Middleton Vacations from $287

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
SF Central Hotel

SF Central Hotel

2 out of 5
South of Market
Price was $430, price is now $287 per person
$287
per person
Feb 20 - Feb 22
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
6.2/10 (862 reviews)
No parking needed. The facility looked decent on the outside, but very dated and run down on the inside. It's a place to sleep for the night. The Becks motel/hotel in the Castro was a much better experience. Some older hotels just have that lived in look.

Reviewed on Oct 26, 2025

Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

5 out of 5
Save 100% on your flight
Price was $1,948, price is now $1,165 per person
$1,165
per person
Mar 31 - Apr 5
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to San Francisco (SFO)
9.6/10 Exceptional! (59 reviews)
Love this hotel! Beautiful rooms, super comfy bed, great restaurant! It’s all I need 😃😃😃

Reviewed on Dec 19, 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Save 100% on your flight
Price was $1,019, price is now $645 per person
$645
per person
Mar 9 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to San Francisco (SFO)
9.2/10 Wonderful! (670 reviews)
Walked to a local coffee shop.

Reviewed on Jan 7, 2026

Montage Healdsburg

Montage Healdsburg

5 out of 5
Price was $2,174, price is now $1,409 per person
$1,409
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Francisco (SFO)
9.6/10 Exceptional! (113 reviews)
Clean room, kind and helpful staff. Nice ambiance in vineyard.

Reviewed on Nov 30, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $1,478, price is now $967 per person
$967
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9.2/10 Wonderful! (470 reviews)
Great location. Rooms are a good size. Gym is a little small and was packed most mornings.

Reviewed on Jan 13, 2026

Don't see what you're looking for?
See all available trips from Columbus to Middleton
View all trips

Discover the most popular places to visit in Middleton

Chardonnay Golf Club

4.5/5(6 reviews)

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

Chardonnay 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

What to do in Middleton

Classic Open Air Napa Valley Wine Trolley Tour

The Original Napa Valley Wine Trolley Classic Tour

$135
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
Salem Puzzling Adventure

Napa Puzzling Adventure

$35
per traveler
Napa Puzzling Adventure
See all activities in Middleton

Middleton Hotel Deals

Archer Hotel Napa

Archer Hotel Napa

4.5 out of 5
1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $233 total per night from Feb 1 to Feb 2
$233 total
Feb 1 - Feb 2
Total with taxes and fees
9.4/10 Exceptional! (1,039 reviews)
Excellent

Reviewed on Jan 9, 2026

Archer Hotel Napa
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
100 Boyes Boulevard Sonoma CA
Fully refundable
$305 nightly
The price is $348 total per night from Jan 25 to Jan 26
$348 total
Jan 25 - Jan 26
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
The room was nice and clean. We enjoyed using the pool during our stay with kids.

Reviewed on Jan 11, 2026

Fairmont Sonoma Mission Inn & Spa
Napa Valley Marriott Hotel & Spa

Napa Valley Marriott Hotel & Spa

4 out of 5
3425 Solano Ave Napa CA
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $262 total per night from Jan 18 to Jan 19
$262 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Amazing hotel. Amazing bed amazing pillows. Everything real nice.

Reviewed on Jan 4, 2026

Napa Valley Marriott Hotel & Spa
See all 1,598 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Middleton vacation package cost?
You'll find cheap prices from $287 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.