Wine Country Holidays from NZ$1,564

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The Latest Wine Country Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Price was NZ$1,868, price is now NZ$1,564 per person
NZ$1,564
per person
14 Dec - 17 Dec
found 10 hours ago
Return flight included
Honolulu (HNL) to San Jose (SJC)
8.4/10 Very Good! (1,010 reviews)
We liked the spacious rooms and nice bedding. We used the hot tub which was clean but small. We ate at the bar which had good food and good service

Reviewed on 11 Sept 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was NZ$3,028, price is now NZ$2,250 per person
NZ$2,250
per person
14 Dec - 17 Dec
found 10 hours ago
Return flight included
Honolulu (HNL) to San Francisco (SFO)
9.2/10 Wonderful! (445 reviews)
Hotel rooms are clean and quite lovely, gym is quite disappointing, tiny, hot, windowless, surprised and disappointed! My biggest issue was check-in! Kelly was quite arrogant and rude, shocked that this was our first impression..not impressed…after that staff has been wonderful and hotel is quite nice!

Reviewed on 13 Sept 2025

Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Price was NZ$2,225, price is now NZ$1,821 per person
NZ$1,821
per person
14 Dec - 17 Dec
found 10 hours ago
Return flight included
Honolulu (HNL) to San Jose (SJC)
9.4/10 Exceptional! (1,031 reviews)
I have stayed here multiple times. We like to stay here when we attend concerts at The Shoreline. The gentleman at the front desk is always so kind and hospitable. I have not experienced the same on the phone with a particular female employee. She acted very bothered with my questions and even "accidently" hung up on me. The restaurant is amazing, and the Spa is beautiful. Highly recommend even for just a relaxing staycation.

Reviewed on 18 Sept 2025

The Ritz-Carlton, San Francisco

The Ritz-Carlton, San Francisco

5 out of 5
Downtown San Francisco
Price was NZ$2,474, price is now NZ$2,040 per person
NZ$2,040
per person
14 Dec - 17 Dec
found 10 hours ago
Return flight included
Honolulu (HNL) to San Francisco (SFO)
9.4/10 Exceptional! (1,005 reviews)
The room was very spacious, specially that they upgraded us to a one bedroom suite

Reviewed on 13 Sept 2025

@ Marbella Lane - Modern Refreshing Home

@ Marbella Lane - Modern Refreshing Home

3 out of 5
North Central
Price was NZ$3,202, price is now NZ$2,653 per person
NZ$2,653
per person
14 Dec - 17 Dec
found 10 hours ago
Return flight included
Honolulu (HNL) to San Francisco (SFO)
No reviews

Our guide on where to stay in Wine Country

Find the best Wine Country areas and neighborhoods for the activities you enjoy most. Learn more about Wine Country
Napa featuring a sunset and landscape views

Downtown Napa

1 out of top 10 points of interest in this area
5/5(2 area reviews)

Downtown Napa is a destination visitors seek out for its ample dining options, fine wine and beautiful river views. You might also want to check out attractions like Napa Valley Wine Train or Napa River while you're exploring the neighbourhood.

Find hotels in Downtown Napa

Wine Country Holiday

Our pick of the best Wine Country Hotel Deals

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
100 Boyes Boulevard, Sonoma, CA
Fully refundableReserve now, pay when you stay
The price is NZ$568 per night from 19 Oct to 20 Oct
NZ$568
19 Oct - 20 Oct
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Enjoyed my mother-daughter trip. The grounds were beautiful and we enjoyed the amenities. Because it was a weekend, the main pool had many children. Our other option was to pay for a day pass, which seemed expensive given that we were staying at the resort. Other than that, it was great. The staff ..."

Reviewed on 8 Sept 2025

Fairmont Sonoma Mission Inn & Spa
Hotel Indigo Napa Valley by IHG

Hotel Indigo Napa Valley by IHG

3.5 out of 5
4195 Solano Avenue, Napa, CA
Fully refundable
The price is NZ$351 per night from 29 Sept to 30 Sept
NZ$351
29 Sept - 30 Sept
includes taxes & fees
8.4/10 Very Good! (1,012 reviews)
"The hotel was in a great location. Not far from the Wine Train or downtown Napa. We enjoyed breakfast at the hotel."

Reviewed on 19 Sept 2025

Hotel Indigo Napa Valley by IHG
DoubleTree by Hilton Napa Valley - American Canyon

DoubleTree by Hilton Napa Valley - American Canyon

4 out of 5
3600 Broadway St, Hwy 29, American Canyon, CA
The price is NZ$169 per night from 30 Sept to 1 Oct
NZ$169
30 Sept - 1 Oct
includes taxes & fees
7.6/10 Good! (1,005 reviews)

Reviewed on 14 Sept 2025

DoubleTree by Hilton Napa Valley - American Canyon
See all 4,324 properties in Wine Country
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.

Discover the most popular places to visit in Wine Country

Glass Beach showing rocky coastline

Glass Beach

Comb the beach for sea glass gems and artificial rubies in this former trash site that has become a bay of colors.

Glass Beach
Castello di Amorosa featuring a church or cathedral, wild flowers and heritage elements

Castello di Amorosa

Sample a magnificent selection of Italian-style wines while touring this medieval-inspired Tuscan castle decorated with frescoes and ornate woodwork.

Castello di Amorosa
Calistoga Hot Springs

Calistoga Hot Springs

You can take time to visit Calistoga Hot Springs during your travels to Calistoga. Visit the spas and top-notch restaurants in this romantic area.

Calistoga Hot Springs

What to do in Wine Country

Wine Trolley in California

Sonoma Valley Open Air Wine Trolley Tour

NZ$229
per traveller
94% of travellers recommend
Sonoma Valley Open Air Wine Trolley Tour
aa68cb52eef34befb13eb73e776a788f

Muir Woods with Napa and Sonoma Wine Country Tour

NZ$337
per adult
96% of travellers recommend
Muir Woods with Napa and Sonoma Wine Country Tour
Did we mention FUN?!

Sonoma Valley Small Group Winery Tour

NZ$238
per adult
100% of travellers recommend
Sonoma Valley Small Group Winery Tour
See all activities in Wine Country

Frequently asked questions

Can I cancel my flight booking to Wine Country due to COVID-19?
If you've yet to book your tickets, look through the terms and conditions of the airfare you're considering. If you've already reserved your flight to Wine Country, head to our Customer Service Portal. The information here will help you determine which COVID-19 policies apply to your reservation and guide you with the next steps.
What's the best way to find cheap flights to Wine Country that have flexible change policies?
It's as easy as counting to three with Expedia. Firstly, type in your preferred travel dates and click on "Search." Second step: Check the "No change fee" box just below the "Flexible change policies" subheading on the top left of your screen. Step 3. Bag your flexible and cheap ticket to Wine Country.
What are some of the general tips for travellers to Wine Country during the COVID-19 outbreak?
COVID-19 has changed how the world works in ways big and small, including how and where we travel. The following tips will help you better understand the new challenges and prepare you for your holiday in Wine Country:
  • Before you book a flight, see if any travel restrictions or bans apply — in both your destination and origin. Keep informed with the latest updates by reviewing official government websites.
  • Requirements state you must wear a face mask throughout your travel experience, even at screening checkpoints. Be ready to lower your mask for identification purposes when asked by a TSA employee.
  • To reduce the potential of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be taken out for X-ray scanning.
  • To reduce handling during the screening process, place personal items such as your phone and loose change into your carry-on rather than the bins.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on makes it less likely that a TSA officer will need to open your bag for inspection.

Which airlines fly to Wine Country?
Arrange your seat with American Airlines and then start planning your Wine Country itinerary. This top airline offers 130 flights every month to San Luis Obispo County Regional Airport (SBP), a key gateway.
How can I find cheap tickets to Wine Country?
You'll always score an unbeatable deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred flight date, then click on the flexible dates box above to see a list of prices for nearby days. was the best price for a flight to Wine Country in the last seven days.
How much is a flight to Wine Country?
In the last seven days, round-trip tickets to Wine Country sold for as little as and peaked at . For one-way journeys departing from (), the lowest amount paid during this same period was only .
What are the most popular airports to fly into in Wine Country?
Fly into San Luis Obispo County Regional Airport (SBP) and experience everything that Wine Country has to offer. As the region's main entry point, approximately 312 flights land here every month.
When is the cheapest time to fly to Wine Country?
If you'd rather spend your holiday cash enjoying the delights of Wine Country rather than on your trip there, depart early in the week. The most economical day to fly is usually Tuesday, followed by Monday. With many folks travelling on weekends, Saturday typically has the most expensive fares.
How much is a plane ticket to Wine Country?
Seats ranged from just to over the last seven days. When you're ready to book, we're here to help secure the best price to Wine Country.
Which airlines with flights to Wine Country employ COVID-19 cleanliness policies?
While flying in the middle of a pandemic can be slightly overwhelming, airlines have worked around the clock to protect the well-being of their passengers and staff. Here are a few carriers that have implemented changes:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Alaska Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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