Deals on vacations and trips to Middletown
Save when you book Middletown package deals
Middletown flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Ukiah
per person
Aug 15 - Aug 17
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Santa Rosa (STS)
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A safe deposit box and laundry facilities are also provided.
Seabird Lodge
per person
Jul 5 - Jul 9
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Santa Rosa (STS)
A full-service spa and an indoor pool are featured at this smoke-free lodge. Enjoy the hot tub and free perks like buffet breakfast and free self parking. Free WiFi in public areas and a terrace are also provided.
Top Middletown hotels deals
Hyatt Regency Sonoma Wine Country
170 Railroad Street, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $188 total per night
$188 total
Jun 16 - Jun 17
Total includes taxes and fees
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
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection
3421 Cleveland Ave, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $132 total per night
$132 total
Jun 12 - Jun 13
Total includes 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 perks like full breakfast and free self parking.
Pool
Breakfast included
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
2777 4th St, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $187 total per night
$187 total
Jun 9 - Jun 10
Total includes taxes and fees
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
Holiday Inn Windsor Wine Country by IHG
8755 Old Redwood Hwy, Windsor, CA
Free Cancellation
$107 nightly
The price is $122 total per night
$122 total
Jun 15 - Jun 16
Total includes taxes and fees
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
Solage, Auberge Resorts Collection
755 Silverado Trl, Calistoga, CA
Free Cancellation
Reserve now, pay when you stay
$898 nightly
The price is $1,032 total per night
$1,032 total
Jun 29 - Jun 30
Total includes 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.
Pool
Hot Tub
Hotel La Rose
308 Wilson Street, Santa Rosa, CA
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $171 total per night
$171 total
Jun 18 - Jun 19
Total includes 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.
Free WiFi
Restaurant
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
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 romantic area.
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.
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 walkable area.
Photos of local treasures
Browse Middletown vacation photos for more inspiration
