Middletown Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Middletown

The Sandman Hotel
The Sandman Hotel
3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is S$122 per night from 25 Nov to 26 Nov
S$122
includes taxes & fees
25 Nov - 26 Nov
8.2/10 Very Good! (1,972 reviews)
"So clean and very welcoming!"

Reviewed on 20 Nov,2024

The Sandman Hotel
Flamingo Resort & Spa
Flamingo Resort & Spa
4 out of 5
2777 4th St, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is S$213 per night from 25 Nov to 26 Nov
S$213
includes taxes & fees
25 Nov - 26 Nov
7.8/10 Good! (1,001 reviews)
"I really like the location, less than 5 min from my mom. It is cute and retro and usually very clean and quiet."

Reviewed on 19 Nov,2024

Flamingo Resort & Spa
Harvest Inn
Harvest Inn
4.5 out of 5
One Main St, St. Helena, CA
Fully refundableReserve now, pay when you stay
The price is S$371 per night from 25 Dec to 26 Dec
S$371
includes taxes & fees
25 Dec - 26 Dec
9.2/10 Wonderful! (1,005 reviews)
"Excellent as always. If I could change one thing, though, it's those awful Keurig machines. I have no idea why HI uses them, as they make bad coffee, are inelegant in sound and silhouette, and are rather archaic. Everything else is just top notch."

Reviewed on 22 Nov,2024

Harvest Inn
See all 1,438 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.

Frequently asked questions

How much does a Middletown holiday package cost?
Our Middletown holiday packages, which start from as low as , are the best way to save. All you have to do is choose your favourite flights, hotels and rental cars to create a customized getaway.
How do I get a cheap travel package to Middletown?
Our Middletown holiday packages promise plenty of savings for the savvy traveller. For the best deals, simply bundle your hotel, flights and extras (including activities) into a neat and tidy package. But cheap prices are just the beginning of your next unforgettable adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 properties globally to choose from. Whatever your style, there’s a package here just for you.
Where should I stay in Middletown?
With lots to explore in Middletown, we suggest you secure a room in a hotel near its attractions. Twin Pine Casino, Langtry Estate and Vineyards and Beaver Creek Vineyards are some top ones to put on your must-see list.
How far in advance should I book my Middletown holiday?
Smart travellers often reserve their seats as early as possible. You can usually start comparing international fares on Expedia up to a year before your intended flight. If you’ve left booking to the last minute, fear not. Bargain prices sometimes appear in the last weeks before departure dates.
What does an Expedia Middletown travel package include?
From flights and hotels to car rentals, Expedia can help you craft a Middletown package that suits you. Heading off for a few weeks? Look into a flight, hotel and rental car bundle. If you’re taking a quick break, an airfare and hotel deal could suit you better. Tours and activities can be added after you’ve booked. Our travel packages make it simple to plan and save.
What should I know before booking a Middletown travel package?
Get ready to save with an Expedia travel package. Bundle your flights, rental cars and hotels and unlock great discounts. Hotels aren’t your only choice, though. We’ve got beachfront villas, mountain cabins and even ranches and treehouses!
Can I choose my airline with a Middletown Expedia holiday package?
With a holiday package, you’re in charge. Whether you’d prefer to fly to Middletown in economy or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my Middletown holiday package?
Yes, you can. We realise life doesn’t always go to plan, so we’re here to help if you need to make changes to your Middletown holiday package. You may be able to change or cancel your itinerary for free if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.