St. Helena Vacations from $357

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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.
Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.6/10 Excellent! (1,111 reviews)
Close to freeway, walking to dining and shopping, friendly and helpful staff

Reviewed on Jun 30, 2025

River Terrace Inn - A Noble House Hotel

River Terrace Inn - A Noble House Hotel

4 out of 5
Downtown Napa
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
9/10 Wonderful! (1,003 reviews)
Very nice in all ways

Reviewed on Jun 30, 2025

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
8.6/10 Excellent! (1,259 reviews)
The individual trailers were cute and adequately furnished and clean. The staff was very friendly and accommodating. The negatives were the price and the porch chairs and umbrellas outside hadn’t been cleaned in a while so we couldn’t sit outside and enjoy the weather.

Reviewed on Jun 26, 2025

Calistoga Wine Ranch

Calistoga Wine Ranch

4 out of 5
Save 100% on your flight
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Oakland (OAK)
No reviews
Cottage Inn & Spa

Cottage Inn & Spa

3.5 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 24
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
9.8/10 Exceptional! (117 reviews)
The Acacia Suite was very nice and well appointed but no TV which I felt would have detracted from the quiet and romantic mood anyways

Reviewed on May 18, 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

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 family-friendly 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
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

$17
per traveler
Self-Guided Audio Driving Tour of Sonoma and Napa Valley
Napa - Sonoma

6 Hour Custom Napa or Sonoma Private Wine Tour

$599
per traveler
6 Hour Custom Napa or Sonoma Private Wine Tour
See all activities in St. Helena

St. Helena Hotel Deals

Harvest Inn
Harvest Inn
4.5 out of 5
One Main St, St. Helena, CA
Fully refundableReserve now, pay when you stay
$299 nightly
The price is $344 total per night from Jul 20 to Jul 21
$344 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"We decided to stay here based on other Internet reviews, and we're so happy with our decision! The grounds are gorgeous, the accommodations very comfortable, and harvest table was an amazing place to eat dinner. We can't wait to return."

Reviewed on Jun 28, 2025

Harvest Inn
Rancho Caymus Inn
Rancho Caymus Inn
4 out of 5
1140 Rutherford Rd., St. Helena, CA
$313 nightly
The price is $361 total per night from Jul 20 to Jul 21
$361 total
Jul 20 - Jul 21
Total includes taxes and fees
9.8/10 Exceptional! (961 reviews)
"Excellent hotel."

Reviewed on Jun 27, 2025

Rancho Caymus Inn
Silverado Resort
Silverado Resort
4 out of 5
1600 Atlas Peak Road, Napa, CA
Fully refundable
$230 nightly
The price is $265 total per night from Jul 29 to Jul 30
$265 total
Jul 29 - Jul 30
Total includes taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Beautiful property with great amenities and activities to have a relaxing vacation. Highly recommend this place, especially the suites were very comfortable for a family."

Reviewed on Jun 27, 2025

Silverado Resort
See all 2,580 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.

Find the Best St. Helena Vacation Packages

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 $357 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.