San Mateo Vacation Packages

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Your San Mateo Vacation

Book a tailored San Mateo vacation package that includes everything you need and nothing you don't. Great for families, nature and golfing, consider basing yourself in the neighborhood of Sharp Park. A trip to San Mateo is an ideal opportunity to take in the sights. Be sure to visit renowned attractions like Hillsdale Shopping Center, Millbrae Square Shopping Center and Coyote Point Park. Expedia is here to help you escape your daily routine. Tailor your vacation to San Mateo to suit your travel style, whatever that may be!

Top San Mateo Vacation Deals

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

Argonaut Hotel

4.5 out of 5
Fisherman's Wharf
per person
Aug 30 - Sep 2
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
9.4/10 Exceptional! (1,064 reviews)
Elegant,great service and beautiful building

Reviewed on Jul. 29, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
per person
Oct 8 - Oct 12
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to San Francisco (SFO)
9.2/10 Wonderful! (419 reviews)
A beautiful hotel. Most staff were lovely - unnecessary friction with a couple. The facilities that the hotel has are impeccable - b

Reviewed on Jul. 26, 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
per person
Oct 1 - Oct 8
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to San Francisco (SFO)
9.2/10 Wonderful! (644 reviews)
Clean, comfortable, newly remodeled room. Reasonably friendly staff. The only inconvenience was the low water pressure in the shower.

Reviewed on Jul. 29, 2025

Marbella Lane Tuscan Villa with Hot Tub

Marbella Lane Tuscan Villa with Hot Tub

3 out of 5
Rockaway Beach
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Francisco (SFO)
9.6/10 Exceptional! (17 reviews)
@ Marbella Lane - Vibrant 5BR Home in Daly City

@ Marbella Lane - Vibrant 5BR Home in Daly City

3 out of 5
per person
Oct 8 - Oct 12
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to San Francisco (SFO)
No reviews

Where to stay in San Mateo

Find the best San Mateo areas and neighborhoods for the activities you enjoy most. Learn more about San Mateo
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Central San Mateo

2 out of top 10 points of interest in this area

While visiting Central San Mateo, you might make a stop by sights like The San Mateo Japanese Garden and Cinemark Century San Mateo 12.

Find hotels in Central San Mateo

San Mateo Beach Vacation

Forget about life's daily stresses and let your mind, body and soul unwind on your San Mateo vacation. There's nothing more invigorating than the smell of salty sea air and the soothing melody of waves crashing onto the shore. Plan your trip to San Mateo the easy way by choosing one of our San Mateo packages. Many tourists opt to stay near Lakeshore Park Beach, a local highlight only 3 kilometres from the downtown area.

Things You Should Know About San Mateo

  • If you think the perfect vacation is fresh ocean breezes and sparking water views, check out our San Mateo beach hotels. You're sure to forget your day-to-day worries at these blissful beachy retreats.
  • No matter your style or budget, you'll find a great place to stay for your vacation in San Mateo. Why not browse some apartments, like Hampton Inn & Suites San Mateo-San Francisco Airport and Hilton Garden Inn San Mateo? They're popular with visitors of all types.
  • Roughly 103,500 people reside in San Mateo. If you want a few tips about what to see and do, why not strike up a conversation with some of the locals? Our San Mateo things to do page is also a handy source of information.
  • Don't return home without exploring Coyote Point Park, Coyote Point Park and Coyote Point Park. With the money you save through our San Mateo vacation deals, you can see more great attractions like these.

Ready to book your vacation to San Mateo?

 

Choose your dates

San Mateo Hotel Deals

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

3 out of 5
330 N Bayshore Blvd, San Mateo, CA
Fully refundable
The price is CA $121 per night from Aug 24 to Aug 25
CA $121
CA $140 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,035 reviews)
"Will be back"

Reviewed on Jul. 27, 2025

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
The price is CA $180 per night from Aug 24 to Aug 25
CA $180
CA $212 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (4,387 reviews)
"Area was great. Did not like my room next to Elevators and had to listen to them at night and morning going up and down"

Reviewed on Jul. 27, 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
The price is CA $159 per night from Aug 26 to Aug 27
CA $159
CA $244 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (6,650 reviews)
"Great stay"

Reviewed on Jul. 28, 2025

Hotel Riu Plaza Fisherman's Wharf
See all 5,066 properties in San Mateo
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
Family Vacations
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Discover the most popular places to visit in San Mateo

Golden Gate Park featuring flowers and a garden

Golden Gate Park

4.5/5(520 reviews)

This beloved park offers relaxation among trees, flowers and wildlife, right in San Francisco’s backyard.

Golden Gate Park
Pier 39 showing signage, street scenes and a city

Pier 39

4.5/5(778 reviews)

This waterfront attraction offers thrilling rides, innovative street performers and colorful souvenir shops, but it’s the sea lions that win the day.

Pier 39
Golden Gate Bridge showing a suspension bridge or treetop walkway, a marina and a bay or harbour

Golden Gate Bridge

4.5/5(771 reviews)

Cars trundle across it and ships sail under it, but the best way to experience this iconic bridge is on foot.

Golden Gate Bridge

What to do in San Mateo

Golden Gate Bridge at night

San Francisco Night Tour

CA $73
per adult
78% of travellers recommend
San Francisco Night Tour
Alcatraz San Francisco Bay Cruise with Night Option

Alcatraz Visit with Night Option and SF Bay Cruise

CA $190
per adult
92% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
San Francisco GoCar Tour

GoCar San Francisco Tour

CA $135
per traveller
96% of travellers recommend
GoCar San Francisco Tour
See all activities in San Mateo

Frequently asked questions

How much does a San Mateo vacation package cost?
You can pick up a vacation package to this popular destination from CA $730 on Expedia. However, how much your vacation to San Mateo costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to San Mateo?
If you'd like to book a cheap San Mateo vacation package, consider visiting in December, January and February. You'll generally find lower rates on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for San Mateo?
Dedicate at least 3 days for your San Mateo vacation if you want to enjoy all that makes this place special. Explore popular neighbourhoods, including East San Mateo and Shoreview. Then head to the major sights like Crystal Springs Golf Course and Hiller Aviation Museum. With a clever itinerary, you can keep busy with room for some relaxation too. Want to travel beyond San Mateo? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to San Mateo?
During your San Mateo vacation, you can look forward to experiencing some top-notch history and culture. Leave enough room in your schedule to visit major sights like Coyote Point Park and Hillsdale Shopping Centre.
How to find the best San Mateo package deals?
Bagging a cheap San Mateo package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly San Mateo package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a San Mateo vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights individually. Better still, you can tailor your San Mateo trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to San Mateo?
If you're planning a spontaneous San Mateo adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to San Mateo?

  1. Pick your dates: The things you plan to do in San Mateo and your preferred season will help you decide when to get away.
  2. Set a budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to San Mateo. Then, pick a hotel that matches your budget, whether that's an affordable option or a more luxurious retreat.
  3. Decide your trip length: Think about how long you want to spend exploring San Mateo. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a San Mateo vacation package that brings all your bookings together.

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