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Search Hotels with Pool in Middletown

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Our top choices for Middletown hotels with a pool

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1264)
"Breakfast bar was amazing. Holiday decorations were really planned out and looked amazing at night. "
United States
Joel
The price is ฿2,984
฿3,401 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 star property
Windsor
9.2 out of 10, Wonderful, (1002)
"Breakfast and staff is friendly "
United States
Kimbinh
The price is ฿3,168
฿3,618 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country

Geyserville Inn

Geyserville Inn
3.5 star property
Geyserville
9.2 out of 10, Wonderful, (1001)
"Friendly staff and clean comfortable rooms. We enjoyed the breakfast at the restaurant next door. "
United States
Jill
The price is ฿3,995
฿4,984 total
includes taxes & fees
23 Dec - 24 Dec
Geyserville Inn

Skylark Shores Resort

Skylark Shores Resort
2.5 star property
Lakeport
8.2 out of 10, Very good, (865)
"Great place to stay!"
United States
Russell
The price is ฿3,053
฿3,749 total
includes taxes & fees
23 Dec - 24 Dec
Skylark Shores Resort

El Bonita Motel

El Bonita Motel
3.0 star property
St. Helena
9.2 out of 10, Wonderful, (1002)
"Great location, clean room, quiet and perfect for our stay!"
United States
Michele
The price is ฿3,627
฿4,171 total
includes taxes & fees
6 Jan - 7 Jan 2026
El Bonita Motel

Golden Haven Hot Springs

Golden Haven Hot Springs
2.5 star property
Calistoga
9.4 out of 10, Exceptional, (948)
"We had a wonderful, relaxed time at Golden Haven."
United States
Susanne
The price is ฿6,250
฿7,188 total
includes taxes & fees
24 Dec - 25 Dec
Golden Haven Hot Springs

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
4.0 star property
Santa Rosa
8.4 out of 10, Very good, (1003)
"Great rooms!"
United States
silvana
The price is ฿3,322
฿5,271 total
includes taxes & fees
29 Dec - 30 Dec
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3.0 star property
Santa Rosa
8.4 out of 10, Very good, (2120)
"Fast friendly check in, clean comfortable room, good breakfast options, would definitely stay here again "
United States
Narayan
The price is ฿2,827
฿3,285 total
includes taxes & fees
24 Dec - 25 Dec
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country
2.5 star property
Santa Rosa
9.6 out of 10, Exceptional, (449)
"Great stay easy in and out.... "
United States
Craig
The price is ฿3,194
฿3,705 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Vineyard Country Inn

Vineyard Country Inn
3.5 star property
St. Helena
9.2 out of 10, Wonderful, (729)
"Breakfast was ok and parking was good. Bed was comfortable and room was clean "
United States
Darlene
The price is ฿4,974
฿5,721 total
includes taxes & fees
13 Jan - 14 Jan 2026
Vineyard Country Inn
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.

Top Middletown Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Middletown?
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel: Features full, an outdoor pool and free self parking. El Bonita Motel: Offers a sauna, an outdoor pool and daily. Solage, Auberge Collection: Hotel located near Calistoga Hot Springs. Provides a full-service spa, 6 outdoor swimming pools and 5 hot tubs. Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton: Features a full-service spa, 2 outdoor swimming pools and 2 bars. La Quinta Inn & Suites Santa Rosa Sonoma: Offers a snack bar/deli, 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, Robert Louis Stevenson State Park and Rabbit Hill Preserve 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 that offers an outdoor pool if you'll be visiting Middletown in the hottest months of July, August or September, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of December, January or February, when the average temp is 9°C.