Deals on vacations and trips to Middletown
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Middletown flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Gualala Country Inn
Price was $507, price is now $446 per person
$446
per person
Apr 30 - May 4
found 14 hours ago
Roundtrip flight included
Chicago (CHI) to Santa Rosa (STS)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a library, and a picnic area are also on offer.
Mandala Springs Wellness Retreat Center
Save 100% on your flight
Price was $1,729, price is now $1,256 per person
$1,256
per person
Apr 30 - May 4
found 14 hours ago
Roundtrip flight included
Chicago (CHI) to Santa Rosa (STS)
A seasonal outdoor pool is featured at this aparthotel, along with a garden and a convenience store. There's fun for all ages with mini golf and a playground, and complimentary bicycles are available on site. Free self parking, a business center, and a picnic area are also offered.
Huttopia Wine Country
Price was $676, price is now $586 per person
$586
per person
Apr 30 - May 4
found 14 hours ago
Roundtrip flight included
Chicago (CHI) to Santa Rosa (STS)
This holiday park features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. A coffee shop is also provided.
Thorn Hill Vineyard Villas
Price was $656, price is now $572 per person
$572
per person
Apr 30 - May 4
found 14 hours ago
Roundtrip flight included
Chicago (CHI) to Santa Rosa (STS)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A communal living room, express check-in, and express check-out are also on offer.
Surf Inn
Price was $536, price is now $468 per person
$468
per person
Apr 30 - May 4
found 14 hours ago
Roundtrip flight included
Chicago (CHI) to Santa Rosa (STS)
A terrace, a garden, and a picnic area are available at this hotel. Enjoy the free continental breakfast each morning. Laundry facilities and barbecue grills are also provided.
Top Middletown hotels deals
Harvest Inn
One Main St St. Helena CA
Free Cancellation
Reserve now, pay when you stay
$259 nightly
The price is $298 total per night
$298 total
Mar 2 - Mar 3
Total with taxes and fees
2 outdoor pools, 2 hot 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.
Pool
Hot Tub
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3421 Cleveland Ave Santa Rosa CA
Free Cancellation
$105 nightly
The price is $122 total per night
$122 total
Feb 28 - Mar 1
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.
Pool
Breakfast included
Golden Haven Hot Springs
1713 Lake Street Calistoga CA
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $206 total per night
$206 total
Mar 1 - Mar 2
Total with taxes and fees
A full-service spa, hot springs, and 2 hot tubs are all featured at this hotel. Enjoy the indoor pool and perks like free self parking and free WiFi. A terrace and a picnic area are also provided.
Pool
Hot Tub
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
2777 4th St Santa Rosa CA
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $197 total per night
$197 total
Mar 5 - Mar 6
Total with taxes and fees
A full-service spa, 2 outdoor pools, and 3 outdoor tennis courts are featured at this Art Deco hotel. Families will appreciate the picnic area, kid-friendly dining, and babysitting. Traveling on business? Take advantage of the express check-out and WiFi in public areas.
Pool
Hot Tub
Solage, Auberge Collection
755 Silverado Trl Calistoga CA
Free Cancellation
Reserve now, pay when you stay
$822 nightly
The price is $945 total per night
$945 total
Mar 16 - Mar 17
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.
Hotel La Rose
308 Wilson Street Santa Rosa CA
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $124 total per night
$124 total
Mar 3 - Mar 4
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.
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
Twin Pine Casino
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 top-notch restaurants in this walkable area.
Rabbit Hill Preserve
You can take time to visit Rabbit Hill Preserve during your travels to Middletown. Make time to visit the spas and casinos while you're in the area.
Frequently asked questions
Photos of local treasures
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