Title: Book the Best Wainscott Hotels with FREE PARKING in 2026 | Expedia.ca [Hotels in Wainscott](https://expedia.ca/Wainscott-Hotels.d6046784.Travel-Guide-Hotels)[Vacation Rentals in Wainscott](https://expedia.ca/Wainscott-Vacation-Rentals.d6046784.Travel-Guide-VacationRentals)[Wainscott Car Rentals](https://expedia.ca/Car-Rentals-In-Wainscott.d6046784.Car-Rental-Guide)[Wainscott Vacation Packages](https://expedia.ca/Wainscott.d6046784.Destination-Travel-Guides) ![Amerikanischer Strand auf Long Island bei New York](https://images.trvl-media.com/place/6046784/20a21c13-09f9-4231-8e0a-98fb1f8c34ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Free Parking in Wainscott, NY from CA $178 - ![](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 Wainscott Hotels with Free Parking Tonight [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-02&endDate=2025-12-03&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-03&endDate=2025-12-04&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6046784&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Wainscott Hotels with Free Parking ![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Harbor View Balcony Junior Suite | Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/e407cc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harbor Front Inn Greenport 8.8/10 Excellent (539) "Awesome stay!!! Great Location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan CA $146 CA $235 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Ocean View 2 Queens](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/c614d2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6f247566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View 2 Queens with Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/294d9a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Offshore Montauk Montauk 9.4/10 Exceptional (73) "Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica CA $114 CA $210 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8a104c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamlet Inn Southampton 8.6/10 Excellent (439) "Great weekend stay! staff was super kind and property was beautiful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chyanne CA $137 CA $178 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d13a2c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/3be2d342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/9a89f493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sagaponack Wainscott 8.8/10 Excellent (209) "An absolute gem of a place to stay. The rooms are full of character and charm, it’s The Hamptons all the way. Great location, too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad CA $193 CA $277 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/61e9bea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/280d0e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/f417f407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/1c35aedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wainscott Woods Retreat Wainscott 7.0/10 Good (9) "Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivan CA $419 CA $479 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/efe89d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/8fa06225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/78e3666a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kenny's Tipperary Inn Culloden Shores 8.4/10 Very good (878) "Very clean and spacious room! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Beth [](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/7564e116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/ee8b7737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/65f0ee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/509e7634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shorewood Inn Riverhead 8.4/10 Very good (707) "Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelly [](https://www.expedia.ca/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cbe6e5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/4bbf34cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bentley Hotel Southampton Southampton 9.6/10 Exceptional (388) "great cost-effective option; room was very spacious and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Isadora CA $164 CA $189 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/f76cf168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/43997189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sound View Greenport Greenport 8.6/10 Excellent (596) "Staff was amazing , room clean view phenomenal " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise CA $224 CA $324 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/96167988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/957f09b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/48c79f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/ddf40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Haven Resort Motel Southampton 7.8/10 Good (31) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas CA $154 CA $198 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Southampton-Hotels-Sea-Haven-Resort-Motel.h8439546.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=2025-12-16&endDate=2025-12-17®ionId=6046784&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6046784) ## Top Wainscott Hotel Reviews ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Great hotel for a quick stay - very friendly staff" [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "Great resort with a beautiful restaurant " [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg) ### Hamlet Inn 10/10 Excellent "Everything is great" [](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Bayview Resort](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2_y.jpg) ### Bayview Resort 10/10 Excellent "Just right. " [](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "The room was very clean, bed was comfy, and the sounds of the water outside were lovely. I did arrive very late and all parking spots were taken which was sort of inconvenient as it is a bit of a walk to park by other rooms. Check in process was super smooth." [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Sea Crest Resort](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 10/10 Excellent "Location. Staff. Space. " [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![Beachcomber Resort at Montauk](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2_y.jpg) ### Beachcomber Resort at Montauk 10/10 Excellent "Beautiful views and so close to town. Walk right down the driveway to the ocean! " [](https://expedia.ca/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information) ![ Hampton's Vacation Inn](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77_y.jpg) ### Hampton's Vacation Inn 10/10 Excellent " didn't have a kitchen. parking was fine and convenient." 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[Lake Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Lake-Hotels.0-n553248633938969338-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Mountain-Hotels.0-n553248633938969338-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Oceanfront-Hotels.0-n553248633938969338-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Pet-Friendly-Hotel.0-n553248633938969338-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Romantic-Hotel.0-n553248633938969338-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Ski-Hotel.0-n553248633938969338-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Spa-Hotel.0-n553248633938969338-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Waterpark-Hotels.0-n553248633938969338-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Wedding-Hotels.0-n553248633938969338-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Central New York City](https://www.expedia.ca/Central-New-York-City-New-York-Hotels-Winery-Hotel.0-n553248633938969338-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in East Hampton](https://www.expedia.ca/East-Hampton-Hotels-Adults-Only-Resorts.0-0-d1524-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in East Hampton](https://www.expedia.ca/East-Hampton-Hotels-Beach-Hotel.0-0-d1524-tBeachHotel.Travel-Guide-Filter-Hotels) - 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[Lake Hotels in East Hampton](https://www.expedia.ca/East-Hampton-Hotels-Lake-Hotels.0-0-d1524-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in East Hampton](https://www.expedia.ca/East-Hampton-Hotels-Luxury-Hotel.0-0-d1524-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in East Hampton](https://www.expedia.ca/East-Hampton-Hotels-Oceanfront-Hotels.0-0-d1524-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in East Hampton](https://www.expedia.ca/East-Hampton-Hotels-Spa-Hotel.0-0-d1524-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in East Hampton](https://www.expedia.ca/East-Hampton-Hotels-Wedding-Hotels.0-0-d1524-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in East Hampton](https://www.expedia.ca/East-Hampton-Hotels-Winery-Hotel.0-0-d1524-tWineryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in East Hampton North](https://www.expedia.ca/East-Hampton-North-East-Hampton-Hotels-Adults-Only-Resorts.0-n553248634999126055-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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[Spa Hotels in Purchase](https://www.expedia.ca/Purchase-Hotels-Spa-Hotel.0-0-d6172129-tSpaHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Queens](https://www.expedia.ca/Queens-New-York-Hotels-Adults-Only-Resorts.0-n149004-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Queens](https://www.expedia.ca/Queens-New-York-Hotels-Shopping-Hotel.0-n149004-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Sagaponack](https://www.expedia.ca/Sagaponack-Hotels-Beach-Hotel.0-0-d3000449529-tBeachHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sagaponack](https://www.expedia.ca/Sagaponack-Hotels-Luxury-Hotel.0-0-d3000449529-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Hotels-Beach-Hotel.0-0-d553248634998945224-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton-Hotels-Boutique-Hotel.0-0-d553248634998945224-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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