St. Helena Vacations from $407

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Your St. Helena Vacation

Organizing your next big break is a walk in the park with a St. Helena vacation package. The neighborhood of Deer Park, which is good for dining, makes a superb base to discover the treasures of this unique city. Make your trip to St. Helena even more fun by going sightseeing. Robert Mondavi Winery, V. Sattui Winery and Sterling Vineyards are some of the top attractions worth exploring. Check out Expedia's wide range of travel options and start planning your dream vacation to St. Helena now.

The Latest St. Helena vacation packages

Price found within the past 48 hours. Click for updated prices.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
Price was $524, price is now $407 per person
$407
per person
Nov 13 - Nov 18
found 15 hours ago
Roundtrip non-stop flight included
New York (LGA) to Oakland (OAK)
5.8/10 (2,135 reviews)
Clean room, the halls and lobby have seen better days. Only 1 of 2 elevators worked. My room key cards had to be rekeyed immediately.

Reviewed on Sep 26, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,502, price is now $871 per person
$871
per person
Nov 19 - Nov 24
found 23 hours ago
Roundtrip flight included
New York (JFK) to Oakland (OAK)
8.8/10 Excellent! (1,014 reviews)
Beautiful, classic property. Great art and views.

Reviewed on Oct 12, 2025

Zegarra Estate

Zegarra Estate

5 out of 5
Save 100% on your flight
Price was $3,616, price is now $2,425 per person
$2,425
per person
Dec 4 - Dec 8
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Oakland (OAK)
No reviews
Geyserville Inn

Geyserville Inn

3.5 out of 5
Price was $610, price is now $467 per person
$467
per person
Dec 4 - Dec 8
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Oakland (OAK)
9.2/10 Wonderful! (1,005 reviews)
We loved our stay here. The view of the vineyards surrounding the Inn was really beautiful.

Reviewed on Oct 13, 2025

Inn At Sonoma - A Four Sisters Inn

Inn At Sonoma - A Four Sisters Inn

3.5 out of 5
Price was $785, price is now $617 per person
$617
per person
Dec 27 - Dec 30
found 7 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Oakland (OAK)
9/10 Wonderful! (1,001 reviews)
Great experience! Very quiet and clean property! Breakfast was wonderful. Would definitely visit this property again.

Reviewed on Oct 3, 2025

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Discover the most popular places to visit in St. Helena

V. Sattui showing heritage elements and flowers

V. Sattui Winery

4.5/5(335 reviews)

Savor the sumptuous creations of this family-owned winery, which has produced award-winning vintages at this stunning Napa Valley location for generations.

V. Sattui Winery
Pool by artist Jesus Moroles

HALL St. Helena Winery

You can enjoy a tasting or tour at HALL St. Helena Winery during your travels to St. Helena. Make time for the spas and local tours in this relaxing area.

HALL St. Helena Winery
So many flowers and colors! It will make you wish you could stay here forever. There is a picnic area across the wine tasting room which is beautiful to spend some time. 🌿🍃🌼🌾🐝

Rutherford Hill Winery

You can enjoy a tasting or tour at Rutherford Hill Winery during your travels to St. Helena. Check out the spas and top-notch restaurants in this family-friendly area.

Rutherford Hill Winery

What to do in St. Helena

The Original Napa Valley Wine Trolley "Up Valley" Castle Tour

Napa Valley Wine Trolley: "Up Valley" Castle Tour

$135
per traveler
92% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
aa68cb52eef34befb13eb73e776a788f

Muir Woods with Napa and Sonoma Wine Country Tour

$199
per adult
96% of travellers recommend
Muir Woods with Napa and Sonoma Wine Country Tour
ATV Vineyard Tour and Wine Tasting

ATV Vineyard Tour and Wine Tasting

$150
per adult
100% of travellers recommend
ATV Vineyard Tour and Wine Tasting
See all activities in St. Helena

St. Helena Hotel Deals

Rancho Caymus Inn

Rancho Caymus Inn

4 out of 5
1140 Rutherford Rd., St. Helena, CA
$406 nightly
The price is $467 total per night from Nov 12 to Nov 13
$467 total
Nov 12 - Nov 13
Total with taxes and fees
9.6/10 Exceptional! (1,004 reviews)
"Excellent hotel, great location in Napa and each staff member I encountered was courteous and helpful. I look forward to returning!"

Reviewed on Oct 8, 2025

Rancho Caymus Inn
Harvest Inn

Harvest Inn

4.5 out of 5
One Main St, St. Helena, CA
$389 nightly
The price is $448 total per night from Oct 19 to Oct 20
$448 total
Oct 19 - Oct 20
Total with taxes and fees
9.4/10 Exceptional! (1,006 reviews)
"Everything was magical! However, in the morning, we didn't have hot water for a shower, which is something that shouldn't have happened in a luxurious place"

Reviewed on Oct 12, 2025

Harvest Inn
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $106 total per night from Nov 3 to Nov 4
$106 total
Nov 3 - Nov 4
Total with taxes and fees
8.4/10 Very Good! (1,992 reviews)
"Didn’t get the room (king size) that we booked they didn’t have more available. When asking how it could sold out when we had made the reservation the question was ignored. Room clean. Breakfast ok. Pool area looked nice."

Reviewed on Oct 13, 2025

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
See all 2,616 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.

St. Helena Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sonoma County Airport (STS)
Population
5,800
Max Temp Winter
55ºF
Max Temp Summer
90ºF
Top Sights
Castello di Amorosa, Opus One Winery and Robert Mondavi Winery

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Frequently asked questions

How much does a St. Helena vacation package cost?
Offering excellent value package deals from $407 on Expedia, you'll be pleasantly surprised at how much a vacation 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?
June, August and October are the best times to search for cheap St. Helena vacation packages. Choosing to travel in less busy months means you can typically find better prices on hotels and flights.
How many days is enough for St. Helena?
You can visit all the main attractions in St. Helena within a few days, including the popular Beringer Vineyards. If you're looking for an extended St. Helena vacation, look at what kind of day tours and activities are available nearby.
Is it worth booking a vacation package to St. Helena?
St. Helena is a good vacation destination with attractions like Robert Louis Stevenson Museum among the many things to keep you entertained. Whether you're traveling with the family or planning a trip with friends, a St. Helena vacation promises fun 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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to St. Helena?
If you've got your St. Helena vacation 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 your dates: What you plan to do in St. Helena and your favorite season can help you decide when to travel.
  2. Budget wisely: As well as the cost of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to St. Helena.
  3. Explore St. Helena using Expedia's trip planning tool: Gain insights into the top attractions and best hotels for your trip to St. Helena. You can also save your favorite places, collaborate with your group and organize all your plans in one place.
  4. Decide your trip length: Consider how much time you want to spend exploring St. Helena. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized St. Helena vacation package.
  6. Add on excursions and experiences: Have a look at our travel guide to find some awesome things to do in St. Helena in St. Helena. Book tickets or make reservations as soon as you can to save time and avoid the stress of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later St. Helena vacation packages?
Jet off on your perfect escape to St. Helena with Expedia's Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've joined forces with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snag great deals while they last.

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