Middletown Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Matthew Walls

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Packages with flights are ATOL protected

Your Middletown Holiday

Experience the excitement and energy of Middletown with a tailor-made Middletown holiday package. From its rich history to its welcoming locals, you'll never have a boring moment in this city. If your trip to Middletown includes some sightseeing, drop by renowned attractions like Twin Pine Casino, Beaver Creek Vineyards and Langtry Estate and Vineyards. Check out Expedia's extensive range of travel options and start organising your ultimate holiday to Middletown now.

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sonoma County Airport (STS)
Population
1,300
Max Temp Winter
13ºC
Max Temp Summer
32ºC
Top Sights
Anderson Marsh State Historic Park, Langtry Estate and Vineyards and Beaver Creek Vineyards

Top hotels in Middletown

Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is £140 per night from 11 Aug to 12 Aug
£140
11 Aug - 12 Aug
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Beautiful property…pleasant staff, clean, and a great location!"

Reviewed on 5 Aug 2025

Hyatt Regency Sonoma Wine Country
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
The price is £87 per night from 25 Aug to 26 Aug
£87
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Awesome !"

Reviewed on 6 Aug 2025

Holiday Inn Windsor Wine Country by IHG
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is £95 per night from 24 Aug to 25 Aug
£95
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,987 reviews)
"Very comfortable room. Nice amenities"

Reviewed on 7 Aug 2025

The Sandman Santa Rosa Sonoma, Ascend Hotel Collection
See all 1,454 properties in Middletown
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Middletown travel package cost?
From as low as . Yes, you read that correctly. Our Middletown travel packages are the easiest way to make your budget go further. Bundle your favourite hotels, flights and car rentals and discover this lively destination.
If I'm not able to travel, can I cancel my Middletown travel package?
Whether it's your hotel or flight, yes, you can amend or cancel it. Locked in your Middletown travel package in the last 24 hours? You may be able to make changes for free. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For more details, head to our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Middletown?
Bundle your hotels and flights with Expedia to save on your next big adventure. With more than 550 partner airlines and 1,000,000 hotel options worldwide, your Middletown travel package can be tailored exactly to suit your budget. With all that extra cash, why not throw in some exciting tours and experiences? It's an easy way to unlock even more bargains. Your dream holiday in Middletown is much closer than you thought!
Does Expedia offer Book Now, Pay Later Middletown holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that falls within your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that suit all budgets, so you can have that well-deserved holiday sooner.
  • Pay in instalments holidays: If you'd like to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

Where should I stay in Middletown?
A holiday in Middletown isn't complete without stopping by Twin Pine Casino, Langtry Estate and Vineyards and Beaver Creek Vineyards. Stay close to these popular sights and make sightseeing easy.
What are the top hotels in Middletown?
Best Western El Grande Inn and Travelodge by Wyndham Clearlake are two of the most popular properties in Middletown. Why not take a look at the facilities and amenities at each and then decide?
How far in advance should I book my Middletown holiday?
To bag discount prices, book as soon as you can. Airlines usually start selling tickets, along with some of the lowest fares, nearly a year in advance. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway to Middletown, there are always plenty of great deals on Expedia. Check them out now!
What does an Expedia Middletown travel package include?
It all comes down to what sort of getaway you're planning. Middletown holiday deals can include flights, hotels and car rentals. You can mix and match to find the travel package that suits your style and budget. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Middletown travel package?
Booking all the parts of your trip together is an excellent way to save. Bundle your car rentals, airfares and hotels into a neat package. But your options don't end at hotels. Expedia features all kinds of properties, including holiday rentals like mountain cabins and city apartments. The list goes on!
Can I choose my airline with a Middletown Expedia travel package?
With a travel package, you're in charge. Whether you'd prefer to fly to Middletown in coach or business class, simply select from the available airline options. Expedia has access to over 550 partner airlines globally.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.