly cottage in Sonoma. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Sonoma Plaza and Hanson of Sonoma Distillery are located nearby.
Surf Lodge

Surf Lodge

2 out of 5
Price was $1,409, price is now $780 per person
$780
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Oakland (OAK)
Stay at this holiday park in Stinson Beach. Enjoy free WiFi and housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Muir Woods National Monument and Stinson Beach Books are located nearby.
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Berkeley Marina
Save 100% on your flight
Price was $829, price is now $548 per person
$548
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Oakland (OAK)
Book a stay at this business-friendly hotel in Berkeley. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Jack London Square and McLaughlin Eastshore State Park are located nearby.

5-7 Night Vacations in Ashland

Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Oakland-Waterfront

Homewood Suites by Hilton Oakland-Waterfront

3 out of 5
East Peralta
Price was $803, price is now $537 per person
$537
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Oakland (OAK)
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Price was $1,052, price is now $752 per person
$752
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Oakland (OAK)
Surf Lodge

Surf Lodge

2 out of 5
Price was $1,409, price is now $780 per person
$780
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Oakland (OAK)
Pool + Hot Tub + Firepit + Game Room Minutes From Sebastopol & Russian River Baker Lane Retreat

Pool + Hot Tub + Firepit + Game Room Minutes From Sebastopol & Russian River Baker Lane Retreat

3 out of 5
Save 100% on your flight
Price was $2,797, price is now $1,995 per person
$1,995
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Oakland (OAK)

Cheap Hotel Deals in Ashland

Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
Book a stay at this business-friendly hotel in San Francisco. Enjoy breakfast (surcharge), a fitness center, and WiFi (surcharge). Our guests praise the helpful ...
Opens in a new windowHilton San Francisco Financial District
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool ...
Opens in a new windowHoliday 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
Book a stay at this business-friendly hotel in San Francisco. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast ...
Opens in a new windowHotel Riu Plaza Fisherman's Wharf
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DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
200 Marina Blvd Berkeley CA
Book a stay at this business-friendly hotel in Berkeley. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Opens in a new windowDoubleTree by Hilton Hotel Berkeley Marina
Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center San Francisco CA
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Opens in a new windowHyatt Regency San Francisco
Fairmont San Francisco

Fairmont San Francisco

5 out of 5
950 Mason Street Atop Nob Hill San Francisco CA
Book a stay at this luxury hotel in San Francisco. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowFairmont San Francisco
Best Western Plus Grosvenor Airport Hotel

Best Western Plus Grosvenor Airport Hotel

3 out of 5
380 S Airport Boulevard South San Francisco CA
Book a stay at this business-friendly hotel in South San Francisco. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the helpful ...
Opens in a new windowBest Western Plus Grosvenor Airport Hotel
Club Quarters Hotel in San Francisco

Club Quarters Hotel in San Francisco

4 out of 5
424 Clay St San Francisco CA
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Opens in a new windowClub Quarters Hotel in 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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Dec 10 - Wed, Dec 31
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$59 Roundtrip, found 16 hours ago
$59
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Dec 10 from Los Angeles Intl. to San Francisco Intl., returning Wed, Dec 31, priced at $59 found 16 hours ago
Frontier Airlines
Thu, Feb 5 - Thu, Feb 5
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$76 Roundtrip, found 11 hours ago
$76
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Feb 5 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Thu, Feb 5, priced at $76 found 11 hours ago
JetBlue Airways
Wed, Feb 18 - Wed, Feb 18
JFK
John F. Kennedy Intl.
SFO
San Francisco Intl.
$186 Roundtrip, found 17 hours ago
$186
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Feb 18 from John F. Kennedy Intl. to San Francisco Intl., returning Wed, Feb 18, priced at $186 found 17 hours ago
Frontier Airlines
Mon, Jan 12 - Thu, Jan 22
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$192 Roundtrip, found 5 hours ago
$192
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Jan 12 from O'Hare Intl. to San Francisco Intl., returning Thu, Jan 22, priced at $192 found 5 hours ago