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Find Hotels with a Pool in Middletown, CA

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Check availability on Middletown Hotels with a Pool

Top Middletown Hotels with a Pool

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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 star property
Windsor
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1236)
Surrounded by Russian River beauty, the outdoor pool beckons with 9 AM to 10 PM access while the adjacent hot tub soothes tired muscles. Nearby golf, fitness center, and sauna complete this serene wine country experience.
The price is NT$3,210
NT$3,660 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Seasonal outdoor pool
Skylark Shores Resort

Skylark Shores Resort

2.5 star property
Lakeport
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
  • Parking available
8.2 out of 10, Very Good, (854)
Splash into summer fun at the seasonal outdoor pool before embarking on lake adventures with convenient on-site boat trailer parking. Beyond swimming, guests enjoy fishing, kayaking, and basketball while savoring beautiful sunrise views from lakefront rooms.
The price is NT$2,777
NT$3,436 total
includes taxes & fees
Nov 20 - Nov 21
Skylark Shores Resort
Outdoor pool
El Bonita Motel

El Bonita Motel

3.0 star property
St. Helena
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1005)
Sparkling waters beckon at the outdoor pool area, complemented by a rejuvenating hot tub and sauna experience. Morning continental breakfast energizes wine country adventures, while evening relaxation awaits by the garden firepit.
The price is NT$2,825
NT$3,248 total
includes taxes & fees
Nov 24 - Nov 25
El Bonita Motel
Deluxe Queen Room | View from room
Geyserville Inn

Geyserville Inn

3.5 star property
Geyserville
  • Outdoor pool
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (1000)
Surrounded by stunning vineyard vistas, the outdoor pool area invites relaxation with sun loungers and a refreshing ambiance. After swimming, guests can enjoy the hot tub or savor meals at the adjacent pool-view restaurant.
The price is NT$3,964
NT$4,946 total
includes taxes & fees
Dec 1 - Dec 2
Geyserville Inn
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers
The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

3.5 star property
Healdsburg
  • Outdoor pool
  • Pool loungers
  • 2 hot tubs
9.0 out of 10, Wonderful, (377)
Refreshing waters await at the sun-drenched outdoor pool area, complemented by loungers and umbrellas for perfect relaxation. Beyond swimming, this Healdsburg hotel offers 2 inviting hot tubs, a sauna, and steam room for complete rejuvenation.
The price is NT$3,947
NT$4,586 total
includes taxes & fees
Dec 7 - Dec 8
The Lodge at Healdsburg, Tapestry Collection by Hilton
Poolside bar
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3.0 star property
Santa Rosa
  • Outdoor pool
  • Poolside bar
  • Pool loungers
8.4 out of 10, Very Good, (2064)
Sparkling clean waters welcome swimmers at the outdoor pool area, complete with sun loungers, umbrellas, and a poolside bar serving refreshing drinks. Fitness enthusiasts appreciate the well-equipped gym after exploring nearby Graton Resort.
The price is NT$2,618
NT$3,042 total
includes taxes & fees
Dec 11 - Dec 12
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Outdoor pool
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 star property
Windsor
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1000)
Splash into the sparkling outdoor pool, complete with plush lounges and complimentary towel service, before unwinding in the pristine hot tub. After aquatic relaxation, guests appreciate the 24-hour fitness center and bicycle rentals for exploring nearby Russian River trails.
The price is NT$3,466
NT$3,958 total
includes taxes & fees
Nov 25 - Nov 26
Hampton Inn & Suites Windsor - Sonoma Wine Country
Outdoor pool
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

2.5 star property
Santa Rosa
  • Outdoor pool
9.6 out of 10, Exceptional, (433)
Sparkling clear waters beckon after a day of vineyard exploration at this Santa Rosa gem. Fitness enthusiasts appreciate the well-equipped gym, while morning travelers rave about the complimentary breakfast buffet that fuels wine country adventures.
The price is NT$3,341
NT$3,876 total
includes taxes & fees
Dec 18 - Dec 19
Hampton Inn & Suites Santa Rosa Sonoma Wine Country
Indoor pool
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3.0 star property
Windsor
  • Indoor pool
9.0 out of 10, Wonderful, (1001)
Immersive indoor pool creates a sanctuary for family fun and adult relaxation after vineyard visits. Guests appreciate the meticulously maintained facilities, on-site restaurant with delicious offerings, and proximity to Healdsburg Plaza.
The price is NT$2,961
NT$3,375 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Windsor Wine Country by IHG
The LPP Cottage | 1 bedroom, Egyptian cotton sheets, premium bedding, down comforters
Le Petit Pali St. Helena

Le Petit Pali St. Helena

4.0 star property
St. Helena
  • Outdoor pool
  • Pool loungers
  • Hot tub
10.0 out of 10, Exceptional, (7)
Floating in the outdoor pool, surrounded by vineyard vistas, creates an idyllic retreat at this upscale bed & breakfast. After cycling through wine country on complimentary bicycles, guests unwind in the soothing hot tub beneath the California sun.
The price is NT$7,012
NT$9,694 total
includes taxes & fees
Nov 20 - Nov 21
Le Petit Pali St. Helena
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.
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Top Middletown Hotel Reviews

Rancho Caymus Inn

Rancho Caymus Inn

10/10 Excellent
"Beautiful room and property. "
Norma 1-night trip
Posted 11 hours ago
Rancho Caymus Inn

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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: Features a full-service spa, 2 outdoor pools, and 2 bars. Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton: Offers complimentary bicycles, an outdoor pool, and complimentary wireless internet access. Hyatt Regency Sonoma Wine Country: Features a sauna, an outdoor pool, and daily.
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 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.