Winchester Vacations from NT$46,255

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The Latest Winchester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Taipei (TPE) to San Francisco (SFO)
9/10 Wonderful! (6,641 reviews)
Great hotel, great area! Super quiet at night!! Great ameneties, tasty breakfast!

Reviewed on 2025/8/13

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Taipei (TPE) to San Francisco (SFO)
9.2/10 Wonderful! (431 reviews)
Ice place I would viy

Reviewed on 2025/8/8

@ Marbella Lane - Modern Refreshing Home

@ Marbella Lane - Modern Refreshing Home

3 out of 5
Central San Mateo
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Taipei (TPE) to San Francisco (SFO)
No reviews
Hotel Zoe Fisherman's Wharf

Hotel Zoe Fisherman's Wharf

4 out of 5
Fisherman's Wharf
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Taipei (TPE) to San Francisco (SFO)
9.2/10 Wonderful! (1,403 reviews)
Loved the very convenient location to Fisherman's Wharf. It also seems to be a safe area. Appreciated the in room safe and the room was clean but there was not nearly enough drawer space. They need to replace the old 60's style night tables by the bed that have no drawers with some that have a couple of drawers. Staff was great!

Reviewed on 2025/8/13

The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

4.5 out of 5
Union Square
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Taipei (TPE) to San Francisco (SFO)
8.8/10 Excellent! (2,539 reviews)
Great for stay near Union Square

Reviewed on 2025/8/10

Find the Best Winchester Vacation Packages

Winchester Hotel Deals

Pala Casino Spa And Resort

Pala Casino Spa And Resort

4 out of 5
11154 Highway 76, Pala, CA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (3,715 reviews)
"The whole casino even the Non Smoking area smells like cigarette and the RV pool is full of floating dead insects .On the positive note, the cafe is good and the staff are friendly and the pool inside the hotel or the adult pool is relaxing. The yard is very peaceful and the lights are pleasing to ..."

Reviewed on 2025/8/11

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Pala Casino Spa And Resort
South Coast Winery Resort and Spa

South Coast Winery Resort and Spa

4 out of 5
34843 Rancho California Rd, Temecula, CA
Fully refundableReserve now, pay when you stay
The price is NT$6,558 per night from Aug 19 to Aug 20
NT$6,558
NT$8,376 total
Aug 19 - Aug 20
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Rooms are spacious and clean.I like pool area, and didnt like restaurant's waiters, not all were kind, waiting time before you get seated is long but food is very good"

Reviewed on 2025/8/12

South Coast Winery Resort and Spa
Pala Mesa Golf Resort

Pala Mesa Golf Resort

3.5 out of 5
2001 Old Highway 395, Fallbrook, CA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (621 reviews)
"Wonderful rooms"

Reviewed on 2025/8/12

Get rates
Pala Mesa Golf Resort
See all 1,511 properties in Winchester
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 Winchester vacation package cost?
You'll find cheap prices from NT$46,255 on Expedia for your Winchester getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Winchester costs.
What are the cheapest months to go to Winchester?
February, September and December are the best times to search for cheap Winchester vacation packages. Opting to travel in quieter periods means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Winchester?
With a well-organized itinerary, you can easily tick off the main Winchester sights in a few days. But if you prefer to discover lesser-known spots or take day trips, consider booking your Winchester vacation for longer.
How to find the best Winchester package deals?
Use Expedia's handy filters to help you find some of the best Winchester package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Winchester package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Winchester vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights separately. Better still, you can customize your Winchester getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Winchester?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Winchester trip.
How to plan a trip to Winchester?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Winchester.
  2. Budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Winchester.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you want to experience in Winchester. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the right Winchester vacation package for you.

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