St. Helena Holidays
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Where to stay in St. Helena
Find the best St. Helena areas and neighborhoods for the activities you enjoy most. Learn more about St. Helena
Downtown St. Helena
While visiting Downtown St. Helena, you might make a stop by sights like Napa River and Merryvale Vineyards.
Thoman
3 out of top 10 points of interest in this area
While visiting Thoman, you might make a stop by sights like HALL St. Helena Winery and V. Sattui Winery.
Deer Park
1 out of top 10 points of interest in this area
While visiting Deer Park, you might make a stop by sights like Napa River and Viader Winery.
Zinfandel
Visitors to Zinfandel enjoy its restaurants, and if you want to do some exploring, Whitehall Lane Winery is worth a stop.
Upper Valley
1 out of top 10 points of interest in this area
While visiting Upper Valley, you might make a stop by sights like Duckhorn Vineyards and Bothe-Napa Valley State Park.
Top hotels in St. Helena
El Bonita Motel
195 Main Street St. Helena CA
Fully refundableReserve now, pay when you stay
S$243
24 Aug - 25 Aug
includes taxes & fees
Harvest Inn
One Main St St. Helena CA
Fully refundableReserve now, pay when you stay
S$529
16 Aug - 17 Aug
includes taxes & fees
9.6/10 Exceptional! (1,010 reviews)
"BEAUTIFUL PROPERTY AND STAFF EXCEPTIONAL"
Reviewed on 10 Aug, 2026
Rancho Caymus Inn
1140 Rutherford Rd. St. Helena CA
S$446
25 Aug - 26 Aug
includes taxes & fees
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.
Stay near popular St. Helena attractions
V. Sattui Winery
9.0/10 (511 reviews)
This historic winery founded in 1885 offers over 60 award-winning wines sold exclusively on-site. Savour artisanal cheeses from the gourmet deli while picnicking under ancient oak trees in the lush gardens.
HALL St. Helena Winery
9.6/10 (61 reviews)
HALL St. Helena marries award-winning Cabernet Sauvignons with contemporary art across its striking vineyard estate. Savour premium wines in the glass-walled tasting room while admiring the iconic Bunny Foo Foo sculpture.
Beringer Vineyards
9.0/10 (47 reviews)
Established in 1876, Beringer Vineyards is the oldest continuously operating winery in Napa Valley. Tour the historic Rhine House and wine caves before enjoying award-winning wines in the estate's lush gardens.
Photo by oli Sanchez
Rutherford Hill Winery
9.4/10 (30 reviews)
Pioneer of Napa Valley Merlot, Rutherford Hill Winery offers tastings inside its mile-long cave system. Explore the hillside estate for panoramic valley views while sampling their meticulously crafted wines.
Charles Krug Winery
8.8/10 (44 reviews)
Napa Valley's first winery (est. 1861), Charles Krug pioneered California's public wine tasting. Enjoy premium vintages in the restored Redwood Cellar amid historic architecture and vineyard views.
Duckhorn Vineyards
9.6/10 (31 reviews)
This pioneering Napa Valley estate has elevated American Merlot since 1978. Savour limited-production wines on the veranda while gazing across meticulously maintained gardens and vineyards.
Louis M. Martini Winery
8.8/10 (17 reviews)
Historic Napa Valley winery established in 1933, renowned for premium Cabernet Sauvignon. Book a seated tasting in the Heritage Lounge or explore the underground cellar for an intimate wine experience.
Spring Mountain Vineyard
10.0/10 (1 review)
Historic Spring Mountain Vineyard offers Napa Valley elegance with hillside-grown Cabernet Sauvignon dating to 1872. Enjoy guided tours through picturesque vineyards and sample age-worthy wines with polished tannins.
What to do in St. Helena
Redwoods & Wine Country Escape to Sonoma & Napa with Optional Gourmet Lunch
S$231
per adult
94% of travellers recommend
Muir Woods with Napa and Sonoma Wine Country Tour
S$256
per adult
98% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
S$187
per traveller
92% of travellers recommend
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?
- 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.
- 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.
- 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.
- 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.
* 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.
