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Top Middletown hotels deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane, Windsor, CA
Free Cancellation
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This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

4 out of 5
2777 4th St, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
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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.
Pool
Hot Tub
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
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This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the hot tub and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Pool
Hot Tub
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy, Windsor, CA
Free Cancellation
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This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Parking included
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
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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.
Pool
Breakfast included
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
Free Cancellation
Reserve now, pay when you stay
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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 perks like full breakfast and free self parking.
Pool
Breakfast included
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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

Bio wine in Lake County

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

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

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 relaxing area.

Langtry Estate and Vineyards

Frequently asked questions

How much are vacation packages to Middletown?
Enjoy a fulfilling travel experience in Middletown with a vacation package starting at just . 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

Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Matthew Walls
Photo by Matthew Walls
Photo by Nicole And Michael
Photo by Nicole And Michael