A sign welcoming visitors to the humid forest.
Photo by Garrett Britton
Open Photo by Garrett Britton

Santa Rosa Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Santa Rosa flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 7 Sept - 11 Sept

    Auténtico Hotel + Flight

    Merced
    4 nights
    3.0 star property
    8.6/10 - Excellent (682 reviews)
    Return Boston (BOS) - San José (SJO)
    BOS - SJO1 stop SJO - BOS1 stop
    €846
    €635
    per traveller
    found 1 day ago
    Auténtico Hotel
  • 7 Sept - 11 Sept

    Xandari Resort And Spa + Flight

    San Isidro
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    Return Boston (BOS) - San José (SJO)
    BOS - SJO1 stop SJO - BOS1 stop
    €1,246
    €931
    per traveller
    found 1 day ago
    Xandari Resort And Spa
  • 7 Sept - 11 Sept

    Apartamentos Cityzen + Flight

    La Ribera
    4 nights
    4.0 star property
    9.6/10 - Exceptional (94 reviews)
    "This place was very clean and had nice quality everything. The food trucks/ other businesses on the property were a nice bonus and had a fun atmosphere. I might have missed it in directions, but it was a little confusing to find. The property includes a hotel, an office building, and these residences. They all share a parking garage so make sure you're reading the signs. A great place to stay!"
    Reviewed July 22, 2026
    Return Boston (BOS) - San José (SJO)
    BOS - SJO1 stop SJO - BOS1 stop
    €918
    €728
    per traveller
    found 1 day ago
    Apartamentos Cityzen
  • 7 Sept - 11 Sept

    Hotel Grano de Oro + Flight

    Hospital
    4 nights
    4.0 star property
    9.6/10 - Exceptional (1,002 reviews)
    "Perfect stay! Loved everything about this property!"
    Reviewed July 26, 2026
    Return Boston (BOS) - San José (SJO)
    BOS - SJO1 stop SJO - BOS1 stop
    €957
    €779
    per traveller
    found 1 day ago
    Hotel Grano de Oro
  • 7 Sept - 11 Sept

    Apartotel & Suites Villas del Rio + Flight

    San Rafael
    4 nights
    3.5 star property
    9.2/10 - Wonderful (1,019 reviews)
    Return Boston (BOS) - San José (SJO)
    BOS - SJO1 stop SJO - BOS1 stop
    €790
    €651
    per traveller
    found 1 day ago
    Apartotel & Suites Villas del Rio

Santa Rosa Hotel Deals

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.

Frequently Asked Questions

What are the cheapest months to go to Santa Rosa?

September, October and November are the best times to look for cheap Santa Rosa holiday packages. Travelling in less busy periods means you can typically find better prices on flights and hotels.

How many days is enough for Santa Rosa?

With a well-organised travel plan, you can easily hit the top Santa Rosa attractions in a handful of days. But if you want to discover hidden gems or take day trips, think about booking your Santa Rosa holiday for longer.

How to find the best Santa Rosa package deals?

Begin your search for a Santa Rosa package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Santa Rosa package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Santa Rosa adventure off to a flying start.

When to book a holiday package to Santa Rosa?

If you're planning a spontaneous Santa Rosa adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.

How to plan a trip to Santa Rosa?

  1. Choose your dates: What you want to do in Santa Rosa and your preferred season will help you decide when to go.
  2. Set your budget: Consider expenses such as food, flights and transportation when working out how much to put aside for your trip to Santa Rosa. Then, select a hotel that matches your budget, whether that's an affordable stay or a more upscale retreat.
  3. Decide how long to go away for: Now that you know more about Santa Rosa, you can work out the right length of your break. Create a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customised Santa Rosa holiday package.

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