Cupertino Holidays

Photo by Asha Hegde
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Things to do in and around Cupertino

Cupertino offers a delightful blend of family-friendly and outdoor activities, making it an ideal destination for various types of vacations. Visitors can enjoy shopping at the local shopping centre, explore educational attractions, and unwind at picturesque parks. For leisure, golf courses provide a great way to relax, while holiday events throughout the year add a festive touch to your visit. Whether you're here for business or pleasure, Cupertino has something for everyone to explore.

Shopping

The Apple Park Visitor Center offers unique souvenirs and gifts in a modern setting. For a broader shopping experience, visit Westfield Valley Fair Shopping Mall, just 8.0km away, or The Pruneyard Shopping Center, 9.7km away, both brimming with entertainment and family-friendly options.

Recreation

At Massage Envy Spa in Cupertino, indulge in rejuvenating treatments that promote wellness and relaxation, providing a serene escape from daily stress. Nearby, PayPal Park offers an energetic atmosphere perfect for sports enthusiasts, while Rengstorff Park features a family-friendly pool, ideal for outdoor leisure and recreation.

Adventure

Experience the scenic Stevens Creek Trail, a delightful hiking trail located 8.0km from Cupertino, perfect for outdoor enthusiasts. For indoor excitement, visit Cupertino Sports Center for various adventure activities, or head to Bowlmor Lanes, an arcade adventure zone offering fun for the whole family.

Nightlife

Cupertino's nightlife offers a relaxed atmosphere with trendy bars and eateries. Visit the Main Street Cupertino for a variety of dining options, and enjoy cocktails at the nearby Blue Line Pizza. For live music, check out the local events at the Cupertino Community Hall for a vibrant evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Cupertino

Cupertino is an ideal destination for families, outdoor enthusiasts, and business travellers alike. Visitors can explore a variety of attractions, including modern colleges and universities, urban parks, and museums. These points of interest offer a rich cultural experience while catering to those seeking outdoor activities and family-friendly outings. Whether you're interested in education, nature, or history, Cupertino has something to offer every type of traveller.

  • Winchester Mystery House: Explore the enigmatic Winchester Mystery House, a sprawling Victorian mansion steeped in legend and mystery. Known for its architectural oddities and intricate design, this historic site offers a unique glimpse into the life of Sarah Winchester and the secrets of her never-ending construction.
  • California's Great America: Experience thrills and excitement at California's Great America, an amusement park filled with exhilarating rides and attractions. Ideal for families, this outdoor adventure destination features something for everyone, from roller coasters to water slides, ensuring a memorable day of fun.
  • San Jose McEnery Convention Center: A hub for business and events, the San Jose McEnery Convention Center hosts various conferences and exhibitions. Its modern facilities and strategic location make it an excellent venue for networking and engaging with industry leaders.

Best time to go to Cupertino

The best time to visit Cupertino is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January51.1°F (10.6°C)Light RainMostly SunnyAverageSlightly Low
February51.8°F (11.0°C)Light RainMostly SunnyAverageAverage
March53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
April56.3°F (13.5°C)No RainSunnySlightly HighAverage
May59.7°F (15.4°C)No RainSunnyAverageAverage
June65.3°F (18.5°C)No RainSunnyAverageSlightly High
July68.4°F (20.2°C)No RainSunnySlightly HighSlightly High
August68.9°F (20.5°C)No RainSunnyAverageSlightly High
September68.5°F (20.3°C)No RainSunnySlightly HighAverage
October64.2°F (17.9°C)No RainSunnySlightly LowAverage
November56.3°F (13.5°C)Light RainSunnySlightly LowSlightly Low
December50.7°F (10.4°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Cupertino

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Cupertino during the low season (November to January) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Cupertino

Aloft Cupertino

Aloft Cupertino

3 out of 5
10165 N De Anza Blvd Cupertino CA
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 20 Feb to 21 Feb
S$153
20 Feb - 21 Feb
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
Yes

Reviewed on 3 Feb, 2026

Aloft Cupertino
Cupertino Hotel

Cupertino Hotel

3.5 out of 5
10889 North De Anza Boulevard Cupertino CA
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,002 reviews)
Clean room and very comfortable bed.

Reviewed on 6 Jan, 2026

Cupertino Hotel
Juniper Hotel Cupertino, Curio Collection by Hilton

Juniper Hotel Cupertino, Curio Collection by Hilton

4 out of 5
10050 S De Anza Blvd Cupertino CA
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 27 Feb to 28 Feb
S$155
27 Feb - 28 Feb
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Room, food, staff. All great

Reviewed on 2 Feb, 2026

Juniper Hotel Cupertino, Curio Collection by Hilton
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.

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What to do in Cupertino

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