Title: Book the Best Montauk Hotels with Early Check-in in 2025 | 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) ![Ditch Plains Beach featuring general coastal views, a beach and surfing](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252399-Montauk.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Early Check-in in Montauk, NY ![](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 [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Montauk Hotels with Early 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) ![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) ![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 (869) "Really clean and nice location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiara CA $162 CA $192 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1750000/1745100/1745076/abd60a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/2000000/1750000/1745100/1745076/be5f787b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1750000/1745100/1745076/c9720f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1750000/1745100/1745076/d0f9e569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sole East Resort Montauk 8.0/10 Very good (122) "Clean rooms, excellent walkable location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Salvatore CA $213 CA $289 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Montauk-Hotels-Sole-East-Resort.h1745076.Hotel-Information) ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/59e33701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/6b2173cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/d8406ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/14ba9bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Resort Montauk 9.0/10 Wonderful (235) "Great place to stay for small family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DongHo CA $201 CA $276 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Montauk-Hotels-Driftwood-Resort.h4207142.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) ![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) ![Deluxe Room, 1 Queen Bed](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/d87543a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Taber Inne & Suites Mystic 9.6/10 Exceptional (1032) "Great location great staff beds were comfort" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John D. CA $175 CA $202 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1050000/1048200/1048108/ac1199bd.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) ### Americas Best Value Inn Stonington Mystic Stonington 5.4/10 (795) "Low price, one night" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $88 CA $101 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Stonington-Hotels-Americas-Best-Value-Inn-Stonington-Mystic.h1048108.Hotel-Information) ![1 bedroom, pillowtop beds, individually decorated](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 | Private kitchen](https://images.trvl-media.com/lodging/2000000/1680000/1677600/1677542/2af61719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandy Shore Motel Westerly 8.2/10 Very good (509) "Great location and staff were great, friendly and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonia CA $181 CA $205 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Westerly-Hotels-Sandy-Shore-Motel.h1677542.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/52855a41.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) ### American Beech Hotel Greenport 8.8/10 Excellent (194) "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 $278 CA $374 total includes taxes & fees Oct 29 - Oct 30 [](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) ![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/11000000/10550000/10547800/10547745/06408853.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 Amagansett North 9.8/10 Exceptional (89) "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 $971 CA $1,165 total includes taxes & fees Nov 3 - Nov 4 [](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) ![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) ![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) ### Topping Rose House Bridgehampton 9.2/10 Wonderful (135) "Great rooms, staff and food" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alexandra CA $604 CA $696 total includes taxes & fees Oct 31 - Nov 1 [](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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Airport (EWR) to Montauk (MTP)](https://www.expedia.ca/lp/flights/ewr/mtp/newark-liberty-intl-airport-to-montauk) - [Flights from Farmingdale (FRG) to Montauk (MTP)](https://www.expedia.ca/lp/flights/frg/mtp/farmingdale-to-montauk) - [Flights from Gaithersburg (GAI) to Montauk (MTP)](https://www.expedia.ca/lp/flights/gai/mtp/gaithersburg-to-montauk) - [Flights from New London (GON) to Montauk (MTP)](https://www.expedia.ca/lp/flights/gon/mtp/new-london-to-montauk) - [Flights from Grand Rapids (GRR) to Montauk (MTP)](https://www.expedia.ca/lp/flights/grr/mtp/grand-rapids-to-montauk) - [Flights from Greensboro (GSO) to Montauk (MTP)](https://www.expedia.ca/lp/flights/gso/mtp/greensboro-to-montauk) - [Flights from Hong Kong (HKG) to Montauk (MTP)](https://www.expedia.ca/lp/flights/hkg/mtp/hong-kong-to-montauk) - [Flights from New Haven (HVN) to Montauk (MTP)](https://www.expedia.ca/lp/flights/hvn/mtp/new-haven-to-montauk) - [Flights from Niagara Falls (IAG) to Montauk (MTP)](https://www.expedia.ca/lp/flights/iag/mtp/niagara-falls-to-montauk) - [Flights from New York (JFK) to Montauk (MTP)](https://www.expedia.ca/lp/flights/jfk/mtp/new-york-to-montauk) - [Flights from New York (LGA) to Montauk (MTP)](https://www.expedia.ca/lp/flights/lga/mtp/new-york-to-montauk) - [Flights from Mexico City (MEX) to Montauk (MTP)](https://www.expedia.ca/lp/flights/mex/mtp/mexico-city-to-montauk) - [Flights from Manchester (MHT) to Montauk (MTP)](https://www.expedia.ca/lp/flights/mht/mtp/manchester-to-montauk) - [Flights from Miami (MIA) to Montauk (MTP)](https://www.expedia.ca/lp/flights/mia/mtp/miami-to-montauk) - [Flights from Minneapolis (MSP) to Montauk (MTP)](https://www.expedia.ca/lp/flights/msp/mtp/minneapolis-to-montauk) - [Flights from Newport (NPT) to Montauk (MTP)](https://www.expedia.ca/lp/flights/npt/mtp/newport-to-montauk) - [Flights from New York (NYC) to Montauk (MTP)](https://www.expedia.ca/lp/flights/nyc/mtp/new-york-to-montauk) - [Flights from Chicago (ORD) to Montauk (MTP)](https://www.expedia.ca/lp/flights/ord/mtp/chicago-to-montauk) - [Flights from Louisville (SDF) to Montauk (MTP)](https://www.expedia.ca/lp/flights/sdf/mtp/louisville-to-montauk) - [Flights from San Francisco (SFO) to Montauk (MTP)](https://www.expedia.ca/lp/flights/sfo/mtp/san-francisco-to-montauk) - [Flights from Salt Lake City (SLC) to Montauk (MTP)](https://www.expedia.ca/lp/flights/slc/mtp/salt-lake-city-to-montauk) - [Flights from Orange County (SNA) to Montauk (MTP)](https://www.expedia.ca/lp/flights/sna/mtp/orange-county-to-montauk) - [Flights from Newburgh (SWF) to Montauk (MTP)](https://www.expedia.ca/lp/flights/swf/mtp/newburgh-to-montauk) - [Flights from Syracuse (SYR) to Montauk (MTP)](https://www.expedia.ca/lp/flights/syr/mtp/syracuse-to-montauk) - [Flights from Teterboro (TEB) to Montauk (MTP)](https://www.expedia.ca/lp/flights/teb/mtp/teterboro-to-montauk) - [Flights from Trenton (TTN) to Montauk (MTP)](https://www.expedia.ca/lp/flights/ttn/mtp/trenton-to-montauk) - [Flights from Westerly (WST) to Montauk (MTP)](https://www.expedia.ca/lp/flights/wst/mtp/westerly-to-montauk) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Ditch Plains Beach](https://www.expedia.ca/Ditch-Plains-Beach-Montauk.d6326860.Vacation-Attraction) - [Lake Montauk](https://www.expedia.ca/Lake-Montauk-Montauk.d553248621532665766.Vacation-Attraction) - [Visit Culloden Shores](https://www.expedia.ca/Montauk-Culloden-Shores.dx553248635976472450) - [Shadmoor State Park](https://www.expedia.ca/Shadmoor-State-Park-Montauk.d6327477.Vacation-Attraction) - [South Edison Beach](https://www.expedia.ca/South-Edison-Beach-Montauk.d553248621554184988.Vacation-Attraction) - [Rental cars Montauk airport](https://www.expedia.ca/Car-Rentals-In-Montauk.d6024703.Car-Rental-Guide) - [Hertz Rental Cars in Montauk](https://www.expedia.ca/Hertz-Car-Rentals-In-Montauk.d6024703-c40.Car-Rental-Guide-Suppliers)