St. Helena Holidays

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Top hotels in St. Helena

Harvest Inn
Harvest Inn
4.5 out of 5
One Main St, St. Helena, CA
Fully refundableReserve now, pay when you stay
The price is S$456 per night from 1 Jul to 2 Jul
S$456
1 Jul - 2 Jul
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"We loved our stay here. Beautiful and quiet property. Very convenient to a lot of wineries and food options. Loved having the hotel shuttle as well. We would definitely recommend to others vacationing in the area!"

Reviewed on 9 Jun, 2025

Harvest Inn
Rancho Caymus Inn
Rancho Caymus Inn
4 out of 5
1140 Rutherford Rd., St. Helena, CA
The price is S$474 per night from 6 Jul to 7 Jul
S$474
6 Jul - 7 Jul
includes taxes & fees
9.8/10 Exceptional! (949 reviews)
"This is a small and charming boutique hotel in the perfect location for winery tours. The downside was that the room we stayed in, Room 214, was very dark — even with the windows open, we had to keep the lights on throughout the day. The complimentary breakfast was fresh and felt homemade, and the ..."

Reviewed on 10 Jun, 2025

Rancho Caymus Inn
Silverado Resort
Silverado Resort
4 out of 5
1600 Atlas Peak Road, Napa, CA
The price is S$346 per night from 29 Jun to 30 Jun
S$346
29 Jun - 30 Jun
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"It was absolutely amazing and such a beautiful place. Quite peaceful and relaxing. The magnolia trees were stunningly gorgeous to see. Staff were very friendly and courteous ready to assist. I would definitely stay again and recommend."

Reviewed on 13 Jun, 2025

Silverado Resort
See all 2,569 properties in St. Helena
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

How much does a St. Helena holiday package cost?
Offering excellent value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to St. Helena costs! Expedia’s packages make travel planning easier and your savings go further.
What are the cheapest months to go to St. Helena?
If you’re hoping to snag a cheap St. Helena holiday package, consider planning a trip in January, April and December. You’ll usually find better rates on flights and accommodation during these months — perfect for travellers wishing to save money.
How many days is enough for St. Helena?
You can explore all the top attractions in St. Helena in a few days, including the popular HALL St. Helena Winery. If you’re looking for a longer St. Helena holiday, check out what sort of activities and day tours are available nearby.
Is it worth booking a holiday package to St. Helena?
St. Helena is a good holiday destination with attractions like Robert Louis Stevenson Museum among the many things to keep you entertained. Whether you’re heading away with the family or getting away with friends, a St. Helena holiday promises a good time for everyone.
How to find the best St. Helena package deals?
Start your search for a St. Helena package deal by entering your destination and preferred travel dates under our “Packages” tab. Then apply a few filters, like “Property type” and “Amenities,” to tailor the results to your exact style. You can also sort by “Package discount” and browse offers that come with big savings. If you don’t find the ideal St. Helena package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your St. Helena adventure off to a flying start.
Is it cheaper to book a St. Helena holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You’ll usually land a better deal than booking each component individually. And you’ll still get the flexibility to create a tailored St. Helena holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to St. Helena?
If you’ve got your St. Helena holiday dates finalized, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to St. Helena?

  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the type of activities available will also help you decide when to visit St. Helena.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to airfares and activities. Your accommodation will likely be the largest expense during your trip to St. Helena.
  3. Decide how long to go away for: Now that you’re more familiar with St. Helena, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that’s left is to find a St. Helena holiday package that brings all your bookings together.

What to do in St. Helena

Redwoods & Wine Country Escape to Sonoma & Napa with Optional Gourmet Lunch

Redwoods & Wine Country Escape to Sonoma & Napa with Optional Gourmet Lunch

S$230
per adult
94% of travellers recommend
Redwoods & Wine Country Escape to Sonoma & Napa with Optional Gourmet Lunch
The Original Napa Valley Wine Trolley "Up Valley" Castle Tour

Napa Valley Wine Trolley: "Up Valley" Castle Tour

S$174
per traveller
90% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
Self Guided Audio Driving Tour from Vancouver to Whistler

Self-Guided Audio Driving Tour of Sonoma and Napa Valley

S$22
per traveller
Self-Guided Audio Driving Tour of Sonoma and Napa Valley
See all activities in St. Helena

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.