Title: Book The Best Hotels in Wainscott Woods, NY for 2025 from CA $182 - Fully Refundable Options - Expedia.ca [Wainscott Woods Travel Guide](https://expedia.ca/Wainscott-Woods.dx553248635976471516)[Vacation Rentals in Wainscott Woods](https://expedia.ca/Wainscott-Woods-Vacation-Rentals.d553248635976471516.Travel-Guide-VacationRentals)[Wainscott Woods Car Rentals](https://expedia.ca/Car-Rentals-In-Wainscott-Woods.d553248635976471516.Car-Rental-Guide)[Wainscott Woods Vacation Packages](https://expedia.ca/Wainscott-Woods.d553248635976471516.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Wainscott Woods, NY from CA $182 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Wainscott Woods Spa [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&amenities=SPA_ON_SITE) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&travelerType=family_friendly) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&amenities=OCEAN_VIEW) Pool [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&amenities=HOT_TUB) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&lodging=APARTMENT) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&lodging=COTTAGE) Condo [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&lodging=CONDO) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Wainscott+Woods%2C+New+York%2C+United+States+of+America®ionId=553248635976471516&latLong=40.951743%2C-72.251062&adults=2&startDate=2025-10-13&d1=2025-10-13&endDate=2025-10-15&d2=2025-10-15&amenities=WATER_PARK) ## Check prices for these dates Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976471516&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 4,118 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![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/a2d322f0.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) ![Double Room](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/d97fb6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wainscott Woods Retreat Wainscott 8.8/10 Excellent (3) "Our stay at Wainscott Woods Retreat was very comfortable. The location is convenient, the newly renovated room was very clean, and the staff were very friendly and helpful. Our only suggestion is that there needs to be some clear signage at the entrance to the property. We arrived in daylight and still had a very hard time finding the place. Overall, a wonderful stay. Thank you!" CA $356 CA $406 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Manor Montauk 9.2/10 Wonderful (1250) "I had the best time and highly recommend this hotel!" CA $180 CA $233 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/5a7a4c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Two Bedroom Suite | Living area](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/60539ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront One Bedroom Suite | Terrace/patio](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/3a4c2dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gurney's Montauk Resort & Seawater Spa Montauk 8.2/10 Very good (668) "Amazing resort, very friendly staff, food and drinks are Amazing! We enjoyed our stay. " CA $542 CA $740 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (Lower Level) | Living area](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/6cdd0286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Fireplace | Living area](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/7f15eb82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio (Upper Level Corner)](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/25e00712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachcomber Resort at Montauk Montauk 9.4/10 Exceptional (595) "Lovely stay and great staff! " CA $242 CA $318 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/7bd2ac6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake view](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/1443e1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/8593ea67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/a0998934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Surf Resort Montauk 8.4/10 Very good (206) "The view from our balcony was beautiful! We watched whales and dolphins swim by. Hotel is close to restaurants and town and very walkable. Would definitely stay again " CA $165 CA $189 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Montauk-Hotels-Ocean-Surf-Resort.h12001193.Hotel-Information) ![Deluxe Double Room, 1 King Bed, City View](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/e3ee1fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/f08791bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room | Private kitchenette](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/b36c7eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Bays Hotel on Main Hampton Bays 7.0/10 Good (61) "Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!" CA $159 CA $182 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View King](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/e47e67f1.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) ### Offshore Montauk Montauk 9.2/10 Wonderful (52) "The accommodations were beautifully modern & clean. The staff was very friendly & hospitable. We loved it! It was perfect for our getaway!" CA $206 CA $395 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/00b9aef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/6da50c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/b1a067ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marram Montauk 8.8/10 Excellent (228) "We loved everything about our stay here: the beds are comfortable, the fire pits with the smores are a nice touch, the beach is very nice, the view as well; and the food is amazing. The staff is very helpful and friendly!" CA $282 CA $450 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Montauk-Hotels-Marram.h15408228.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/806c49e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/55438f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room, Jetted Tub](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/5fc9f561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlantic Hotel Southampton 7.2/10 Good (942) "Very nice staff and great location " CA $212 CA $277 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![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) ![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.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) ### The Harbor Front Inn Greenport 8.8/10 Excellent (521) "Great water front hotel. Perfect location for a stay in greenport. Ask for water view rooms!" CA $265 CA $371 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Indoor pool, 2 outdoor pools](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/c7873724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/5c314659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/f58691c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Yacht Club Montauk 8.6/10 Excellent (1011) "Wonderful hotel and location " CA $271 CA $468 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Cottage, 2 Bedrooms (Waterfront)](https://images.trvl-media.com/lodging/11000000/10450000/10449500/10449468/a32dc606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10450000/10449500/10449468/ebebbd0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 2 Bedrooms (Waterfront) | Private kitchen](https://images.trvl-media.com/lodging/11000000/10450000/10449500/10449468/6bcf8b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/11000000/10450000/10449500/10449468/af004106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Montauk Soundview Culloden Shores 8.6/10 Excellent (315) "Nice stay" CA $210 CA $278 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Montauk-Hotels-The-Montauk-Soundview.h10449468.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/ae918eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/98ce732d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/7454864c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/fc8f49f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Vista Resort Amagansett 9.0/10 Wonderful (194) "Lovely short stay! Right on the beautiful beach. Staff were so welcoming and even quickly sent me something I accidentally left behind in the room. Absolutely plan to be back!" CA $200 CA $229 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Amagansett-Hotels-Ocean-Vista-Resort.h9388116.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/20957ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zey Hotel Greenport 9.2/10 Wonderful (275) "Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay." CA $367 CA $419 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information) ![King Ocean Front | Balcony view](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 10:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/bd8b651c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/7a84d66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium King Ocean Front](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/720dfd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montauk Blue Hotel Montauk 9.2/10 Wonderful (142) "Nice quaint place beach is beautiful " CA $203 CA $233 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/34576327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/74fca349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hampton Maid Hampton Bays 9.0/10 Wonderful (662) "Great place to stay" CA $262 CA $299 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free cabanas](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5ed206f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Penthouse, 2 Queen Beds, Bay View | Living area](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/cd50a48f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/934899a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/11000000/10460000/10453900/10453825/5785cca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayview Resort Hampton Bays 8.8/10 Excellent (444) "Staff was fantastic, room was always clean and the area was perfect! " CA $228 CA $260 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/e78d099b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c7d19019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/a7102e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greenporter Hotel Greenport 9.2/10 Wonderful (249) "Staff was amazing and this hotel is in the perfect location " CA $193 CA $221 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/a37c2d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/6142ad8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/949a0d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton's Vacation Inn Hampton Bays 9.0/10 Wonderful (313) "A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street." CA $176 CA $201 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/a9cf4ec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/296a826d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/fc7cc30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/12000000/11580000/11575400/11575342/2cfe6a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqualina Inn Montauk Montauk 9.6/10 Exceptional (481) "Great location walkable to beach shopping & restaurants." CA $152 CA $196 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Montauk-Hotels-Aqualina-Inn-Montauk.h11575342.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=2025-10-13&endDate=2025-10-14®ionId=553248635976471516&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWainscott-Woods-Hotels.d553248635976471516.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWainscott-Woods-Hotels.d553248635976471516.Travel-Guide-Hotels) ## Learn more about Wainscott Woods Check out Wolffer Estates Vineyard and Georgica Beach—just a couple of the sights around Wainscott Woods. [See all hotels in Wainscott Woods](https://www.expedia.ca/Hotel-Search?startDate=2025-10-13&endDate=2025-10-14&adults=2®ionId=553248635976471516) ![](https://mediaim.expedia.com/destination/2/f54a09d2ea13aa6d589bee6eb9eaff7c.jpg?impolicy=fcrop&w=655&h=655&p=1&q=high) Photo by Miriam Marcus ## More cheap stays in Wainscott Woods ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Atlantic Hotel 1655 County Road 39, Southampton, NY CA $212 CA $277 total Oct 5 - Oct 6 includes taxes & fees 7/10 Good! (941 reviews) [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Greenporter Hotel](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Greenporter Hotel 326 Front St, Greenport, NY CA $193 CA $221 total Oct 6 - Oct 7 includes taxes & fees 9.2/10 Wonderful! (244 reviews) [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Bentley Hotel Southampton 161 Hills Station Rd, Southampton, NY CA $248 CA $283 total Oct 1 - Oct 2 includes taxes & fees 9.4/10 Exceptional! (341 reviews) [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Montauk Blue Hotel](https://images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Montauk Blue Hotel 108 South Emerson Avenue, Montauk, NY CA $203 CA $233 total Oct 26 - Oct 27 includes taxes & fees 9/10 Wonderful! (142 reviews) [](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![The Hampton Maid](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Hampton Maid 259 E Montauk Hwy, Hampton Bays, NY CA $262 CA $299 total Oct 14 - Oct 15 includes taxes & fees 9.4/10 Exceptional! (401 reviews) [](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information) ![Kenny's Tipperary Inn](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Kenny's Tipperary Inn 432 West Lake Drive, Montauk, NY CA $161 CA $192 total Oct 14 - Oct 15 includes taxes & fees 8.4/10 Very Good! (853 reviews) [](https://expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information) ## Hotels in Wainscott Woods with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/e0e0def6_w.jpg) 5 Star Hotels 2 properties [](https://expedia.ca/5Star-Wainscott-Woods-Hotels.s50-0-d553248635976471516.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_w.jpg) 4 Star Hotels 54 properties [](https://expedia.ca/4Star-Wainscott-Woods-Hotels.s40-0-d553248635976471516.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_w.jpg) 3 Star Hotels 233 properties [](https://expedia.ca/3Star-Wainscott-Woods-Hotels.s30-0-d553248635976471516.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_w.jpg) 2 Star Hotels 191 properties [](https://expedia.ca/2Star-Wainscott-Woods-Hotels.s20-0-d553248635976471516.Travel-Guide-Filter-Hotels) ## Recent reviews of Wainscott Woods hotels ![Offshore Montauk](//images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154_y.jpg) ### Offshore Montauk 5/5 Excellent "Super clean cut. Would be nice to have some waters in the room" A verified traveller stayed at Offshore Montauk Posted 1 day ago [](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Wainscott Woods Retreat](//images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/61e9bea3_y.jpg) ### Wainscott Woods Retreat 5/5 Excellent "Our stay at Wainscott Woods Retreat was very comfortable. The location is convenient, the newly renovated room was very clean, and the staff were very friendly and helpful. Our only suggestion is that there needs to be some clear signage at the entrance to the property. We arrived in daylight and still had a very hard time finding the place. Overall, a wonderful stay. Thank you!" A verified traveller stayed at Wainscott Woods Retreat Posted 1 day ago [](https://expedia.ca/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 5/5 Excellent "Totally unobstructed view of a perfect sunrise over a perfect beach, absolutely sublime! " A verified traveller stayed at Montauk Blue Hotel Posted 4 days ago [](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![Ocean Surf Resort](//images.trvl-media.com/lodging/13000000/12010000/12001200/12001193/7bd2ac6b_y.jpg) ### Ocean Surf Resort 5/5 Excellent "The view from our balcony was beautiful! We watched whales and dolphins swim by. Hotel is close to restaurants and town and very walkable. Would definitely stay again " A verified traveller stayed at Ocean Surf Resort Posted 4 days ago [](https://expedia.ca/Montauk-Hotels-Ocean-Surf-Resort.h12001193.Hotel-Information) ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 5/5 Excellent "Huge second floor suite. Full size fridge freezer and microwave. Excellent shower. Super comfortable beds. All spotlessly clean. Added bonus of an outdoor pool. Would not hesitate to stay in this hotel again. " A verified traveller stayed at The Bentley Hotel Southampton Posted 4 days ago [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Sag Harbor Inn](//images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg) ### Sag Harbor Inn 5/5 Excellent "Love this place and we’ll be back!" A verified traveller stayed at Sag Harbor Inn Posted 5 days ago [](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg) ### Sea Crest Resort 5/5 Excellent "Good property, centrally located near both Montauk and East Hampton." A verified traveller from Clarkdale stayed at Sea Crest Resort Posted 6 days ago [](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) ![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg) ### Greenporter Hotel 5/5 Excellent "great" A verified traveller stayed at Greenporter Hotel Posted 6 days ago [](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information) ![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg) ### The Harbor Front Inn 5/5 Excellent "We brought our bikes and the staff was very accommodating and helped us store them each night. We had a great time and will be back!" A verified traveller stayed at The Harbor Front Inn Posted 8 days ago [](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ## Frequently asked questions ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Wainscott Woods hotel for you. ### How can I save on a Wainscott Woods hotel booking with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Wainscott Woods hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### How much is the nightly rate at a Wainscott Woods hotel? > Prices for hotels in Wainscott Woods often vary, but you can find a great deal from CA $182 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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[Georgica Beach](https://www.expedia.ca/Georgica-Beach-East-Hampton.d553248621554185025.Vacation-Attraction) - [Longhouse Reserve](https://www.expedia.ca/LongHouse-Reserve-East-Hampton.d6326942.Vacation-Attraction) - [Visit Sag Harbor](https://www.expedia.ca/Sag-Harbor.dx154327) - [Visit Village of East Hampton](https://www.expedia.ca/Village-Of-East-Hampton.dx553248634998945224) - [Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction) - [Car rental Bridgehampton](https://www.expedia.ca/Car-Rentals-In-Bridgehampton.d6130684.Car-Rental-Guide) - [Rental cars East Hampton airport](https://www.expedia.ca/Car-Rentals-In-East-Hampton.d6069886.Car-Rental-Guide) - [Enterprise Rental Cars in East Hampton](https://www.expedia.ca/Enterprise-Car-Rentals-In-East-Hampton.d6069886-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in East Hampton](https://www.expedia.ca/Hertz-Car-Rentals-In-East-Hampton.d6069886-c40.Car-Rental-Guide-Suppliers) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)