
Find Hotels with a Pool in Winchester, MO from CA $126
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Sep 4 - Sep 6Our top choices for Winchester hotels with a pool




1. The Wildwood Hotel
The Wildwood HotelWildwood
- Escape to mountain serenity at this welcoming hotel, featuring an indoor pool and hot tub for year-round relaxation and adventure.
CA $108
CA $126 total
includes taxes & fees
Sep 1 - Sep 2




2. Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham
Heritage Inn & Suites St. Louis/Fenton, Trademark by WyndhamFenton
- Splash through seasons with dual pools at this hotel, where indoor and outdoor fun awaits all year round.
CA $130
CA $150 total
includes taxes & fees
Aug 24 - Aug 25




3. Drury Inn & Suites Southwest St. Louis
Drury Inn & Suites Southwest St. LouisValley Park
- Take a dip in this hotel's year-round pools with both indoor and outdoor options and a relaxing hot tub.
CA $164
CA $192 total
includes taxes & fees
Aug 30 - Aug 31




4. Holiday Inn Express & Suites St. Louis West - Fenton by IHG
Holiday Inn Express & Suites St. Louis West - Fenton by IHGFenton
- Dive into relaxation at this hotel's indoor pool sanctuary with fitness centre access and generous buffet breakfast daily.
CA $133
CA $154 total
includes taxes & fees
Aug 30 - Aug 31




5. Drury Plaza Hotel St. Louis Chesterfield
Drury Plaza Hotel St. Louis ChesterfieldChesterfield
- Discover year-round swimming bliss with both indoor and outdoor pools, plus a relaxing hot tub for post-adventure unwinding.
CA $179
CA $207 total
includes taxes & fees
Aug 30 - Aug 31




6. Best Western Plus Fenton
Best Western Plus FentonFenton
- Refreshing indoor pool retreat creates a year-round aquatic escape in this business district gem.
CA $136
CA $158 total
includes taxes & fees
Aug 31 - Sep 1




7. Sonesta ES Suites St. Louis - Chesterfield
Sonesta ES Suites St. Louis - ChesterfieldChesterfield
- Seasonal splashes await in a suburban sanctuary where poolside relaxation meets modern convenience in St. Louis.
CA $137
CA $159 total
includes taxes & fees
Aug 24 - Aug 25




8. Wingate by Wyndham St. Louis/Fenton Route 66
Wingate by Wyndham St. Louis/Fenton Route 66Fenton
- Suburban splash paradise beckons with a pet-friendly outdoor pool experience.
CA $116
CA $134 total
includes taxes & fees
Aug 30 - Aug 31
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Top Winchester Hotel Reviews
Hollywood Casino & Hotel St. Louis
10/10 Excellent
"Good location to events nice shuttle worth the money room clean ."
Drury Plaza Hotel St. Louis at the Arch
10/10 Excellent
"We truly enjoyed the location of the hotel , as the arch was right behind it ( walk out the door and there is the arch ) ! We was able to walk to the casino and to the Busch stadium for the concert . We felt safe at this location . The rooms were clean and comfortable . We had a 10 th floor interior with 2 queen beds and sofa sleeper . Only thing is the main area was cool but the bedroom don’t cool down much at all so we was sweating at night time . The breakfast and kickback was good as well . We will definitely stay again"
The Royal Sonesta Chase Park Plaza St. Louis
10/10 Excellent
"1. You can park for free from 7 pm to 8 am across the streets to the west and north, and during other times I paid about $2.65 per hour. 2. The pool was a thrill and I thought "the best $25 (resort fee) I ever spent. 3. We were given a coupon for two free drinks in the bar, and got two glasses of wine - filled to the top - I have never seen any place fill a wine glass to the top! 4. The room was a suite, and huge, and they gave us the 9th floor looking south. I could sit on the couch and look out over Forest Park. 5. The bed was super comfortable. 6. We considered the Indigo and another, but for the night we wanted the rate was only maybe $50 more a night, so we splurged for this. 7. On the first floor there is a hallway through the residential building north of this, out to Maryland Place, a fun area to walk, and a guard sits at that door who can sort of watch your car. 8. The business center is just one computer and printer beyond the check in counter and one has to stand to use it, but that was ok. 9. A new building is being constructed across the street to the south, and there is a very low rumble of noise starting around 6:30 a.m., so do be aware of that if you want to sleep later, but it was a very low and distant sound, and only when a truck came in or something, I almost had to strain to hear it. 10. This is one of the Historic Hotels of America, and you can save 15% on the Sonesta website by joining that, but then the rate is the same as on Expedia"
Pear Tree Inn St. Louis Airport
10/10 Excellent
"This is our second time staying at the hotel. The hotel staff were very proactive in fixing our bathroom when there was an issue. They have breakfast included in the tariff, but we did not partake in it. They have an evening beer and wine time with chips, popcorn etc. That was a nice touch! The shuttles are very convenient to get to and from the airport!"
Pear Tree Inn St. Louis Near Union Station
10/10 Excellent
"We we're staying 2 nights in the hotel and we booked the second night a little closer to our trip so the room was a little different. I really wanted to stay in the same room so we didn't have to lug our stuff to the car and check back in when it was time for check in so I asked the front desk if it was possible to stay in the same room. He said yes and checked us out and right back in right there. It was a great stay, and the breakfast was good also the pool. We we're headed to the aquarium and it was only a short walk. We will definitely be staying again."
Forest Park Hotel by MDR
10/10 Excellent
"Perfect place to stay and affordable 👌 ✨️ close to downtown and other fun places to visit.."
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