A modern multi-story building with red and white accents, located at a street corner with visible street signs and parked cars.

Redwood City Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Redwood City Vacation

Say bye-bye to the stress of planning and hello to a Redwood City vacation package. With the finer details organized before you take off, you can focus on discovering every inch of this city, starting with Foster City, which is good for watersports, cycling and walking. Fill your spare time with visits to Filoli, Menlo College and Hillsdale Shopping Center, some of the attractions you really should see during your trip to Redwood City. Your dream Redwood City vacation is just clicks away. Search airfares, hotels and more on Expedia for a getaway that's tailored to suit your travel style.

Top Redwood City vacation deals

Price found within the past 48 hours. Click for updated prices.
  • A modern building with a wooden facade, a green awning, and a staircase leading to the entrance.
    Jan 9 - Jan 15

    SIRTAJ - Beverly Hills + Flight

    South of Wilshire
    6 nights
    4.0 star property
    8.2/10 - Very good (1,005 reviews)
    Roundtrip • Edmonton (YEG) - Los Angeles (LAX)
    YEG - SNA • 1 stop SNA - YEG • 1 stop
    CA $2,023
    CA $1,023
    per traveller
    found 1 day ago
    SIRTAJ - Beverly Hills
  • A multi-story hotel with a brick facade, multiple windows, and a fire escape.
    Jan 15 - Jan 21

    The Sofia Hotel + Flight

    Downtown San Diego
    6 nights
    3.5 star property
    8.8/10 - Excellent (2,766 reviews)
    "Really enjoyed my stay at The Sofia. My room had a nepresso coffee machine which was great. Very clean and quiet, close to the convention center and easily walkable to restaurants, shopping and sight seeing."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - San Diego (SAN)
    YYZ - SAN • 1 stop SAN - YYZ • 1 stop
    CA $2,074
    CA $1,260
    per traveller
    found 18 hours ago
    The Sofia Hotel
  • A spacious lobby with a wooden floor, modern seating areas, and a central column.
    Jan 9 - Jan 15

    1 Hotel West Hollywood + Flight

    West Hollywood
    6 nights
    5.0 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • Edmonton (YEG) - Los Angeles (LAX)
    YEG - SNA • 1 stop SNA - YEG • 1 stop
    CA $4,451
    CA $2,715
    per traveller
    found 1 day ago
    1 Hotel West Hollywood
  • A modern outdoor seating area with a fire feature and decorative wall art.
    Jan 9 - Jan 15

    Kimpton La Peer West Hollywood + Flight

    West Hollywood
    6 nights
    5.0 star property
    8.4/10 - Very good (580 reviews)
    Roundtrip • Edmonton (YEG) - Los Angeles (LAX)
    YEG - SNA • 1 stop SNA - YEG • 1 stop
    CA $3,094
    CA $1,981
    per traveller
    found 1 day ago
    Kimpton La Peer West Hollywood
  • A large, elegant hotel with a spacious courtyard, a swimming pool, and lush landscaping.
    Jan 21 - Jan 25

    Glorietta Bay Inn Coronado Island + Flight

    Historic Downtown Coronado
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,000 reviews)
    "the basic room wasn't fancy, but the property on the whole was very nice. Great location."
    Reviewed October 30, 2026
    Roundtrip • Vancouver (YVR) - San Diego (SAN)
    YVR - SAN • 1 stop SAN - YVR • 1 stop
    CA $1,881
    CA $1,210
    per traveller
    found 1 day ago
    Glorietta Bay Inn Coronado Island

Where to stay in Redwood City

Find the best Redwood City areas and neighborhoods for the activities you enjoy most. Learn more about Redwood City
Learn more about Redwood City
A theater with a 'Fox' sign, palm trees, and a 'Stop' sign on the street.
Photo by Vishakha Moghe
Open Photo by Vishakha Moghe

Downtown Redwood City

Downtown Redwood City blends Silicon Valley innovation with historic charm. The restored Fox Theatre's vintage marquee glows beside the majestic 1910 San Mateo County Courthouse, now a history museum. Tech companies and startups fill modern office buildings while Courthouse Square hosts farmers markets and concerts under palm trees. The area offers diverse dining from upscale farm-to-table restaurants to casual ethnic eateries. Caltrain provides direct access to San Francisco and San Jose. Wide sidewalks make exploring easy, and evening entertainment thrives with regular events and performances.
A nighttime view of a bridge with illuminated streetlights and a reflection on the water below.

Redwood Shores

Redwood Shores offers peaceful waterfront living along San Francisco Bay. Miles of shoreline trails wind through this upscale community, built around scenic lagoons and waterways. Business travellers appreciate the proximity to major tech headquarters like Oracle and Electronic Arts. Residents enjoy the quiet atmosphere away from city bustle. The area features contemporary architecture with earth-tone buildings and manicured landscapes. Visitors can explore the Bay Trail for panoramic water views or relax at Elmar Beach. While shopping options are limited, upscale casual restaurants dot the area. The extensive lagoon system provides perfect spots for jogging, bird watching, or simply enjoying California sunshine.
A classical monument with columns, a central pool, and a circular staircase, surrounded by lush greenery and trees.

Woodside

Cyclists flock to this town for its open space preserves like Purisima Open Space and Skeggs Point. Enjoy hiking and horseback riding at Huddart County Park and Wunderlich Park, or dine at the Michelin-starred Village Pub.

Bair Island

While there might not be top attractions in Bair Island, you can explore the larger area and discover places like Fox Theatre and The Foundry.

Redwood Oaks

While there might not be top attractions in Redwood Oaks, you can explore the larger area and discover places like Woodside Central Shopping Center and Fox Theatre.

Discover the most popular places to visit in Redwood City

A garden with white tulips, a clock tower, and a pond.

Filoli

8.2/10 (143 reviews)
Find out about the history of Redwood City when you spend time at Filoli. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

What to do in Redwood City

From San Francisco: Highway 1 Self-Drive Audio Tour

Pacific Coast Highway App-Based Driving Audio Tour

CA $28
per traveller
90% of travellers recommend
Pacific Coast Highway App-Based Driving Audio Tour
See all activities in Redwood City

Redwood City Hotel Deals

A hotel room with a large bed, a desk, a chair, a TV, and a mirror.

Courtyard by Marriott Redwood City

Courtyard by Marriott Redwood City
3.0 star property
1.1 km from Redwood City
8.8 out of 10, Excellent, (1,003 reviews)
The price is CA $165
CA $188 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott Redwood City
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.
See all properties in Redwood City

Frequently Asked Questions

How much does a Redwood City vacation package cost?

Offering great value package deals from CA $1,023 on Expedia, you'll be pleasantly surprised at how much a vacation to Redwood City costs! Expedia's packages simplify travel planning and maximize your savings.

What are the cheapest months to go to Redwood City?

You can typically find lower rates and greater availability in November, December and January. Take a look at our cheap Redwood City vacation packages and you could get some great off-season discounts.

How many days is enough for Redwood City?

Dedicate at least 3 days for your Redwood City vacation if you want to discover all that makes this destination unique. Wander around key neighbourhoods, including Redwood Shores and Foster City. Then tick off top attractions such as SLAC National Accelerator Laboratory and Hiller Aviation Museum. With a well-organized itinerary, you can keep busy with room for some downtime too. Want to venture beyond Redwood City? Consider squeezing in an excursion or two.

Is it worth booking a vacation package to Redwood City?

Redwood City has everything you need for a wonderful escape. Begin your Redwood City vacation on a high note by exploring top attractions like Woodside Central Shopping Centre.

How to find the best Redwood City package deals?

Use Expedia's filters to help you find some unbeatable Redwood City package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Redwood City package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.

Is it cheaper to book a Redwood City vacation as a package?

You can enjoy significant savings on your Redwood City retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Redwood City?

If you've got your Redwood City travel dates locked in, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.

How to plan a trip to Redwood City?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Redwood City.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Redwood City.
  3. Decide how long to go for: Now that you're up to speed on Redwood City, you can figure out the perfect length of your vacation. Create a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Redwood City vacation package.

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