Title: Book the Best Pleasant Prairie Ski Hotels in 2025 from CA $114 | Expedia.ca [Hotels in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Hotels.d180854.Travel-Guide-Hotels)[Vacation Rentals in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Vacation-Rentals.d180854.Travel-Guide-VacationRentals)[Pleasant Prairie Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Prairie.d180854.Car-Rental-Guide)[Pleasant Prairie Vacation Packages](https://expedia.ca/Pleasant-Prairie.d180854.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Pleasant Prairie, WI from CA $114 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pleasant Prairie Ski Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180854&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pleasant Prairie Ski Hotels ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/883bb863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/d3fabed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/b2da917d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/8c9a55cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Pleasant Prairie Kenosha Pleasant Prairie 8.4/10 Very good (315) "Polite staff. Room met expectations. Good location and cost. " CA $100 CA $114 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Pleasant-Prairie-Hotels-La-Quinta-Inn-By-Wyndham-Pleasant-Prairie-Kenosha.h39969.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/5924ee8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/af4179b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/06d599c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/1000000/10000/9100/9059/f4bd2c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont Inn & Suites by Wyndham Richmond Richmond 7.8/10 Good (679) "Staff was friendly " CA $107 CA $119 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Rockford-Hotels-Baymont-Inn-Suites-By-Wyndham-Richmond.h9059.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9050000/9048100/9048032/29b38b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/10000000/9050000/9048100/9048032/7b88d39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9050000/9048100/9048032/78f7fccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9050000/9048100/9048032/8d485790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Hotel and Marina McHenry 8.0/10 Very good (447) "Staff was excellent and the rooms clean. They could use better pillows but otherwise we would definitely stay again " CA $108 CA $120 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/McHenry-Hotels-Waterfront-Hotel-And-Marina.h9048032.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Double Beds, Non Smoking (Pet-Friendly)](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/2f4b0f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/a445ac7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/50200/50124/70ab378e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee Gurnee 8.0/10 Very good (1358) "The staff was very friendly and helpful. Everything was clean and the breakfast was nice. " CA $106 CA $119 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/daac7f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/7c0eb0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/4238bc1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/116800/116730/616192ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson Kenosha - Pleasant Prairie Kenosha 8.6/10 Excellent (1000) "Hotel was clean and quiet, would absolutely stay there again." CA $130 CA $148 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kenosha-Hotels-Country-Inn-Suites-By-Radisson.h116730.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/w4000h2662x0y0-14acad94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/58a60856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/e369d383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/60000000/59070000/59066900/59066801/c38cf3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Kenosha Kenosha 9.6/10 Exceptional (367) "Very comfortable and super nice place all the way around " CA $170 CA $193 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Bristol-Hotels-SpringHill-Suites-By-Marriott-Kenosha.h59066801.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/3ebe1c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/672e6b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/6b5965bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/62000000/61210000/61203100/61203021/799cdc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Chicago Waukegan/Gurnee Waukegan 9.0/10 Wonderful (142) "Very friendly staff, good breakfast, clean and spacious room." CA $178 CA $200 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-TownePlace-Suites-By-Marriott-Chicago-WaukeganGurnee.h61203021.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/aa34d03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/c305a9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/640b08c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111260000/111255900/111255812/8062a1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house with a pier and kayaks in Paddock Lake Salem 10/10 Exceptional (8) "Cute, clean, and a quick and easy drive to Kenosha. We enjoyed our stay. Highly recommend!" CA $211 CA $339 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Salem-Hotels-Charming-2-Bedroom-House-With-AC.h111255812.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/a7f7e617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/bf2b7a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/db1a20cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/112000000/111880000/111879900/111879851/acfaf9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Feels like you are on vacation. Comfortable cozy! Like a breath of fresh air. Spring Grove 10/10 Exceptional (12) "We enjoyed our stay at the house. The open spaces and high ceilings made the space feel special. Would love to reserve the space again in the future." CA $1,595 CA $2,584 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Spring-Grove-Hotels-Feels-Like-You-Are-On-Vacation-Comfortable-Cozy-Like-A-Breath-Of-Fresh-Air.h111879851.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/9ead5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/w1024h677x0y4-718bcd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/5808d00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64990000/64989000/64988936/65742e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!! Burlington 9.8/10 Exceptional (90) "We loved the beach the kids could have stayed there all day! Fishing was wonderful too! Such a fun house!" CA $456 CA $1,057 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Burlington-Hotels-Fabulous-Lake-House-2-Hours-From-Chicago.h64988936.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.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=180854&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Pleasant Prairie Hotel Reviews ![La Quinta Inn & Suites by Wyndham Chicago Gurnee](//images.trvl-media.com/lodging/1000000/60000/50200/50124/52a8ce1f_y.jpg) ### La Quinta Inn & Suites by Wyndham Chicago Gurnee 10/10 Excellent "Everything good" [](https://expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Gurnee.h50124.Hotel-Information) ![Super 8 by Wyndham Kenosha/Pleasant Prairie](//images.trvl-media.com/lodging/1000000/50000/40200/40117/f78bd363_y.jpg) ### Super 8 by Wyndham Kenosha/Pleasant Prairie 10/10 Excellent "Room was clean staff was nice" [](https://expedia.ca/Pleasant-Prairie-Hotels-Super-8-By-Wyndham-KenoshaPleasant-Prairie.h40117.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Aparthotels in Bristol](https://www.expedia.ca/Bristol-Apart-Hotels.d3000461489-aaApartHotels.Travel-Guide-Accommodation) - 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[Woodworth Hotels](https://www.expedia.ca/Woodworth-Hotels.d553248635975866288.Travel-Guide-Hotels) - [Flights to Kenosha Regional](https://www.expedia.ca/Cheap-Flights-To-Kenosha-Regional.d6027667.Travel-Guide-Flights) - [Flights from Kenosha Regional](https://www.expedia.ca/lp/airports/enw/flights-from-kenosha-regional-airport) - [Flights from Bristol](https://www.expedia.ca/lp/flights/3000461489/flights-from-bristol) - [Flights from Augusta (AGS) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ags/enw/augusta-to-kenosha) - [Flights from Akron (AKC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/akc/enw/akron-to-kenosha) - [Flights from Ann Arbor (ARB) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/arb/enw/ann-arbor-to-kenosha) - [Flights from Appleton (ATW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/atw/enw/appleton-to-kenosha) - [Flights from Birmingham (BHX) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/bhx/enw/birmingham-to-kenosha) - [Flights from Beckley (BKW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/bkw/enw/beckley-to-kenosha) - [Flights from Buffalo (BUF) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/buf/enw/buffalo-to-kenosha) - [Flights from Baltimore (BWI) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/bwi/enw/baltimore-to-kenosha) - [Flights from Charleston (CHS) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/chs/enw/charleston-to-kenosha) - [Flights from Cedar Rapids (CID) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/cid/enw/cedar-rapids-to-kenosha) - [Flights from Destin (DSI) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/dsi/enw/destin-to-kenosha) - [Flights from Detroit (DTW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/dtw/enw/detroit-to-kenosha) - [Flights from Eau Claire (EAU) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/eau/enw/eau-claire-to-kenosha) - [Flights from Panama City (ECP) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ecp/enw/panama-city-to-kenosha) - [Flights from Newark Liberty Intl. Airport (EWR) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ewr/enw/newark-liberty-intl-airport-to-kenosha) - [Flights from Flint (FNT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/fnt/enw/flint-to-kenosha) - [Flights from Green Bay (GRB) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/grb/enw/green-bay-to-kenosha) - [Flights from Huntsville (HSV) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/hsv/enw/huntsville-to-kenosha) - [Flights from Washington (IAD) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/iad/enw/washington-to-kenosha) - [Flights from Winston-Salem (INT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/int/enw/winston-salem-to-kenosha) - [Flights from Williamsport (IPT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ipt/enw/williamsport-to-kenosha) - [Flights from Wisconsin Rapids (ISW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/isw/enw/wisconsin-rapids-to-kenosha) - [Flights from Lansing (LAN) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/lan/enw/lansing-to-kenosha) - [Flights from Lafayette (LFT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/lft/enw/lafayette-to-kenosha) - [Flights from Lincoln (LNK) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/lnk/enw/lincoln-to-kenosha) - [Flights from Chicago (MDW) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/mdw/enw/chicago-to-kenosha) - [Flights from Milwaukee (MKE) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/mke/enw/milwaukee-to-kenosha) - [Flights from Menominee (MNM) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/mnm/enw/menominee-to-kenosha) - [Flights from Madison (MSN) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/msn/enw/madison-to-kenosha) - [Flights from Minneapolis (MSP) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/msp/enw/minneapolis-to-kenosha) - [Flights from Ontario (ONT) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ont/enw/ontario-to-kenosha) - [Flights from Chicago (ORD) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ord/enw/chicago-to-kenosha) - [Flights from Owensboro (OWB) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/owb/enw/owensboro-to-kenosha) - [Flights from Portland (PDX) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/pdx/enw/portland-to-kenosha) - [Flights from Newport News (PHF) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/phf/enw/newport-news-to-kenosha) - [Flights from Pensacola (PNS) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/pns/enw/pensacola-to-kenosha) - [Flights from Racine (RAC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/rac/enw/racine-to-kenosha) - [Flights from Rapid City (RAP) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/rap/enw/rapid-city-to-kenosha) - [Flights from Richmond (RIC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ric/enw/richmond-to-kenosha) - [Flights from Rochester (ROC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/roc/enw/rochester-to-kenosha) - [Flights from San Diego (SAN) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/san/enw/san-diego-to-kenosha) - [Flights from Savannah (SAV) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sav/enw/savannah-to-kenosha) - [Flights from San Francisco (SFO) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sfo/enw/san-francisco-to-kenosha) - [Flights from Springfield (SGF) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sgf/enw/springfield-to-kenosha) - [Flights from San Jose (SJC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sjc/enw/san-jose-to-kenosha) - [Flights from Salt Lake City (SLC) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/slc/enw/salt-lake-city-to-kenosha) - [Flights from Sturgeon Bay (SUE) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sue/enw/sturgeon-bay-to-kenosha) - [Flights from St. Louis (SUS) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/sus/enw/st-louis-to-kenosha) - [Flights from Waukegan (UGN) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/ugn/enw/waukegan-to-kenosha) - [Flights from Toronto (YYZ) to Kenosha (ENW)](https://www.expedia.ca/lp/flights/yyz/enw/toronto-to-kenosha) - [Bristol Vacations](https://www.expedia.ca/Bristol.d3000461489.Destination-Travel-Guides) - [Rental cars Kenosha Regional airport](https://www.expedia.ca/Car-Rentals-In-Kenosha-Regional.d6027667.Car-Rental-Guide) - [Book Ski Hotels in Pleasant Prairie on Expedia.com](https://www.expedia.com/Pleasant-Prairie-Hotels-Ski-Hotel.0-0-d180854-tSkiHotel.Travel-Guide-Filter-Hotels)