Deals on vacations and trips to Middletown

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Price found within the past 48 hours. Click for updated prices.
Dennen's Victorian Farmhouse

Dennen's Victorian Farmhouse

2 out of 5
Price was $926, price is now $725 per person
$725
per person
Sep 24 - Sep 27
found 9 hours ago
Roundtrip flight included
San Antonio (SAT) to Santa Rosa (STS)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden, express check-out, and concierge services are also on offer.
The Inn at Schoolhouse Creek

The Inn at Schoolhouse Creek

3.5 out of 5
Price was $981, price is now $728 per person
$728
per person
Sep 24 - Sep 27
found 9 hours ago
Roundtrip flight included
San Antonio (SAT) to Santa Rosa (STS)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A terrace, a garden, and a library are also on offer.
Cottages at Little River Cove

Cottages at Little River Cove

3 out of 5
Price was $1,082, price is now $810 per person
$810
per person
Sep 24 - Sep 27
found 9 hours ago
Roundtrip flight included
San Antonio (SAT) to Santa Rosa (STS)
This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden is also provided.
Inns of Mendocino

Inns of Mendocino

3 out of 5
Price was $1,391, price is now $1,068 per person
$1,068
per person
Sep 24 - Sep 27
found 9 hours ago
Roundtrip flight included
San Antonio (SAT) to Santa Rosa (STS)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A garden, a lobby fireplace, and a communal living room are also on offer.
The Weller House

The Weller House

2 out of 5
Price was $1,125, price is now $865 per person
$865
per person
Sep 24 - Sep 27
found 9 hours ago
Roundtrip flight included
San Antonio (SAT) to Santa Rosa (STS)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, a library, and luggage storage are also on offer.

Top Middletown hotels deals

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3 out of 5
3421 Cleveland Ave Santa Rosa CA
Free Cancellation
$123 nightly
The price is $143 total per night
$143 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. Enjoy the gym and free full breakfast each morning.
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
$113 nightly
The price is $131 total per night
$131 total
Jul 13 - Jul 14
Total with taxes and fees
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.
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
755 Silverado Trl Calistoga CA
Free Cancellation
Reserve now, pay when you stay
$827 nightly
The price is $951 total per night
$951 total
Aug 3 - Aug 4
Total with taxes and fees
A full-service spa, 6 outdoor pools, and 5 hot tubs are all featured at this smoke-free hotel. Families will appreciate the children's club and complimentary bicycles. Enjoy the gym and perks like free valet parking and free WiFi.
Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

3 out of 5
198 Dry Creek Road Healdsburg CA
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $138 total per night
$138 total
Aug 3 - Aug 4
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a terrace, and a lobby fireplace are also offered.
Best Western Garden Inn

Best Western Garden Inn

2.5 out of 5
1500 Santa Rosa Avenue Santa Rosa CA
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $148 total per night
$148 total
Jul 12 - Jul 13
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.
La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

3 out of 5
111 Commercial Court Santa Rosa CA
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $157 total per night
$157 total
Jul 14 - Jul 15
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free buffet breakfast is served.
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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.

Stay near popular Middletown attractions

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 wineries in this relaxing area.
See properties

Frequently asked questions

How much are vacation packages to Middletown?
Enjoy a fulfilling travel experience in Middletown with a vacation package starting at just $725. Locking in flights and hotels with Travelocity is a breeze. And even better, our great deals will leave you with more money in your pocket for plenty of fun activities.
How long should my Middletown vacation be?
There are no firm rules when it comes to how long your vacation in Middletown should be, but many people decide to stay for around 2 nights. Got some flexibility with your departure date? Consider treating yourself to a few extra nights. Then you'll have loads of time to check out some lesser-known areas too.
Where can I get the best vacation package deals for Middletown?
Travelocity will be able to help you get a Middletown package deal. With no less than 400 air carriers and 1,000,000 properties across the globe, we know you'll find the perfect mix.
Why should I purchase my Middletown vacation bundle via Travelocity?
Because life is one amazing journey, and we have everything you need to help you along the way. With our high-quality service and Price Match Guarantee, you can organize your trip with confidence. And you can sleep easy on the road knowing we're always available to chat via our 24/7 customer support.
Will I save money on my Middletown car rental if I combine it with hotels and flights?
Bundling your car, hotel and flight into a Middletown vacation package is an easy way to land the best prices. Plus, having your own rental car gives you total freedom to find your way to all those amazing sights you can't wait to see. Situated 65 mi from Middletown, Pier 39 is one attraction that should have a place on your itinerary. Fasten your seat belt and make a day trip of it.
Which airport is best for Middletown?
Sacramento Intl. Airport (SMF), 55 mi east of the city center, is where many people start their Middletown adventures. But it's possible that Sonoma County Airport (STS) (20 mi away from central Middletown) could be a better option for you.
What is there to do in Middletown?
Twin Pine Casino deserves a spot on your itinerary. After you've crossed off this famous attraction, wander through the streets of Middletown and find out what makes this cool city tick.
Where should I stay when visiting Middletown?
The Backyard Garden Oasis is popular with many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Middletown vacation photos for more inspiration

A calm river with clear water, surrounded by dense greenery and trees.
A rustic tasting room with a white porch, surrounded by trees and a dirt path.