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Find Hotels with a Pool in Middletown, CA

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Check availability on Middletown Hotels with a Pool

Tonight
25 Nov - 26 Nov
Tomorrow
26 Nov - 27 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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, (1242)
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 AED 364
AED 415 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Outdoor pool
El Bonita Motel

El Bonita Motel

3.0 star property
St. Helena
  • Outdoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1010)
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 AED 356
AED 409 total
includes taxes & fees
30 Nov - 1 Dec
El Bonita Motel
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, (855)
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 AED 298
AED 371 total
includes taxes & fees
6 Dec - 7 Dec
Skylark Shores Resort
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, (384)
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 AED 496
AED 577 total
includes taxes & fees
1 Dec - 2 Dec
The Lodge at Healdsburg, Tapestry Collection by Hilton
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, (1004)
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 AED 467
AED 583 total
includes taxes & fees
1 Dec - 2 Dec
Geyserville Inn
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, (1002)
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 AED 350
AED 399 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Windsor Wine Country by IHG
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, (2085)
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 AED 335
AED 389 total
includes taxes & fees
15 Dec - 16 Dec
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Restaurant
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

4.0 star property
Santa Rosa
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • Hot tub
8.4 out of 10, Very Good, (1000)
Poolside bliss awaits with cabanas, sun loungers, and refreshing drinks from the poolside bar. Beyond the water, guests discover a health club offering fitness classes, tennis courts, and indulgent spa treatments in this recently renovated Sonoma retreat.
The price is AED 419
AED 651 total
includes taxes & fees
3 Dec - 4 Dec
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
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, (1001)
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 AED 423
AED 483 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn & Suites Windsor - Sonoma Wine Country
Outdoor pool, pool umbrellas, sun loungers
Rancho Caymus Inn

Rancho Caymus Inn

4.0 star property
St. Helena
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
9.8 out of 10, Exceptional, (1005)
Sparkling waters beckon at the outdoor pool sanctuary, complete with a refreshing poolside bar, cozy fire pits, and soothing hot tub. Nearby, spacious rooms feature private patios and luxurious fireplaces for unwinding after wine country explorations.
The price is AED 817
AED 1,024 total
includes taxes & fees
26 Nov - 27 Nov
Rancho Caymus 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.
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Top Middletown Hotel Reviews

Rancho Caymus Inn

Rancho Caymus Inn

10/10 Excellent
"Rancho Caymus was charming and the staff provided exceptional service. "
Adam 3-night trip
Posted 15 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.