Title: Book the Best HISTORIC Hotels in Montauk in 2026 | 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) ![](https://images.trvl-media.com/place/10637/30775be2-2864-405a-9f87-4d8ee272cd84.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Historic Hotels Tonight [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2026-03-22&endDate=2026-03-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2026-03-23&endDate=2026-03-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=10637&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Montauk historic hotels ![Exterior](https://images.trvl-media.com/lodging/6000000/5780000/5776800/5776760/30274fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### The Taber Inne & Suites [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.Hotel-Information) Mystic 9.6/10 Exceptional (1,000 reviews) "The room was very clean, warm, and cozy. The staff was friendly and knowledgeable and the morning breakfast service was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.ca/Mystic-Hotels-The-Taber-Inne-Suites.h5776760.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/34000000/33950000/33943700/33943623/2d644638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33950000/33943700/33943623/f5e95ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33943700/33943623/03df99f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33950000/33943700/33943623/d317392a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village [](https://www.expedia.ca/Stonington-Hotels-Comfortable-Living-In-Casual-100-Yr-Old-Home.h33943623.Hotel-Information) Stonington 9.8/10 Exceptional (172 reviews) "Very welcoming, clean, comfortable and responsive. It was perfectly what we needed for a little get away. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sylvia R. CA $130 CA $343 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Stonington-Hotels-Comfortable-Living-In-Casual-100-Yr-Old-Home.h33943623.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943261/96479bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943261/e29e62b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943261/c3623721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943261/ff5a9b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - Deluxe King Suite 12 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Deluxe-King-Suite-12.h71943261.Hotel-Information) Greenport CA $273 CA $419 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Deluxe-King-Suite-12.h71943261.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912025/aa56f346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912025/738d2121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books, stereo](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912025/9f6585aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books, stereo](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912025/d8508030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Historic House in Downtown Mystic [](https://www.expedia.ca/Mystic-Hotels-Charming-Historic-House-In-Downtown-Mystic.h33912025.Hotel-Information) Mystic 10/10 Exceptional (168 reviews) "Super cute house! Perfect for a stay to view the area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rocky & Jessica V. CA $247 CA $495 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Mystic-Hotels-Charming-Historic-House-In-Downtown-Mystic.h33912025.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/26000000/25820000/25818000/25817902/w1199h799x1y1-59c198a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25820000/25818000/25817902/849be6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/26000000/25820000/25818000/25817902/w1199h799x1y1-eee85c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/26000000/25820000/25818000/25817902/413d0260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unique Retreat w/ Private Patio, 4 King Beds & BBQ [](https://www.expedia.ca/Mystic-Hotels-Large.h25817902.Hotel-Information) Groton 10/10 Exceptional (129 reviews) "Hope was the most accommodating and welcoming host I’ve ever encountered!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne L. [](https://www.expedia.ca/Mystic-Hotels-Large.h25817902.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34280000/34275400/34275364/f691f570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/35000000/34280000/34275400/34275364/w2095h1390x0y0-76e96f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34280000/34275400/34275364/23e805b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34280000/34275400/34275364/w2092h1389x0y0-e8cf3835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1845 Home in the Heart of Mystic – Walk to Everything! [](https://www.expedia.ca/Mystic-New-London-Hotels-Unbeatable-Downtown-Mystic-Location-Funky-Decor.h34275364.Hotel-Information) Mystic 9.8/10 Exceptional (163 reviews) "Beautiful charming house , walking distance to Mystic shops and eateries. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth M. CA $195 CA $425 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Mystic-New-London-Hotels-Unbeatable-Downtown-Mystic-Location-Funky-Decor.h34275364.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943257/61ac3b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943257/3f679fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943257/65c227bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943257/bcabd706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport - Deluxe King Suite 11 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Two-Bedroom-Apartment-10.h71943257.Hotel-Information) Greenport CA $273 CA $419 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Two-Bedroom-Apartment-10.h71943257.Hotel-Information) ![Ocean Sonnet (No Pets) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9630000/9621100/9621095/2f150858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tea House (Pet Friendly)](https://images.trvl-media.com/lodging/10000000/9630000/9621100/9621095/5ce22496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Doll House (Pet Friendly)](https://images.trvl-media.com/lodging/10000000/9630000/9621100/9621095/d4f9bea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Victoria (No Pets) | Bathroom](https://images.trvl-media.com/lodging/10000000/9630000/9621100/9621095/442408f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Dory Inn [](https://www.expedia.ca/Block-Island-Hotels-The-Blue-Dory-Inn.h9621095.Hotel-Information) Block Island 9.6/10 Exceptional (123 reviews) "Excellent place" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Ana Maria CA $212 CA $241 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Block-Island-Hotels-The-Blue-Dory-Inn.h9621095.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/f03e38bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/81d5d1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/6c2db181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/2c441a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech in Greenport NY - King Suite 1 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-NY-King-Suite-1.h71943221.Hotel-Information) Greenport 10/10 Exceptional (5 reviews) "Perfect Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean J. CA $246 CA $383 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-NY-King-Suite-1.h71943221.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943263/63a26399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943263/dfe21282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943263/b6f6f364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943263/6988f7cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### American Beech - Deluxe King Suite 14 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Deluxe-King-Suite-14.h71943263.Hotel-Information) Greenport 10/10 Exceptional (2 reviews) "Right in the heart of Greenport Villiage " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne B. CA $314 CA $472 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Greenport-Hotels-American-Beech-Deluxe-King-Suite-14.h71943263.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=2026-04-05&endDate=2026-04-06®ionId=10637&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Montauk Hotel Reviews ![Kenny's Tipperary Inn](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg) ### Kenny's Tipperary Inn 6/10 Okay "The room was big, and private. Didnt even have to speak with someone to check in or out so that was nice. But I wasn't sure if the sheets werereally changed cause i saw some hairs so that made me uncomfortable. The bathtub was an out of service jacuzzi, which you cant use. Not that i wanted to. But the draw back was i literally had to put my whole body on the counter to get in and out of the shower. A stepping stole wouldve been great. Im 5"2 so it was basically a mountain/hazard getting in and out. My bf is 5"10-6" and he also struggled. I didnt expect a full mini fridge but at least a bottle of water would have been nice. There are vending machines with soda and some chips etc. But no water. It there was water and a stepping stole in the bathroom I'd say its a 4/5." [](https://expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ![Aqualina Inn Montauk](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/7bffd2bb_y.jpg) ### Aqualina Inn Montauk 10/10 Excellent "Rooms very clean, great location" [](https://expedia.ca/Montauk-Hotels-Aqualina-Inn-Montauk.h11575342.Hotel-Information) ![Beach Plum Resort](https://images.trvl-media.com/lodging/11000000/10450000/10449600/10449505/859942ac_y.jpg) ### Beach Plum Resort 10/10 Excellent "Can’t wait to book again " [](https://expedia.ca/Montauk-Hotels-Beach-Plum-Resort.h10449505.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Montauk? ### How many historically relevant hotels are located in Montauk? ### What are the most important historical sites and other places in Montauk? ### What is a historic hotel like in Montauk? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Montauk have modern facilities? ## Explore a world of travel with Expedia - 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