Book the Best Hotels with POOL in Middletown in 2026

Q: What are some accommodations with pools in Middletown?

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel : Hotel located near Charles M. Schulz Museum. Features full, an outdoor pool, and complimentary wireless internet access. Hotel La Rose : Hotel located near Calistoga Hot Springs. Provides a full-service spa, 6 outdoor pools, and 5 hot tubs. Solage, Auberge Collection : Hotel located near Healdsburg Plaza. Features complimentary wireless internet access, an outdoor pool, and flat-screen televisions. Dry Creek Inn MOD Collection by Sonesta : Hotel located near Sonoma County Fairgrounds. Offers a full-service spa, 2 outdoor pools, and 2 bars. Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton : Hotel located near Sonoma County Fairgrounds. Features a snack bar/deli, an outdoor pool, and buffet.

A calm river with clear water, surrounded by dense greenery and trees.

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Our top choices for Middletown hotels with a pool

Best Western El Grande Inn

Clearlake

Dive into year-round aquatic bliss at this cozy hotel with an indoor pool and 24-hour fitness centre.

CA $260 total

includes taxes & fees

Jul 24 - Jul 25

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

Dive into aquatic relaxation at this modern hotel featuring a heated outdoor pool and hot tub surrounded by serene lounging areas.

CA $215 total

includes taxes & fees

Aug 2 - Aug 3

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Best Western Plus Stevenson Manor

Calistoga

Soak up California sunshine at this Calistoga gem with a hot tub and inviting outdoor pool.

CA $297 total

includes taxes & fees

Aug 3 - Aug 4

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Windsor

Refresh poolside with panoramic views, hot tub delights, and a sauna that elevates relaxation at this wine country retreat.

CA $166 total

includes taxes & fees

Aug 16 - Aug 17

Huttopia Wine Country-Northern California

Lower Lake

Discover a woodland pool paradise tucked into california wine country with cabins and a cozy café.

CA $367 total

includes taxes & fees

Jul 21 - Jul 22

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Santa Rosa

Float in tranquil waters at this wine country hotel, boasting a sun-drenched outdoor pool and a state-of-the-art gym.

CA $225 total

includes taxes & fees

Jul 26 - Jul 27

Hilton Garden Inn Sonoma County Airport

Santa Rosa

Dive into serene aquatic bliss at this hotel's indoor pool, open early till late daily.

CA $206 total

includes taxes & fees

Aug 16 - Aug 17

Four Seasons Resort and Residences Napa Valley

Calistoga

Vineyard resort beckons with scenic outdoor pool and poolside dining experience surrounded by Napa Valley's wine country elegance.

CA $2,051 total

includes taxes & fees

Aug 18 - Aug 19

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Choose what matters most at hotels with a pool in Middletown

Breakfast included

4 stars

Top Middletown Hotel Reviews

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

10/10 Excellent

"I was especially impressed with how well stocked the kitchen was equipped in our room."

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

8/10 Good

"Mid century pool party chic hotel, recent renovations are nice but already showing signs of a few rough edges. Hotel staff was sometimes helpful and sometimes confused. Pool and recreation facilities were fun but be aware there we a lot of families with children present during the summer."

Best Western Garden Inn

10/10 Excellent

"The room was very clean and quiet even though we did have neighbors, we didn’t even hear them. Loved the little sitting area (also pet relief area) by the front of the property it was beautifully kept and relaxing. Also they have a “house” kitty that welcomes you and follows you around sometimes, (I think she) was very gentle and loved being petted. Overall great spot to stay and for a good price."

UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

10/10 Excellent

"I had a great stay! The room was clean, comfortable, and well-maintained. The staff was friendly and welcoming, making check-in and check-out easy. The air conditioning worked perfectly, which made the room very comfortable. Parking was convenient, and the overall experience was smooth and enjoyable. I would definitely stay here again and recommend this property to other travelers."

Frequently asked questions

What are some accommodations with pools in Middletown?

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel: Hotel located near Charles M. Schulz Museum. Features full, an outdoor pool, and complimentary wireless internet access. Hotel La Rose: Hotel located near Calistoga Hot Springs. Provides a full-service spa, 6 outdoor pools, and 5 hot tubs. Solage, Auberge Collection: Hotel located near Healdsburg Plaza. Features complimentary wireless internet access, an outdoor pool, and flat-screen televisions. Dry Creek Inn MOD Collection by Sonesta: Hotel located near Sonoma County Fairgrounds. Offers a full-service spa, 2 outdoor pools, and 2 bars. Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton: Hotel located near Sonoma County Fairgrounds. Features 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, Rabbit Hill Preserve, and Beaver Creek Vineyards 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.

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