
Middletown Vacation Packages
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Your Middletown Vacation
Experience the excitement and energy of Middletown with a tailor-made Middletown vacation package. From its rich history to its welcoming locals, you'll never have a boring moment in this city. If your trip to Middletown includes some sightseeing, drop by renowned attractions like Twin Pine Casino, Beaver Creek Vineyards and Langtry Estate and Vineyards. Check out Expedia's extensive range of travel options and start organizing your ultimate vacation to Middletown now.
Middletown Hotel Deals

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3421 Cleveland Ave Santa Rosa CA
Fully refundable
The price is CA $111 per night from May 31 to Jun 1
CA $111
CA $129 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (2,278 reviews)
The rooms were very clean, a bit dated, but very comfortable. Our hot water was not working when we got there, but they got it fixed within an hour. The staff was very nice and helpful.
Reviewed on May 9, 2026

Hotel La Rose
308 Wilson Street Santa Rosa CA
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 25 to May 26
CA $118
CA $137 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,357 reviews)
Hotel La Rose was so nice! Great decor and romantic vibes. The front desk staff were super welcoming. Parking was convenient, we enjoyed the businesses near by and the proximity to everything was great. The bed was comfortable and the room was very clean. One of the best hotel beds I’ve slept on ...
Reviewed on May 11, 2026

Dry Creek Inn MOD Collection by Sonesta
198 Dry Creek Road Healdsburg CA
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from May 13 to May 14
CA $171
CA $199 total
May 13 - May 14
includes taxes & fees
8.2/10 Very Good! (1,014 reviews)
Great property. Great value. Peppers is amazing.
Reviewed on May 10, 2026
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.
Discover the most popular places to visit in Middletown
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







