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

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Check availability on Middletown Hotels with a Pool

Tonight
Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Middletown hotels with a pool

A swimming pool with a stone border, a white fence, and umbrellas.
A tree-lined pathway with a grassy area and a fence.
A dining room with a long table, chairs, a vase with dried plants, and a view of a swimming pool through a glass door.
A doorway leading to a covered porch with a view of a grassy yard and a tree.

1. 15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18

15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
Middletown
CA $1,828
CA $3,205 total
includes taxes & fees
Nov 8 - Nov 9
15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
A poolside area with lounge chairs and umbrellas, a tiled roof, and a view of a hilly landscape.
A restaurant with a chalkboard menu listing cold beer & wine, cocktails, salads, pizza, pasta, grilled meats, and cannoli.
A modern hotel with a flat roof, multiple stories, and a parking area.
A rooftop patio with outdoor seating, a fire pit, and a view of the surrounding landscape.

2. Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa
Calistoga
  • Mineral water pools immerse travellers in mountain tranquility at this spa-centric retreat.
CA $258
CA $346 total
includes taxes & fees
Oct 27 - Oct 28
Calistoga Motor Lodge and Spa
A poolside area with sun loungers, a pool, and a building with a modern design.
An outdoor patio area with orange chairs and white umbrellas, surrounded by string lights and a wooden fence.
A hallway with white paneling, a vent, a cabinet with a floral pattern, and a sign that reads "soak it all in."
A garden with a stone fountain, white pergola, and various plants.

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

UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel
Calistoga
  • Scenic mineral pools meet wine country luxury in this newly renovated hot springs escape.
CA $224
CA $258 total
includes taxes & fees
Nov 17 - Nov 18
UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel
An indoor swimming pool with a glass ceiling, stone walls, and a bench.
A stone patio with a water feature, outdoor seating, and a covered area with a railing.
A walk-in shower with a glass door, a handheld showerhead, and a built-in shelf with toiletries.
A two-story building with a covered outdoor seating area, a fire pit, and a sign indicating a no-entry zone.

4. Golden Haven Hot Springs

Golden Haven Hot Springs
Calistoga
  • Mineral springs and heated pools create a serene aquatic sanctuary for total rejuvenation.
CA $252
CA $290 total
includes taxes & fees
Oct 27 - Oct 28
Golden Haven Hot Springs
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a sign.
A hotel room with a dark blue wall, a bed, a desk with a chair, a lamp, and framed pictures.
A room with a teal sofa, a chandelier, and a mirror on the wall.
A modern bathroom with marble walls, a glass shower enclosure, and gold fixtures.

5. The Fainting Couch Boutique Hotel

The Fainting Couch Boutique Hotel
Cobb
  • Plunge into summer bliss at this boutique hotel's seasonal outdoor pool with sun loungers.
CA $225
CA $251 total
includes taxes & fees
Oct 26 - Oct 27
The Fainting Couch Boutique Hotel
A pool area with wooden deck chairs and umbrellas, a wooden building with a sloped roof, and a clear blue sky.
A wooden deck with a canopy and a table, surrounded by trees in a natural setting.
A wooden cabin with a balcony, surrounded by tall trees and dry grass.
A wooden interior with tables and chairs arranged for dining, large windows with a view of the outdoors, and a ceiling fan.

6. Huttopia Wine Country-Northern California

Huttopia Wine Country-Northern California
Lower Lake
  • Discover a woodland pool paradise tucked into california wine country with cabins and a cozy café.
CA $249
CA $278 total
includes taxes & fees
Oct 25 - Oct 26
Huttopia Wine Country-Northern California
An indoor swimming pool with a view of the outdoors, surrounded by brick walls, white chairs, and hanging lamps.
A vintage car parked in a driveway with string lights overhead.
A long dining table set with chairs, string lights, and a vintage car in the background.
A modern interior with a sofa, wooden shelves, a neon sign, a bar area, and a stone wall.

7. Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels
Calistoga
  • Mineral pool paradise awaits with three blissful swimming spots and hot springs for ultimate relaxation.
CA $296
CA $389 total
includes taxes & fees
Nov 18 - Nov 19
Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels
A swimming pool with a tiled edge, surrounded by lounge chairs and a building with a yellow facade.
A building with a stone facade, large windows, and a covered entrance.
A modern bathroom with a glass-enclosed shower, a white bathtub, and a beige vanity with a toilet.
A courtyard with a water feature, seating area, and lush greenery.

8. Best Western Plus Stevenson Manor

Best Western Plus Stevenson Manor
Calistoga
  • Soak up California sunshine at this Calistoga gem with a hot tub and inviting outdoor pool.
CA $222
CA $255 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Stevenson Manor
A pool area with lounge chairs and a view of mountains.
A modern bathroom with a glass-enclosed shower, a tiled floor, and a towel rack with white towels.
A hotel room with a bed, a nightstand, a lamp, and a view of the outdoor patio area with tables and chairs.
A patio area with tables and chairs, a fire feature, and a view of the building in the background.

9. The Inn on Pine

The Inn on Pine
Calistoga
  • Escape to a heated outdoor pool retreat with a hot tub sanctuary in Calistoga's wine country.
CA $206
CA $237 total
includes taxes & fees
Nov 3 - Nov 4
The Inn on Pine
An outdoor pool area with a covered patio, lounge chairs, and tables.
A bedroom with a bed, a small table, and a chair, a bathroom with a sink and a mirror, and a sliding glass door leading to an outdoor area.
A person holding a facility and trail map for Mandala Springs.
A walk-in shower with a skylight, a shelf with toiletries, and a showerhead.

10. Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
Cobb
  • Mountain retreat with a seasonal pool offers sun loungers, hiking trails, and complimentary bicycles for adventure seekers.
CA $188
CA $210 total
includes taxes & fees
Nov 3 - Nov 4
Mandala Springs Wellness Retreat Center
View all properties

Choose what matters most at hotels with a pool in Middletown

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Middletown Hotel Reviews

El Bonita Motel

El Bonita Motel

8/10 Good
"It’s a a very cozy motel! Excellent rooms, great property and location.. Nice pool.. room was absolutely stunning design.. just newly renovated with a hard mattress that is very unique for American hotels and motels !"
Aleksandr 2-night trip
Posted 1 day ago
El Bonita Motel
Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

10/10 Excellent
"Habitación limpia y servicio de primera"
Hector 2-night trip
Posted 1 day ago
Calistoga Motor Lodge and Spa
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

10/10 Excellent
"Parking was confusing but we realized there were spaces available right by our room. It just took a while"
Emily 1-night trip
Posted 2 days ago
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Frequently asked questions

What are some accommodations with pools in Middletown?
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel: Features full, an outdoor pool, and complimentary wireless internet access. Hotel La Rose: Hotel, 12-minute walk from Calistoga Hot Springs. Provides a full-service spa, 3 outdoor pools, and a snack bar/deli. Calistoga Motor Lodge and Spa: Features complimentary wireless internet access, an outdoor pool, and flat-screen televisions. Dry Creek Inn MOD Collection by Sonesta: Offers a full-service spa, 2 outdoor pools, and 2 bars. Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton: Hotel located near Calistoga Hot Springs. Features a full-service spa, 6 outdoor pools, and 5 hot tubs.
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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