Deals on vacations and trips to Middletown

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Middletown flight + hotel vacation packages

Prices and availability subject to change. Additional terms may apply.
SCP Mendocino Inn and Farm

SCP Mendocino Inn and Farm

2 out of 5
per person
May 31 - Jun 4
Roundtrip flight included
Orlando (MCO) to Santa Rosa (STS)
This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. A garden is also provided.

Top Middletown hotel deals

The Sandman Hotel

The Sandman Hotel

3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
The price is $109 per night
$109
per night
Apr 28 - Apr 29
This hotel features an outdoor pool and a gym. Business travelers can take advantage of the express check-out. Relax with a drink at the poolside bar and enjoy free perks like continental breakfast and free self parking.
Pet friendly
Breakfast included
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street, Santa Rosa, CA
Free Cancellation
The price is $127 per night
$127
per night
Apr 29 - Apr 30
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the spa tub and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Hot Tub
Pet friendly
Flamingo Resort & Spa

Flamingo Resort & Spa

4 out of 5
2777 4th St, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Apr 29 - Apr 30
A full-service spa, 2 outdoor pools, and 5 outdoor tennis courts are featured at this smoke-free hotel. Families will appreciate the picnic area, kid-friendly dining, and babysitting. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Hot Tub
Pet friendly
La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

2.5 out of 5
111 Commercial Court, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
Apr 29 - Apr 30
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free buffet breakfast.
Pet friendly
Breakfast included
Harvest Inn

Harvest Inn

4.5 out of 5
One Main St, St. Helena, CA
Free Cancellation
Reserve now, pay when you stay
The price is $339 per night
$339
per night
May 12 - May 13
2 outdoor pools, 2 spa tubs, and a gym are all featured at this luxury hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A bar/lounge, a 24-hour front desk, and a terrace are also provided.
Hot Tub
Pet friendly
Hotel La Rose

Hotel La Rose

3.5 out of 5
308 Wilson Street, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
The price is $123 per night
$123
per night
May 1 - May 2
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, dry cleaning, and luggage storage are also offered.
Breakfast available
Parking available
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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.

Popular places to visit

Image for Beaver Creek Vineyards

Beaver Creek Vineyards

You can enjoy a tasting or tour at Beaver Creek Vineyards during your travels to Middletown. Check out the spas and wineries in this walkable area.

Beaver Creek Vineyards
Image for Twin Pine Casino

Twin Pine Casino

4/5(8 reviews)

Why not try your luck with a visit to Twin Pine Casino during your time in Middletown? Check out the spas and wineries in this relaxing area.

Twin Pine Casino
Image for Langtry Estate and Vineyards

Langtry Estate and Vineyards

You can enjoy a tasting or tour at Langtry Estate and Vineyards during your travels to Middletown. Check out the spas and top-notch restaurants in this walkable area.

Langtry Estate and Vineyards

Frequently asked questions

How much are vacation packages to Middletown?
Travelocity offers hotel and flight vacation packages starting from just $806. With these kinds of deals, you’ll be saying hello to Middletown in no time.
How long should my Middletown vacation be?
Around 2 nights is what many travelers book for their Middletown trip. That’s a handy guide, but there’s so much more to explore if you allow yourself a little more time.
Where can I get the best vacation package deals for Middletown?
Travelocity is the only place you need to go to score a sensational Middletown package deal. Choose from 400 air carriers and 1,000,000 properties across the globe and craft a vacation package that’s perfect for you. With almost endless choice, you’ll have plenty of inspiration for your next big adventure.
Why should I purchase my Middletown vacation bundle with Travelocity?
Whether you’re on the hunt for the ultimate unplugged getaway or you crave the hustle and bustle of the big city, booking everything with Travelocity saves you time, hassle and money. No need to scour through hundreds of websites for the best deal — our Price Match Guarantee ensures you’ll always get the lowest possible price, and our team of customer service experts are available for you round-the-clock.
Can I save money on my Middletown car rental if I combine it with hotels and flights?
Certainly — combine your flight, car and hotel into a Middletown vacation package and you can save a handsome sum. With so many places to explore in Middletown, having your own wheels will make exploring a breeze. Once you’ve buckled up, crank up the music and find your way to Pier 39, a renowned attraction approximately 65 mi from Middletown.
What is the best time of year to go to Middletown?
Visit in and you can spend more cash on experiences, not your hotel. This is the least costly month to organize your stay. Prices are at their most expensive in , so avoid traveling then if you’re trying to be thrifty. May, September and October are the tourist season months in Middletown. You’ll need to book beforehand and be willing to pay premium rates. November, December and January are the least popular months to travel.
Which airport is best for Middletown?
One of the handiest options is Sacramento Intl. Airport (SMF), which is 55 mi east of the hustle and bustle of downtown Middletown. Another great choice is Sonoma County Airport (STS), 20 mi away from central Middletown).
What is there to do in Middletown?
Middletown has more than its fair share of things to see and do, including Twin Pine Casino and Langtry Estate and Vineyards. These two impressive attractions top most tourists’ travel schedules.
Where should I stay when visiting Middletown?
Many travelers spend their nights at the Backyard Garden Oasis. It’s a great base for your Middletown escape.