Title: The Best Middletown Hotels with Pools from $126 - Hotels with indoor pools in Middletown, CA | Expedia.com [Middletown Travel Guide](https://expedia.com/Middletown.dx180934)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d180934.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d180934.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d180934.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d180934.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d180934.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/180934/0cf53fed-8c67-4d1d-be6d-adcfe858199c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Walls ![](https://images.trvl-media.com/place/180934/0cf53fed-8c67-4d1d-be6d-adcfe858199c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check availability on Middletown Hotels with a Pool Tonight [Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=180934&startDate=2026-03-28&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=180934&startDate=2026-03-29&endDate=2026-03-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=180934&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=180934&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown hotels with a pool ![Sauna](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/6c68fdfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Poolside | Hypo-allergenic bedding, soundproofing, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/788e7723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/115ae849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/cd679390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### El Bonita Motel [](https://www.expedia.com/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) St. Helena 9.2/10 Wonderful (1,004 reviews) "Absolutely adorable hotel. Very clean, quiet, and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannie $125 nightly $144 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/e9b50071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/b71aa388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/9661d2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/03c41ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Santa Rosa Sonoma Wine Country [](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information) Santa Rosa 9.6/10 Exceptional (489 reviews) "A great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick $114 nightly $132 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information) ![Outdoor pool, a heated pool, open open 24 hours, free cabanas](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/495b4c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Queen Bed | Hypo-allergenic bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/ce5dbe8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tasting room](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/2b6d61f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/dbd04db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mount View Hotel & Spa [](https://www.expedia.com/Calistoga-Hotels-Mount-View-Hotel-Spa.h26963.Hotel-Information) Calistoga 9.2/10 Wonderful (1,004 reviews) "Great location, enjoyed the pool and spa. The room was great and loved the pooo was open 24/7\. Lots of things nearby to do and see. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candice $112 nightly $130 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Calistoga-Hotels-Mount-View-Hotel-Spa.h26963.Hotel-Information) ![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5283d5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/82de180a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Wine Country) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/8490e741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dry Creek Inn MOD Collection by Sonesta [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) Healdsburg 8.0/10 Very Good (1,001 reviews) "Was really nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Myrna $122 nightly $142 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/c59c1667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/7f59241d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/f9f5ecf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15700/15656/d1a36e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Wine Country Inn & Suites [](https://www.expedia.com/Santa-Rosa-Hotels-Best-Western-Plus-Wine-Country-Inn-Suites.h15656.Hotel-Information) Santa Rosa 7.8/10 Good (1,005 reviews) "The staff was extremely helpful and the hotel was clean. Breakfast was really good with plenty of options. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna $109 nightly $126 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Best-Western-Plus-Wine-Country-Inn-Suites.h15656.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1620000/1613300/1613295/fe28bfe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1620000/1613300/1613295/481670e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Lake Front, No Pets Allowed | Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1620000/1613300/1613295/8a5088c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1620000/1613300/1613295/25289958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skylark Shores Resort [](https://www.expedia.com/Clear-Lake-Hotels-Skylark-Shores-Resort.h1613295.Hotel-Information) Lakeport 8.2/10 Very Good (894 reviews) "helpful staff, BEST VIEWs of lake, lots of wildlife!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) marian $130 nightly $145 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Clear-Lake-Hotels-Skylark-Shores-Resort.h1613295.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/94f22e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/08a0d0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/7965154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (King Suite) | Living area | 50-inch TV with cable channels](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/382da479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Geyserville Inn [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) Geyserville 9.2/10 Wonderful (1,003 reviews) "Great location, quiet setting " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard $156 nightly $177 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/44bef7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/7d2b416c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/w3826h2560x14y0-14495308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Windsor - Sonoma Wine Country [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) Windsor 9.2/10 Wonderful (1,000 reviews) "The room was clean, nice staff . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Igor $118 nightly $135 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/1000000/530000/522600/522532/d758370c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/522600/522532/fa2c62f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/530000/522600/522532/8829411a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/530000/522600/522532/19e88d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Santa Rosa North by IHG [](https://www.expedia.com/Santa-Rosa-Hotels-Holiday-Inn-Express-Santa-Rosa-North.h522532.Hotel-Information) Santa Rosa 8.4/10 Very Good (454 reviews) "Super friendly staff, clean rooms, good breakfast. Comfy beds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine $110 nightly $128 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Holiday-Inn-Express-Santa-Rosa-North.h522532.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/53c48880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/e18a9c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/f563bc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/f3caac53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites Santa Rosa Sonoma [](https://www.expedia.com/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) Santa Rosa 9.0/10 Wonderful (1,067 reviews) "This hotel is a great place to stay. Very clean and quiet. A lot of good places to eat close by." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis $122 nightly $141 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12®ionId=180934&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/ed91ae44_y.jpg) ### El Bonita Motel 10/10 Excellent "Wonderful experience !" [](https://expedia.com/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![Hyatt Regency Sonoma Wine Country](https://images.trvl-media.com/lodging/1000000/890000/881800/881709/1114123a_y.jpg) ### Hyatt Regency Sonoma Wine Country 10/10 Excellent "We stayed here for 3 days/2 nights. Beautiful area. We had the patio room. Was sad they had no lights on the patio so we didn’t use it at night. " [](https://expedia.com/Santa-Rosa-Hotels-Hyatt-Regency-Sonoma-Wine-Country.h881709.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/54496a9a_y.jpg) ### Harvest Inn 10/10 Excellent "We stayed for our 20th anniversary. They gave us a champagne bottle and wine bottle. The bar area was under construction, so it was limited cocktails. But still amazing. everything was amazing. Grounds were gorgeous, the GM (sorry forgot his name) was very kind. Totally book here! Won’t be disappointed " [](https://expedia.com/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 8/10 Good "Great breakfast " [](https://expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Calistoga Motor Lodge and Spa](https://images.trvl-media.com/lodging/1000000/100000/94200/94121/7d446097_y.jpg) ### Calistoga Motor Lodge and Spa 6/10 Okay "We upgraded to a second level room with a balcony (502) when booking, however we never used the balcony because the air conditioning system for the main building was so loud it was too u pleasant to be outside. We asked to change rooms upon arrival but the front desk was very vague about availability of other rooms and we seeks to have no choice to stay despite the whole place feeling pretty empty. " [](https://expedia.com/Calistoga-Hotels-Calistoga-Motor-Lodge-And-Spa.h94121.Hotel-Information) ![Mount View Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/16880177_y.jpg) ### Mount View Hotel & Spa 10/10 Excellent "Loved the 24hr heated pool and hot tub " [](https://expedia.com/Calistoga-Hotels-Mount-View-Hotel-Spa.h26963.Hotel-Information) ![Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton](https://images.trvl-media.com/lodging/1000000/20000/10400/10357/c405b97c_y.jpg) ### Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton 10/10 Excellent "So beautiful." [](https://expedia.com/Santa-Rosa-Hotels-Flamingo-Resort-Spa-Santa-Rosa-Sonoma.h10357.Hotel-Information) ![Best Western Garden Inn](https://images.trvl-media.com/lodging/1000000/10000/6000/5969/c21126d8_y.jpg) ### Best Western Garden Inn 10/10 Excellent "Always a pleasure staying here." [](https://expedia.com/Santa-Rosa-Hotels-Best-Western-Garden-Inn.h5969.Hotel-Information) ![Rancho Caymus Inn](https://images.trvl-media.com/lodging/20000000/19110000/19106800/19106756/55db9461_y.jpg) ### Rancho Caymus Inn 10/10 Excellent "I’ve stayed here multiple times and it never disappoints. I love the quaint atmosphere, along with the comfortable and clean rooms. The breakfast is also amazing and always a highlight of my stay." [](https://expedia.com/St-Helena-Hotels-Rancho-Caymus-Inn.h19106756.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Middletown? ### What is there to see and do in Middletown? ### When is the best time to book a hotel with a pool in Middletown? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Beaver Creek Vineyards ](https://www.expedia.com/Beaver-Creek-Vineyards-Hotels.0-l6335693-0.Travel-Guide-Filter-Hotels) - [Hotels near Twin Pine Casino ](https://www.expedia.com/Twin-Pine-Casino-Hotels.0-l553248621532640814-0.Travel-Guide-Filter-Hotels) - [Rv Parks in Harbin Springs ](https://www.expedia.com/Harbin-Springs-RV-Parks.d553248635975849502-aaRVParks.Travel-Guide-Accommodation) - [Resorts & Hotels with Spas in Hidden Valley Lake ](https://www.expedia.com/Hidden-Valley-Lake-Hotels-Spa-Hotel.0-0-d553248635592781690-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels on the Lake in Hidden Valley Lake ](https://www.expedia.com/Hidden-Valley-Lake-Hotels-Lakefront-Hotels.0-0-d553248635592781690-tLakefrontHotels.Travel-Guide-Filter-Hotels) - 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