Title: Book the Best Montauk Hotels with Early Check-in in 2026 from CA $106 | Expedia.ca [Montauk Travel Guide](https://expedia.ca/Montauk.dx10637)[Hotels in Montauk](https://expedia.ca/Montauk-Hotels.d10637.Travel-Guide-Hotels)[Vacation Rentals in Montauk](https://expedia.ca/Montauk-Vacation-Rentals.d10637.Travel-Guide-VacationRentals)[Flights to Montauk](https://expedia.ca/Cheap-Flights-To-Montauk.d10637.Travel-Guide-Flights)[Things to do in Montauk](https://expedia.ca/Things-To-Do-In-Montauk.d10637.Travel-Guide-Activities)[Montauk Car Rentals](https://expedia.ca/Car-Rentals-In-Montauk.d10637.Car-Rental-Guide)[Montauk Vacation Packages](https://expedia.ca/Montauk.d10637.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/10637/30775be2-2864-405a-9f87-4d8ee272cd84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Early Check-in in Montauk, NY from CA $106 - ![](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 Montauk Hotels with Early Check-in Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montauk hotels with express check-in ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/35541bfd.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) ![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) ### Kenny's Tipperary Inn [](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) Culloden Shores 8.4/10 Very good (878) "Really clean and nice location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiara [](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/f915c620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/c231a8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room | Living area](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/37ab0773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/640a65ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Taber Inne & Suites [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.Hotel-Information) Mystic 9.6/10 Exceptional (1001) "The Taber Inne is the ONLY place I stay when visiting Mystic. Great staff, rooms are comfortable, beautiful pool and walking distance to downtown. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathryn [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.Hotel-Information) ![Pillowtop beds, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/dd52a5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/a2f7080b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/5c3f324b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/90fd470a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandy Shore Motel [](https://www.expedia.ca/Westerly-Hotels-Sandy-Shore-Motel.h1677542.Hotel-Information) Westerly 8.2/10 Very good (519) "Great location and staff were great, friendly and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonia [](https://www.expedia.ca/Westerly-Hotels-Sandy-Shore-Motel.h1677542.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1050000/1048200/1048108/8f6c7d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Non Smoking (3 Queen Beds)](https://images.trvl-media.com/lodging/2000000/1050000/1048200/1048108/b7e745a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1050000/1048200/1048108/de71ac56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1050000/1048200/1048108/db80c1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn Stonington Mystic [](https://www.expedia.ca/Stonington-Hotels-Americas-Best-Value-Inn-Stonington-Mystic.h1048108.Hotel-Information) Wequetequock 5.4/10 (801) "Low price, one night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $92 CA $106 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Stonington-Hotels-Americas-Best-Value-Inn-Stonington-Mystic.h1048108.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/9091cefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/52855a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/767aee45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech Hotel [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) Greenport 8.8/10 Excellent (195) "The property was clean beautiful and pleasant. Loved the trendy decor." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $247 CA $337 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/b8adcc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/06408853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/65a49724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/c6fa26de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Roundtree, Amagansett [](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information) Amagansett North 10/10 Exceptional (91) "Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) adam CA $819 CA $982 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Single Beds | View from room](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/9125969a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/3f4839f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/d84c46bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Topping Rose House [](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information) Bridgehampton 9.2/10 Wonderful (136) "Great rooms, staff and food" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alexandra CA $701 CA $806 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.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. 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