Cheap Vacations in San Mateo County

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San Mateo County vacations

Price found within the past 48 hours. Click for updated prices.
Cathedral Hill Hotel

Cathedral Hill Hotel

2 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $406, price is now $253 per person
$253
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Francisco (SFO)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Price was $2,012, price is now $879 per person
$879
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to San Diego (SAN)
Kawada Hotel

Kawada Hotel

3 out of 5
Downtown Los Angeles
Save 100% on your flight
Price was $695, price is now $376 per person
$376
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
The Huntington Hotel

The Huntington Hotel

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $2,086, price is now $1,202 per person
$1,202
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

5 out of 5
Save 100% on your flight
Price was $868, price is now $504 per person
$504
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Francisco (SFO)
Hotel H-Wood

Hotel H-Wood

2.5 out of 5
Hollywood
Save 100% on your flight
Price was $532, price is now $310 per person
$310
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Save 100% on your flight
Price was $1,133, price is now $666 per person
$666
per person
Oct 23 - Oct 26
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Los Angeles (LAX)
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $1,132, price is now $681 per person
$681
per person
Oct 7 - Oct 13
found 17 hours ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,427, price is now $861 per person
$861
per person
Oct 23 - Oct 26
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Los Angeles (LAX)
The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Save 100% on your flight
Price was $1,395, price is now $876 per person
$876
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Francisco (SFO)

3-night San Mateo County vacations

Price found within the past 48 hours. Click for updated prices.
Cathedral Hill Hotel

Cathedral Hill Hotel

2 out of 5
Save 100% on your flight
Price was $406, price is now $253 per person
$253
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Francisco (SFO)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Price was $1,320, price is now $574 per person
$574
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to San Diego (SAN)
Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

5 out of 5
Save 100% on your flight
Price was $868, price is now $504 per person
$504
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Francisco (SFO)
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Save 100% on your flight
Price was $1,133, price is now $666 per person
$666
per person
Oct 23 - Oct 26
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Los Angeles (LAX)
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Save 100% on your flight
Price was $797, price is now $480 per person
$480
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Francisco (SFO)
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,427, price is now $861 per person
$861
per person
Oct 23 - Oct 26
found 22 hours ago
Roundtrip flight included
Cleveland (CLE) to Los Angeles (LAX)
The Huntington Hotel

The Huntington Hotel

5 out of 5
Save 100% on your flight
Price was $1,425, price is now $861 per person
$861
per person
Oct 16 - Oct 19
found 7 hours ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
Kawada Hotel

Kawada Hotel

3 out of 5
Save 100% on your flight
Price was $556, price is now $342 per person
$342
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Hotel H-Wood

Hotel H-Wood

2.5 out of 5
Save 100% on your flight
Price was $424, price is now $261 per person
$261
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Los Bungalows

Los Bungalows

2.5 out of 5
Save 100% on your flight
Price was $610, price is now $379 per person
$379
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
The Grove Inn

The Grove Inn

3 out of 5
Save 100% on your flight
Price was $1,395, price is now $876 per person
$876
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Francisco (SFO)
Marbella Lane - 3BR Designer Near Valley Fair

Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
Price was $1,511, price is now $949 per person
$949
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)

4-night San Mateo County vacations

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel

The LEEF Hotel

2 out of 5
Save 100% on your flight
Price was $520, price is now $287 per person
$287
per person
Oct 19 - Oct 23
found 5 hours ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Price was $2,012, price is now $879 per person
$879
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to San Diego (SAN)
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Price was $1,227, price is now $561 per person
$561
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Los Angeles (LAX)
Kawada Hotel

Kawada Hotel

3 out of 5
Save 100% on your flight
Price was $695, price is now $376 per person
$376
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
The Huntington Hotel

The Huntington Hotel

5 out of 5
Save 100% on your flight
Price was $2,086, price is now $1,202 per person
$1,202
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
Hotel H-Wood

Hotel H-Wood

2.5 out of 5
Save 100% on your flight
Price was $532, price is now $310 per person
$310
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Le Bon Hotel Hollywood

Le Bon Hotel Hollywood

2 out of 5
Save 100% on your flight
Price was $575, price is now $336 per person
$336
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Save 100% on your flight
Price was $1,148, price is now $689 per person
$689
per person
Oct 6 - Oct 10
found 15 hours ago
Roundtrip flight included
Portland (PDX) to San Francisco (SFO)
Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

4.5 out of 5
Save 100% on your flight
Price was $825, price is now $499 per person
$499
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Beverly Laurel Hotel at West Hollywood

Beverly Laurel Hotel at West Hollywood

3 out of 5
Save 100% on your flight
Price was $866, price is now $538 per person
$538
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
The Dixie Hollywood

The Dixie Hollywood

3 out of 5
Save 100% on your flight
Price was $698, price is now $442 per person
$442
per person
Oct 3 - Oct 7
found 21 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Los Angeles (LAX)
SF Central Hotel

SF Central Hotel

2 out of 5
Save 100% on your flight
Price was $664, price is now $423 per person
$423
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)

5-night San Mateo County vacations

Price found within the past 48 hours. Click for updated prices.
LA Crystal Hotel - Los Angeles Area

LA Crystal Hotel - Los Angeles Area

3 out of 5
Save 100% on your flight
Price was $635, price is now $352 per person
$352
per person
Oct 14 - Oct 19
found 15 hours ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Le Bon Hotel Hollywood

Le Bon Hotel Hollywood

2 out of 5
Save 100% on your flight
Price was $786, price is now $414 per person
$414
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Save 100% on your flight
Price was $963, price is now $528 per person
$528
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
Glendale Hotel

Glendale Hotel

2.5 out of 5
Save 100% on your flight
Price was $771, price is now $427 per person
$427
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Portland (PDX) to Los Angeles (LAX)
Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $746, price is now $427 per person
$427
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

4.5 out of 5
Save 100% on your flight
Price was $1,111, price is now $653 per person
$653
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $2,401, price is now $1,440 per person
$1,440
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
ERTH INN by AGA Los Angeles

ERTH INN by AGA Los Angeles

3 out of 5
Save 100% on your flight
Price was $657, price is now $399 per person
$399
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
The Huntington Hotel

The Huntington Hotel

5 out of 5
Price was $3,256, price is now $1,985 per person
$1,985
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Tucson (TUS) to San Francisco (SFO)
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Save 100% on your flight
Price was $675, price is now $414 per person
$414
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
Fleur Noire Hotel - 21 and Over

Fleur Noire Hotel - 21 and Over

3.5 out of 5
Save 100% on your flight
Price was $1,121, price is now $687 per person
$687
per person
Sep 30 - Oct 5
found 9 hours ago
Roundtrip flight included
Portland (PDX) to Los Angeles (LAX)
Hilton Garden Inn San Diego Del Mar

Hilton Garden Inn San Diego Del Mar

3 out of 5
Save 100% on your flight
Price was $749, price is now $469 per person
$469
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)

6-7 night San Mateo County vacations

Price found within the past 48 hours. Click for updated prices.
Glendale Hotel

Glendale Hotel

2.5 out of 5
Price was $879, price is now $437 per person
$437
per person
Oct 7 - Oct 13
found 12 hours ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Venice V Hotel

Venice V Hotel

3 out of 5
Save 100% on your flight
Price was $1,654, price is now $928 per person
$928
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $853, price is now $480 per person
$480
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Save 100% on your flight
Price was $1,132, price is now $681 per person
$681
per person
Oct 7 - Oct 13
found 17 hours ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
Beverly Laurel Hotel at West Hollywood

Beverly Laurel Hotel at West Hollywood

3 out of 5
Save 100% on your flight
Price was $1,089, price is now $666 per person
$666
per person
Oct 7 - Oct 13
found 12 hours ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
W Los Angeles - West Beverly Hills

W Los Angeles - West Beverly Hills

4.5 out of 5
Save 100% on your flight
Price was $1,625, price is now $997 per person
$997
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $3,461, price is now $2,124 per person
$2,124
per person
Oct 15 - Oct 22
found 12 hours ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Ocean Park Inn

Ocean Park Inn

3 out of 5
Save 100% on your flight
Price was $1,848, price is now $1,143 per person
$1,143
per person
Oct 15 - Oct 22
found 12 hours ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Ash&9th

Ash&9th

2 out of 5
Save 100% on your flight
Price was $725, price is now $449 per person
$449
per person
Oct 15 - Oct 22
found 12 hours ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
The LINE Hotel

The LINE Hotel

4 out of 5
Save 100% on your flight
Price was $834, price is now $519 per person
$519
per person
Oct 7 - Oct 13
found 12 hours ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
Hotel Normandie

Hotel Normandie

3.5 out of 5
Save 100% on your flight
Price was $924, price is now $577 per person
$577
per person
Oct 7 - Oct 13
found 12 hours ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)
E-Central Downtown Los Angeles Hotel

E-Central Downtown Los Angeles Hotel

4 out of 5
Save 100% on your flight
Price was $820, price is now $524 per person
$524
per person
Oct 7 - Oct 13
found 12 hours ago
Roundtrip flight included
Seattle (SEA) to Los Angeles (LAX)

Top places to visit in San Mateo County

The Golden Gate Bridge with a clear view of the towers and cables, spanning across the water.
FlightsFlightsHotelsHotels

San Francisco

San Francisco

Flight deals to San Mateo County

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

Mon, Sep 21 - Wed, Sep 23
LAX
Los Angeles
SFO
San Francisco
$44 Roundtrip, found 3 days ago
$44
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Sep 21 from Los Angeles to San Francisco, returning Wed, Sep 23, priced at $44 found 3 days ago
Thu, Oct 1 - Mon, Oct 5
LAX
Los Angeles
SJC
San Jose
$47 Roundtrip, found 20 hours ago
$47
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Thu, Oct 1 from Los Angeles to San Jose, returning Mon, Oct 5, priced at $47 found 20 hours ago
Wed, Oct 14 - Sat, Oct 17
ORD
Chicago
SFO
San Francisco
$198 Roundtrip, found 3 days ago
$198
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Chicago to San Francisco, returning Sat, Oct 17, priced at $198 found 3 days ago

Top rated hotels for your San Mateo County vacation

Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

3.5 out of 5
1177 Airport Blvd Burlingame CA
Free Cancellation
9.98 mi from city center
$116 nightly
The price is $132 total per night
$132 total
Sep 7 - Sep 8
Total with taxes and fees
With a stay at Crowne Plaza San Francisco Airport by IHG in Burlingame (Bayfront), you'll be a 4-minute walk from San Francisco Bay and 11 minutes by foot from Topgolf Burlingame.
Pool
Pet friendly
The Westin San Francisco Airport

The Westin San Francisco Airport

4 out of 5
1 Bayshore Hwy Burlingame CA
Free Cancellation
Reserve now, pay when you stay
11.28 mi from city center
$137 nightly
The price is $158 total per night
$158 total
Sep 6 - Sep 7
Total with taxes and fees
With a stay at The Westin San Francisco Airport, you'll be centrally located in Burlingame, a 1-minute drive from San Francisco Bay and 15 minutes from Chase Center.
Pool
Hot Tub
Hilton San Francisco Airport Bayfront

Hilton San Francisco Airport Bayfront

4 out of 5
600 Airport Boulevard Burlingame CA
Free Cancellation
Reserve now, pay when you stay
9.37 mi from city center
$130 nightly
The price is $148 total per night
$148 total
Sep 20 - Sep 21
Total with taxes and fees
Located in Burlingame (Bayfront), Hilton San Francisco Airport Bayfront is a 4-minute walk from San Francisco Bay and 13 minutes by foot from Coyote Point Park.
Pool
Free airport shuttle
Don't see what you're looking for?
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.