Title: The Best Middletown Hotels with Pools from $86 - 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) ![Awesome place just to relax. ](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middletown Hotels with a Pool Tonight [Mar 16 - Mar 17](https://www.expedia.com/Hotel-Search?regionId=180934&startDate=2026-03-16&endDate=2026-03-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 17 - Mar 18](https://www.expedia.com/Hotel-Search?regionId=180934&startDate=2026-03-17&endDate=2026-03-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=180934&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=180934&startDate=2026-03-27&endDate=2026-03-29&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) ![Couples dining](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/ed91ae44.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) ### 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) - Savor summer bliss with a sparkling pool sanctuary where vacation vibes meet wine country comfort. $125 nightly $144 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/St-Helena-Hotels-El-Bonita-Motel.h9444378.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) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1620000/1613300/1613295/25289958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1620000/1613300/1613295/dd087900.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 (888 reviews) - Seasonal lakeside pool with boat trailer parking creates the ideal water-lover's retreat at Skylark Shores Resort. $112 nightly $125 total Mar 17 - Mar 18 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) | In-room safe, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1250000/1249600/1249559/cfd74741.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) - Lounge poolside at this vineyard-view hotel, where the outdoor pool and hot tub offer a serene retreat amid wine country splendor. $151 nightly $172 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Geyserville-Hotels-Geyserville-Inn.h1249559.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/406a3e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/bc38560f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/0de725cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Appellation Healdsburg [](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) Healdsburg 9.0/10 Wonderful (55 reviews) - Soak up the sun in 2 outdoor pools with free cabanas, hot tubs, and a poolside bar at this luxury Healdsburg hotel. $285 nightly $331 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744102/de698459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744102/0daeeab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744102/ce432820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1750000/1744200/1744102/d327358b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchorage Inn Lakeport [](https://www.expedia.com/Clear-Lake-Hotels-Anchorage-Inn-Lakeport.h1744102.Hotel-Information) Lakeport 6.0/10 (393 reviews) - Scenic lakeside outdoor pool with sun loungers invites peaceful relaxation at this waterfront motel with barbecue grills. $76 nightly $86 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Clear-Lake-Hotels-Anchorage-Inn-Lakeport.h1744102.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) ![Tasting room](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/2b6d61f7.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) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/16880177.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 (1,002 reviews) - Experience Calistoga's natural wonders at this historic Art Deco hotel with a 24-hour geothermal pool and hot springs access. $133 nightly $154 total Mar 25 - Mar 26 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/4cab251e.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) ![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 (1,008 reviews) - Dive into sun-soaked relaxation with an outdoor pool, bicycles, and vineyard tours nearby. $122 nightly $142 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/0dfdeafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/14de3192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/7b876726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/4a1aa170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Country Inn [](https://www.expedia.com/St-Helena-Hotels-Vineyard-Country-Inn.h7326527.Hotel-Information) St. Helena 9.4/10 Exceptional (736 reviews) - Swim between wine country views at this serene retreat with a sun-drenched pool. $120 nightly $138 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/St-Helena-Hotels-Vineyard-Country-Inn.h7326527.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/6000/5969/ef600db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, Multiple Beds, Non Smoking | In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/6000/5969/c7d20291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6000/5969/f1a23991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/6000/5969/2c6069a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Garden Inn [](https://www.expedia.com/Santa-Rosa-Hotels-Best-Western-Garden-Inn.h5969.Hotel-Information) Santa Rosa 8.8/10 Excellent (1,003 reviews) - Poolside paradise meets garden sanctuary at this tranquil outdoor oasis with sun loungers. $111 nightly $129 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-Best-Western-Garden-Inn.h5969.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/3fddbec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/1d6a8d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/d1dc54b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel [](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) Santa Rosa 8.4/10 Very Good (2,197 reviews) - Splash into serene Santa Rosa with a sun-soaked pool experience and poolside cocktails. $103 nightly $119 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.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=2026-03-30&endDate=2026-03-31®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 ![Rancho Caymus Inn](https://images.trvl-media.com/lodging/20000000/19110000/19106800/19106756/55db9461_y.jpg) ### Rancho Caymus Inn 10/10 Excellent " Charming property, friendly staff. Grounds well maintained. Delicious breakfast." [](https://expedia.com/St-Helena-Hotels-Rancho-Caymus-Inn.h19106756.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 "Nice spot" [](https://expedia.com/Santa-Rosa-Hotels-The-Sandman.h919721.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 "We loved the location in downtown Calistoga in east walking distance to restaurants and wine tasting. Very comfortable and quiet room, and lovely pool and mineral hot tub area. " [](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 " Beautifully designed mid-century modern hotel in great location for wine tasting. " [](https://expedia.com/Santa-Rosa-Hotels-Flamingo-Resort-Spa-Santa-Rosa-Sonoma.h10357.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/54496a9a_y.jpg) ### Harvest Inn 10/10 Excellent "These boutique style cottages were stunning. They were clean, cozy and the property grounds are phenomenal. I’ll definitely be back, much better than your average hotel!! " [](https://expedia.com/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/ed91ae44_y.jpg) ### El Bonita Motel 8/10 Good "It was a great place to spend a night. The front desk girl, her hair in a bun or pony tail, little bit on the heavy side, super rude and shouldn't be at the front desk at all. What a turn off. I forgot her name but we checked in Saturday afternoon. Overall stay was great" [](https://expedia.com/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![Dry Creek Inn MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8_y.jpg) ### Dry Creek Inn MOD Collection by Sonesta 8/10 Good "Very nice customer service " [](https://expedia.com/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.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 "Yes there were." [](https://expedia.com/Santa-Rosa-Hotels-Best-Western-Garden-Inn.h5969.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 "Come in the off season. We got a great deal on a really nice room overlooking the courtyard. Staff was super friendly and helpful." [](https://expedia.com/Santa-Rosa-Hotels-Hyatt-Regency-Sonoma-Wine-Country.h881709.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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