Photo by Shannon Willitts

Hotels with Swimming Pool in Middletown, California

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Middletown Hotels with Swimming Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19

Top Middletown Hotels with Swimming Pool

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Outdoor pool

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 star property
9.2 out of 10, Wonderful, (1194)
"Great Place. "
The price is P6,829
P7,785 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Hampton Inn & Suites Windsor - Sonoma Wine Country
Outdoor pool

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great location in webster, close to all attractions."
The price is P8,313
P9,493 total
includes taxes & fees
Oct 12 - Oct 13
Hampton Inn & Suites Windsor - Sonoma Wine Country
Geyserville Inn
View from room

Geyserville Inn

3.5 star property
9.2 out of 10, Wonderful, (1000)
"Great spot in Geyserville!"
The price is P8,313
P10,268 total
includes taxes & fees
Oct 26 - Oct 27
Geyserville Inn
Cloverdale Wine Country Inn & Suites
Outdoor pool, pool umbrellas, sun loungers

Cloverdale Wine Country Inn & Suites

2.5 star property
8.0 out of 10, Very Good, (655)
"Good value for the money"
Cloverdale Wine Country Inn & Suites
Travelodge by Wyndham Santa Rosa Wine Country
Exterior

Travelodge by Wyndham Santa Rosa Wine Country

2.0 star property
9.2 out of 10, Wonderful, (305)
"Friendly staff and nice, clean rooms. "
The price is P5,729
P6,646 total
includes taxes & fees
Oct 6 - Oct 7
Travelodge by Wyndham Santa Rosa Wine Country
Golden Haven Hot Springs
Indoor pool, sun loungers

Golden Haven Hot Springs

2.5 star property
9.4 out of 10, Exceptional, (855)
"Awesome place to stay can’t wait to go back"
Golden Haven Hot Springs
Skylark Shores Resort
Seasonal outdoor pool

Skylark Shores Resort

2.5 star property
8.2 out of 10, Very Good, (846)
"Lakefront hotel was beautiful. Room was great. Check in was a breeze and staff were very friendly! Great place - will stay here again!"
The price is P6,641
P8,050 total
includes taxes & fees
Oct 6 - Oct 7
Skylark Shores Resort
Huttopia Wine Country
Property grounds

Huttopia Wine Country

3.0 star property
9.0 out of 10, Wonderful, (16)
"We love it here!!! Friendly stuff. Lots of amenities that my family enjoy. Really quiet."
The price is P10,532
P11,744 total
includes taxes & fees
Oct 6 - Oct 7
Huttopia Wine Country
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Restaurant

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

4.0 star property
8.4 out of 10, Very Good, (1003)
"Our second time staying , we love it "
The price is P7,588
P11,415 total
includes taxes & fees
Nov 3 - Nov 4
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Clear Lake Cottages & Marina
Outdoor pool

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (320)
"Great stay!"
The price is P9,201
P10,259 total
includes taxes & fees
Oct 6 - Oct 7
Clear Lake Cottages & Marina
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.
View all properties

Top Middletown Hotel Reviews

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10/10 Excellent
"Nicely decorated, great bed"
JAMES 1-night trip
Posted 9 hours ago
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Middletown?
Backyard Garden Oasis: Offers full, an outdoor pool, and free self parking. The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel: Hotel located near Calistoga Hot Springs. Provides a full-service spa, 6 outdoor pools, and 5 hot tubs. Solage, Auberge Collection: Offers complimentary bicycles, an outdoor pool, and complimentary wireless internet access. Hotel La Rose: Features a full-service spa, 2 outdoor pools, and 2 bars. Hyatt Regency Sonoma Wine Country: Hotel located near Russian River. Offers a sauna, an outdoor pool, and buffet.
What is there to see and do in Middletown?
Take in the natural beauty with a stop at Boggs Mountain Demonstration State Forest. Discover sights such as Twin Pine Casino, Beaver Creek Vineyards, and Robert Louis Stevenson State Park during your stay.
When is the best time to book a hotel with a pool in Middletown?
You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Middletown in the hottest months of July, August, or September when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of December, January, or February when the average temp is 48°F.