Ryland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Holiday Package Deals in Ryland

Price found within the past 48 hours. Click for updated prices.
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was CA $2,150, price is now CA $1,489 per person
CA $1,489
per person
Jul 12 - Jul 18
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
8.2/10 Very Good! (1,006 reviews)
Perfect little location for kids or adults

Reviewed on May 5, 2026

Marbella Lane - 3BR Designer Home 12-min to Levi's

Marbella Lane - 3BR Designer Home 12-min to Levi's

3 out of 5
Price was CA $7,235, price is now CA $4,463 per person
CA $4,463
per person
Jul 23 - Jul 27
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
No reviews
@ Marbella Lane - SJ Designer Home 12-min to Levi's

@ Marbella Lane - SJ Designer Home 12-min to Levi's

3 out of 5
Price was CA $10,142, price is now CA $6,738 per person
CA $6,738
per person
Jul 23 - Jul 27
found 23 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
No reviews
CordeValle

CordeValle

5 out of 5
Price was CA $3,698, price is now CA $2,546 per person
CA $2,546
per person
Jun 24 - Jun 29
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
9.6/10 Exceptional! (147 reviews)
Room and staff was amazing at check in and during my stay. Eating 4 stars for the difference needed for my room upgrade even though it was cheaper on Expedia.

Reviewed on Jan 27, 2026

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Price was CA $2,117, price is now CA $1,563 per person
CA $1,563
per person
Jun 24 - Jun 29
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
8.2/10 Very Good! (1,002 reviews)
2 basic pools. Unnecessary wait for towels at bar. Nice hike n tennis n pickleball courts. Nice views. Could use a couple more amenities like bball court and more small shops/food. Also remove the $40 resort fee. We already paying a lot

Reviewed on May 16, 2026

Where to stay in Ryland

Find the best Ryland areas and neighborhoods for the activities you enjoy most. Learn more about Ryland
Downtown San Jose

Downtown San Jose

5 out of top 10 points of interest in this area
4.5/5(31 area reviews)

Known for its fascinating museums and great live music, there's plenty to explore in Downtown San Jose. You can visit top attractions like San Pedro Square and Plaza de Cesar Chavez, and jump on the metro at Santa Clara Station or St James Station to see more of the city.

Find hotels in Downtown San Jose

Ryland Hotel Deals

Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from May 29 to May 30
CA $139
CA $157 total
May 29 - May 30
includes taxes & fees
9/10 Wonderful! (2,739 reviews)
"The breakfast options were very good, the area was very clean and there was plenty of food."

Reviewed on May 18, 2026

Maple Tree Inn
Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
82 Karina Court, Airport San Jose CA
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from May 29 to May 30
CA $177
CA $204 total
May 29 - May 30
includes taxes & fees
9/10 Wonderful! (1,572 reviews)
"Have not left an evaluation for the staff because the reason below: I left my expensive headphone in bed due to in hurry to catch early morning flight. In airport I realized leaving headphone in hotel and called front-desk immediately and the staff promised to have someone retrieve for me. Called ..."

Reviewed on May 18, 2026

Hyatt Place San Jose Airport
Dinah's Garden Hotel

Dinah's Garden Hotel

3.5 out of 5
4261 El Camino Real Palo Alto CA
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from May 22 to May 23
CA $185
CA $214 total
May 22 - May 23
includes taxes & fees
9.6/10 Exceptional! (1,006 reviews)
"Great place"

Reviewed on May 16, 2026

Dinah's Garden Hotel
See all 2,108 properties in Ryland
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
Family Vacations

Frequently asked questions

How much does a Ryland vacation package cost?
Create unforgettable memories with our Ryland vacation packages, which start from a low CA $1,489. Handpick the hotels and flights that suit your style. Then, add on a couple of activities or tours to cap off your unique getaway.
How do I get a cheap travel package to Ryland?
Bundle, bundle, bundle. Hotels, flights and rental cars — combine whatever you need into a Ryland vacation package to save tons of cash. Score even better deals when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your own way. We offer more than 550 partner airlines and 1,000,000 hotels worldwide, so that everyone has an opportunity to travel and fulfill those vacation dreams.
Where should I stay in Ryland?
A journey to Ryland has to include Winchester Mystery House and San Jose Convention Center. Stay at a hotel right nearby for quick access to these famous attractions.
How far in advance should I book my Ryland vacation?
Smart travelers will likely want to reserve their seats early. You can normally browse through international airfares on Expedia up to 12 months before your flight. If you're late to book, fear not. Cheap prices sometimes occur just weeks before departure.
What does an Expedia Ryland travel package include?
Packages include hotels, rental cars and flights, but you can mix and match them to create your perfect Ryland getaway. You can also add on a few tours and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll score discounts you won't find anywhere else.
What should I know before booking a Ryland travel package?
You'll pick up excellent savings when you bundle your flights, hotels and rental cars into a travel package. Not just that, booking everything together will make your trip planning easier. So why waste your money or time? Whether you're putting together a fancy romantic getaway or a low-cost family road trip, take a look at our vacation packages today.
Can I choose my airline with a Ryland Expedia vacation package?
You can, and with over 550 airlines to select from throughout the world, you're spoiled for choice. Take a look at the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Ryland vacation package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Booked your Ryland vacation package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For further information, visit our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Ryland

Santana Row Shopping Center

Santana Row Shopping Center

4.5/5(8 reviews)

During your trip to San Jose, you can enjoy retail therapy at Santana Row Shopping Center. Attend a sporting event or discover the mountain views in this family-friendly area.

Santana Row Shopping Center
Winchester Mystery House

Winchester Mystery House

4.5/5(16 reviews)

Wonder about the alleged hauntings and other mysteries as you chart the life of a gun magnate’s widow in this unfinished manor.

Winchester Mystery House
Raging Waters

Raging Waters

Bring your family to Raging Waters and enjoy some excitement at this theme park in San Jose. Discover the top-notch restaurants and great live music in this family-friendly area.

Raging Waters

Things to do

LEGOLAND Discovery Center Bay Area

LEGOLAND Discovery Center Bay Area

CA $38
per adult
LEGOLAND Discovery Center Bay Area
Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour

San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette

CA $44
per adult
San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette
Special Ops: Mysterious Market

The Escape Game San Jose: Epic 60-Minute Adventure at Valley Fair

CA $64
per adult
The Escape Game San Jose: Epic 60-Minute Adventure at Valley Fair
See all activities in San Jose
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.