Middleton Vacations from $459

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Your Middleton Vacation

Say farewell to the worries of planning and hello to a Middleton vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Downtown Napa, which is great for hiking, distilleries and craft breweries and cafes. Need some sightseeing inspiration for your trip to Middleton? Chardonnay Golf Club and Eagle Vines Golf Club are two popular attractions here. Don't put off visiting this destination any longer. Your perfect Middleton vacation is a few clicks away with Expedia.

The Latest Middleton vacation packages

Price found within the past 48 hours. Click for updated prices.
Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $754, price is now $459 per person
$459
per person
Jul 17 - Jul 20
found 3 hours ago
Roundtrip flight included
Mesa (AZA) to San Francisco (SFO)
9/10 Wonderful! (1,398 reviews)
We made a last-minute stop in San Francisco. We really enjoyed the hotel, the convenient parking and location. We will definitely stay here again.

Reviewed on May 26, 2026

Vinarosa Resort & Spa

Vinarosa Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,116, price is now $1,254 per person
$1,254
per person
Jun 30 - Jul 6
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9.4/10 Exceptional! (860 reviews)
Wonderful 20th wedding anniversary trip! Can’t wait to return!

Reviewed on May 25, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $3,183, price is now $1,946 per person
$1,946
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9.2/10 Wonderful! (543 reviews)
top-notch could notask for anything better, love the bikes! If they could add a infinity pool, that would be awesome

Reviewed on May 25, 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was $1,375, price is now $931 per person
$931
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Francisco (SFO)
9/10 Wonderful! (7,443 reviews)
Everything was great, worth it!

Reviewed on May 25, 2026

The Ritz-Carlton, San Francisco

The Ritz-Carlton, San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $1,194, price is now $812 per person
$812
per person
Aug 13 - Aug 17
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.4/10 Exceptional! (1,004 reviews)
It was just okay. Price / value is questionable

Reviewed on Apr 14, 2026

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Discover the most popular places to visit in Middleton

Eagle Vines Golf Club

Eagle Vines Golf Club

Play a round of golf at Eagle Vines Golf Club and enjoy other activities in American Canyon such as biking. Discover the area's wineries and its lively festivals.

Eagle Vines Golf Club

Chardonnay Golf Club

Enjoy a round of golf in American Canyon at Chardonnay Golf Club. Savor the top-notch restaurants and wineries while in town.

Chardonnay Golf Club

What to do in Middleton

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

$264
per adult
100% of travellers recommend
Napa Valley Wine Train: Gourmet Express Lunch or Dinner
Classic Open Air Napa Valley Wine Trolley Tour

The Original Napa Valley Wine Trolley Classic Tour

$145
per traveler
94% of travellers recommend
The Original Napa Valley Wine Trolley Classic Tour
Wine Experience Day Trip to Napa & Sonoma

Wine Experience Day Trip to Napa & Sonoma

$165
per adult
86% of travellers recommend
Wine Experience Day Trip to Napa & Sonoma
See all activities in Middleton

Middleton Hotel Deals

Silverado Resort

Silverado Resort

4 out of 5
1600 Atlas Peak Road Napa CA
$304 nightly
The price is $351 total per night from May 28 to May 29
$351 total
May 28 - May 29
Total with taxes and fees
9/10 Wonderful! (1,149 reviews)
"The rooms dated and the patio of our room was full of weeds and not inviting at all. Pools very dated, to me not worth the price"

Reviewed on May 25, 2026

Silverado Resort
The Meritage Resort and Spa

The Meritage Resort and Spa

4 out of 5
875 Bordeaux Way Napa CA
Fully refundable
$312 nightly
The price is $359 total per night from Jun 1 to Jun 2
$359 total
Jun 1 - Jun 2
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
"Everyone you encounter was always warm, amd welcoming. Very nice stay."

Reviewed on May 25, 2026

The Meritage Resort and Spa
Archer Hotel Napa

Archer Hotel Napa

4.5 out of 5
1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
$291 nightly
The price is $335 total per night from Jun 7 to Jun 8
$335 total
Jun 7 - Jun 8
Total with taxes and fees
9.6/10 Exceptional! (1,193 reviews)
"Customer service was excellent. This is one of our favorite Hotels. The food was hot and fresh. I would recommend this place. Thank you"

Reviewed on May 24, 2026

Archer Hotel Napa
See all 1,701 properties in Middleton
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 Middleton Vacation Packages

Middleton Essential Information

Language
English
Currency
U.S dollars
Top Sights
Chardonnay Golf Club and Eagle Vines Golf Club

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Frequently asked questions

How much does a Middleton vacation package cost?
You'll find cheap prices from $459 on Expedia for your Middleton escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Middleton costs.
What are the cheapest months to go to Middleton?
If you'd like to score a cheap Middleton vacation package, consider traveling in September, October and December. You'll generally find lower prices on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for Middleton?
Usually, a handful of days is enough to tick off the top attractions during your Middleton vacation. However, if you want to have time to relax or take day tours, think about extending your trip.
How to find the best Middleton package deals?
Begin your search for a Middleton package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Middleton package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Middleton adventure off to a flying start.
Is it cheaper to book a Middleton vacation as a package?
You can enjoy significant savings on your Middleton break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Middleton?
If you're planning an impromptu Middleton adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Middleton vacation packages?
If you're like us, you love going away but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Middleton trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.