Middletown Vacations from $513

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Your Middletown Vacation

Experience the excitement and energy of Middletown with a tailor-made Middletown vacation 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 organizing your ultimate vacation to Middletown now.

The Latest Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
Dennen's Victorian Farmhouse
Cottages at Little River Cove
SCP Mendocino Coast Lodge
SCP Mendocino Inn and Farm
The Weller House
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Discover the most popular places to visit in Middletown

Middletown Hotel Deals

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
$162 nightly
The price is $188 total per night from Sep 14 to Sep 15
$188 total
Sep 14 - Sep 15
Total with taxes and fees
Hyatt Regency Sonoma Wine Country
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
$99 nightly
The price is $115 total per night from Sep 16 to Sep 17
$115 total
Sep 16 - Sep 17
Total with taxes and fees
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection
Hotel La Rose

Hotel La Rose

3.5 out of 5
308 Wilson Street, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $141 total per night from Sep 8 to Sep 9
$141 total
Sep 8 - Sep 9
Total with taxes and fees
Hotel La Rose
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.

Things to do near Middletown

Middletown, California, is the perfect destination for a romantic and scenic getaway. Enjoy rejuvenating spa treatments, explore recreational areas, and indulge in golf getaways. Whether you're planning a relaxing vacation tour or an adventurous day tour, Middletown offers a variety of activities to create unforgettable memories. Experience the charm of this beautiful locale, ideal for both couples and outdoor enthusiasts.

Shopping

Middletown offers a charming shopping experience with local treasures. Visit Soda Rock Winery for unique gifts. If you're up for a drive, check out Santa Rosa Plaza Shopping Center for a wider selection and V Marketplace for more local finds, both offering vibrant atmospheres.

Recreation

Experience rejuvenation at Calistoga Hot Springs, where soothing mineral waters will melt your stress away. For outdoor enthusiasts, the Healdsburg Golf Club offers a beautiful golf course surrounded by scenic landscapes. Enjoy cultural performances and family-friendly entertainment at the Raven Performing Arts Theater for a well-rounded experience.

Adventure

Experience high-speed thrills at Calistoga Speedway, located 12 miles from Middletown, where you can immerse yourself in the excitement of motor racing. For a scenic hike, explore the Oat Hill Mine Trail, situated 11 miles away, offering breathtaking views and outdoor adventure. Enjoy water activities at Clearlake Oaks Boat Launch, 19 miles from Middletown.

Nightlife

Middletown offers a cozy nightlife vibe with local favorites like the Twin Pine Casino, where you can enjoy gaming and live entertainment. For a relaxed evening, visit the local bars or grab a bite at nearby restaurants, soaking in the friendly community atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Middletown

Middletown, California, is perfect for a romantic outdoor getaway, offering stunning scenery and various attractions. Explore national and urban parks, as well as lush forests that promise adventure and breathtaking views. Don’t miss the local beach for a relaxing day by the water, making your vacation a splendid mix of nature and tranquility.

  • Old Faithful Geyser of California: Located 11 miles from Middletown, this unique park features a spectacular geyser that erupts regularly, offering a mesmerizing display of nature's power. The park's family-friendly atmosphere is perfect for picnics and enjoying the outdoors, surrounded by beautiful landscaping and eco-friendly practices.
  • Cobb Mountain: Just 8 miles away, Cobb Mountain invites adventure seekers to explore its scenic trails and breathtaking views. This outdoor paradise is ideal for hiking, mountain biking, and appreciating the untouched beauty of the California wilderness.
  • Napa County Fairgrounds: Situated 12 miles from Middletown, the Napa County Fairgrounds hosts various events throughout the year. With a welcoming outdoor space, it’s perfect for family outings, featuring local fairs, exhibitions, and entertainment options.

Best time to go to Middletown

The best time to visit Middletown is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January47.5°F (8.6°C)Light RainMostly SunnyAverageSlightly Low
February48.7°F (9.3°C)Light RainMostly SunnySlightly LowSlightly Low
March50.5°F (10.3°C)Light RainMostly SunnyAverageAverage
April55.6°F (13.1°C)No RainMostly SunnyAverageAverage
May61.2°F (16.2°C)No RainSunnyAverageSlightly High
June68.4°F (20.2°C)No RainSunnyAverageAverage
July71.4°F (21.9°C)No RainSunnySlightly HighAverage
August70.9°F (21.6°C)No RainSunnyAverageAverage
September68.7°F (20.4°C)No RainSunnySlightly HighSlightly High
October62.2°F (16.8°C)No RainSunnySlightly HighSlightly High
November52.5°F (11.4°C)Light RainMostly SunnySlightly LowAverage
December46.8°F (8.2°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Middletown

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Middletown during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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Frequently asked questions

How much does a Middletown vacation package cost?
Offering great value package deals from $513 on Expedia, you'll be pleasantly surprised at how much a vacation to Middletown costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Middletown?
November, December and January are great times to look for cheap Middletown vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Middletown?
You can easily visit all the main attractions in Middletown within a few days, including the popular Twin Pine Casino. If you're looking for an extended Middletown vacation, look at what kind of activities and excursions are available nearby.
How to find the best Middletown package deals?
Use Expedia's handy filters to help you find some fabulous Middletown package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Middletown package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Middletown vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights individually. Better still, you can customize your Middletown getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Middletown?
If you're planning an impromptu Middletown trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
If you're like us, you love going away but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Middletown trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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