Title: Top 10 Hotels in Dering Harbor, NY from $75 - Competitive Prices | Expedia.com [Vacation Rentals in Dering Harbor](https://expedia.com/Dering-Harbor-Vacation-Rentals.d553248634998885605.Travel-Guide-VacationRentals)[Car Rentals in Dering Harbor](https://expedia.com/Car-Rentals-In-Dering-Harbor.d553248634998885605.Car-Rental-Guide)[Dering Harbor Vacation Packages](https://expedia.com/Dering-Harbor.d553248634998885605.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 Dering Harbor Family friendly [](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-14&d2=2026-04-14&travelerType=family_friendly) Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-14&d2=2026-04-14&amenities=PETS) Pool [](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-14&d2=2026-04-14&amenities=POOL) Spa [](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-14&d2=2026-04-14&amenities=SPA_ON_SITE) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-14&d2=2026-04-14&amenities=HOT_TUB) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-14&d2=2026-04-14&lodging=APARTMENT) Cottage [](https://www.expedia.com/Hotel-Search?destination=Dering+Harbor%2C+New+York%2C+United+States+of+America®ionId=553248634998885605&latLong=41.092876%2C-72.346748&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-14&d2=2026-04-14&lodging=COTTAGE) ## Check prices for these dates Tonight [Mar 29 - Mar 30](https://www.expedia.com/Hotel-Search?regionId=553248634998885605&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 30 - Mar 31](https://www.expedia.com/Hotel-Search?regionId=553248634998885605&startDate=2026-03-30&endDate=2026-03-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248634998885605&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=553248634998885605&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Dering Harbor hotels ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f9bec315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f2520f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cribs/infant beds, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/d1788901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7836a152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinton Motel [](https://www.expedia.com/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) Clinton 8.6/10 Excellent (305 reviews) "I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william $76 nightly $87 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Clinton-Motel.h11951206.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/2d17124a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/e3411bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Double Beds, Non Smoking, Kitchenette | Premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/a4c86ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio, Private Bathroom (King Size Bed) | Premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/65285c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Niantic Inn [](https://www.expedia.com/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information) Niantic 9.2/10 Wonderful (151 reviews) "Clean rooms friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal $128 nightly $147 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information) ![Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/f0c0c2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/e632266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property map](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/b50e5baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/724b2312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### North Fork Cottages & RV Resort [](https://www.expedia.com/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information) Greenport 8.6/10 Excellent (11 reviews) "great place to stay, clean and quiet....loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlin $183 nightly $209 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/147e40ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/1bb00541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/cfee764e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/f90ba663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shorewood Inn [](https://www.expedia.com/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information) Riverhead 8.6/10 Excellent (729 reviews) "We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas $92 nightly $105 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Riverhead-Hotels-Shorewood-Inn.h15241380.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/862ef02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/8ffa2c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/604acd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Old Saybrook - Westbrook [](https://www.expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) Old Saybrook 7.8/10 Good (1,000 reviews) "nice area and quiet...eat and drink in the same place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael $101 nightly $116 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/565c8d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/2ac0e6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/802040b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathrobes, slippers, towels](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/383870b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harpoon House [](https://www.expedia.com/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) Southampton 8.4/10 Very Good (149 reviews) "Room was clean. Bathroom was refinished. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert $170 nightly $194 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/85851742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8ac37006.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) ![Double Room | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/302ae081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hamlet Inn [](https://www.expedia.com/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) Southampton 8.6/10 Excellent (465 reviews) "Great place. Beautiful property. Friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amie $137 nightly $154 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/2bfbb5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/885537fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/w3438h2272x6y0-ee61100c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Living area | TV](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/0fc29bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Long Island Hotel [](https://www.expedia.com/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) Southampton 8.6/10 Excellent (208 reviews) "Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martine $131 nightly $149 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/70f0f9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/82b0f430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 1 King Bed, Bathtub, Ocean View | 18 bedrooms, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/02959975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 King Bed, Bathtub, Bay View (Beach Front suite 2) | 18 bedrooms, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/f0863357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua by American Beech - Adults Only [](https://www.expedia.com/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.Hotel-Information) Riverhead 9.4/10 Exceptional (320 reviews) "Clean rooms and amazing beach view " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tshering $173 nightly $198 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a48f4b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pier Blue Inn Old Saybrook - Essex [](https://www.expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) Saybrook Manor 8.0/10 Very Good (1,005 reviews) "Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph $79 nightly $91 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Breakfast, lunch, brunch served; local cuisine ](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/27675de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/6bba5430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/51a7b673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southampton Inn [](https://www.expedia.com/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) Southampton 8.6/10 Excellent (557 reviews) "Beautiful small hotel with lots of parking , beautiful area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $164 nightly $188 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/7f5c2322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/90ac61e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace King | Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Shoals Suites and Slips [](https://www.expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) Southold 9.4/10 Exceptional (250 reviews) "Great stay, will definitely go again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ANTONIO J $177 nightly $199 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/ae8f0ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/77fe5437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/c4264a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/07ec8098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House on Chase Creek [](https://www.expedia.com/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information) The Heights 9.4/10 Exceptional (81 reviews) "It’s a friendly and clean environment. The host is gracious and helpful and his dog is delightful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phyllis $123 nightly $140 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/5439c990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/4139664c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/aeb3a957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/2000000/1510000/1506700/1506634/1095c0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Harbor Hill Marina [](https://www.expedia.com/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information) Niantic 9.4/10 Exceptional (1,003 reviews) "Always a nice stay. Clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shelby $179 nightly $206 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Niantic-Hotels-Inn-At-Harbor-Hill-Marina.h1506634.Hotel-Information) ![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 2BD Queen and 2 Twins | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/2b9ce1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/9b931aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windward Shores Ocean Resort [](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) Napeague 8.8/10 Excellent (310 reviews) "Amazing stay! Place was perfect and staff was so friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather $172 nightly $197 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information) ![Condo | Terrace/patio](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/f965a09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/0090e01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | 2 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/a48d2d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cliffside Resort Condominiums [](https://www.expedia.com/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) Greenport 9.0/10 Wonderful (249 reviews) "Great stay - beautiful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca $182 nightly $208 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information) ![IPod dock, MP3 dock](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/497076d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/f543141b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Private Bathroom | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/bf9d977d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/f58e6c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Captain Stannard [](https://www.expedia.com/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.Hotel-Information) Westbrook Center 9.6/10 Exceptional (263 reviews) "Very clean, easy check-in, lovely owners." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) GAIL $198 nightly $220 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/8ac8989f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Accessible, Non Smoking | Individually decorated, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/773be73b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/ad4e87dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/d45d7974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Liberty Inn [](https://www.expedia.com/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information) Old Saybrook 7.6/10 Good (642 reviews) "Great little place to stay with friendly staff and clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolan $87 nightly $100 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2.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/d295eb3e.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/c5b3ea42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bentley Hotel Southampton [](https://www.expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) Southampton 9.6/10 Exceptional (454 reviews) "Excellent place very relaxing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mireya $135 nightly $155 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Lower One Bedroom Oceanfron (SR) | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/830dd7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lower One Bedroom Oceanfron (SR) | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/96dbfadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Oceanfront Ocean View Rapallo | Private kitchen | Full-size fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/0c1795de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lower 1 bedroom Ocean View ST | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/1dc36032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Crest Resort [](https://www.expedia.com/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information) Amagansett 9.2/10 Wonderful (508 reviews) "Beach front and friendly, helpful staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha $161 nightly $184 total Apr 23 - Apr 24 Total with taxes and fees [](https://www.expedia.com/Amagansett-Hotels-Sea-Crest-Resort.h5232838.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.com/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13®ionId=553248634998885605&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDering-Harbor-Hotels.d553248634998885605.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDering-Harbor-Hotels.d553248634998885605.Travel-Guide-Hotels) ## Top Dering Harbor Hotel Reviews ![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0_y.jpg) ### Sag Harbor Inn 10/10 Excellent "Clean rooms, very warming atmosphere " [](https://expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information) ![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e_y.jpg) ### The Sagaponack 10/10 Excellent "Wonderful! What a beautiful property, room and the location is perfection!" [](https://expedia.com/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "We loved our stay!" [](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![The Niantic Inn](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/2d17124a_y.jpg) ### The Niantic Inn 10/10 Excellent "Perfect hotel: nice huge bedroom, clean, microwave, fridge, nice location and great staff." [](https://expedia.com/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Enjoyable stay. " [](https://expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "It was clean, easy to find, safe and convenient to park, and a pleasant stay for an overnight in the area for a family event. We’d absolutely return. " [](https://expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9_y.jpg) ### The Harbor Front Inn 10/10 Excellent "Perfect " [](https://expedia.com/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information) ![Madison Beach Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076_y.jpg) ### Madison Beach Hotel 10/10 Excellent "We toured the Spa but did not have an opportunity to take advantage of the services during our overnight stay. The staff was very helpful and the spa calm and inviting." [](https://expedia.com/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg) ### Quality Inn Old Saybrook - Westbrook 8/10 Good "The room was clean and good. However, the sound insulation is really bad, I could hear people talking in the other room all night. " [](https://expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ## More cheap stays in Dering Harbor ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd Old Saybrook CT $79 nightly $91 total Apr 6 - Apr 7 Total with taxes and fees 8/10 Very Good! (1,005 reviews) [](https://expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Old Saybrook - Westbrook 100 Essex Rd Old Saybrook CT $101 nightly $116 total Apr 5 - Apr 6 Total with taxes and fees 7.8/10 Good! (1,000 reviews) [](https://expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information) ![The Niantic Inn](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/2d17124a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Niantic Inn 345 Main Street Niantic CT $128 nightly $147 total Apr 6 - Apr 7 Total with taxes and fees 9.2/10 Wonderful! (151 reviews) [](https://expedia.com/Niantic-Hotels-The-Niantic-Inn.h15001889.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Bentley Hotel Southampton 161 Hills Station Rd Southampton NY $135 nightly $155 total Apr 5 - Apr 6 Total with taxes and fees 9.6/10 Exceptional! (454 reviews) [](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/ad346ab6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Atlantic Hotel 1655 County Road 39 Southampton NY $151 nightly $172 total Apr 3 - Apr 4 Total with taxes and fees 7.2/10 Good! (985 reviews) [](https://expedia.com/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ![Aqua by American Beech - Adults Only](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/70f0f9b2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Aqua by American Beech - Adults Only 15 Bay Ave Riverhead NY $173 nightly $198 total Mar 30 - Mar 31 Total with taxes and fees 9.4/10 Exceptional! (320 reviews) [](https://expedia.com/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.Hotel-Information) ## Hotels in Dering Harbor with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 47 properties [](https://expedia.com/4Star-Dering-Harbor-Hotels.s40-0-d553248634998885605.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 223 properties [](https://expedia.com/3Star-Dering-Harbor-Hotels.s30-0-d553248634998885605.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 81 properties [](https://expedia.com/2Star-Dering-Harbor-Hotels.s20-0-d553248634998885605.Travel-Guide-Filter-Hotels) ## Frequently asked questions ### What is the best area to stay in Dering Harbor? > This area centers around the Dering Harbor Yacht Club and the adjacent marina, providing scenic views of the water and easy access to boating activities. The village is small and residential, characterized by well-maintained homes and a quiet atmosphere, making it ideal for those seeking relaxation. > > > Couples looking for a tranquil escape will find Dering Harbor appealing. The serene environment, coupled with opportunities for leisurely strolls along the harbor and enjoying waterfront dining, creates a relaxing setting. ### When is the best time to go to Dering Harbor? > During this period, you can expect warm temperatures and plenty of sunshine, superb for enjoying the harbor and nearby beaches. Most of the local shops, restaurants, and recreational facilities are open and bustling. This season is particularly appealing to families and couples looking for a classic summer getaway with opportunities for boating, swimming, and dining al fresco. > > > The shoulder seasons of late spring (May) and early autumn (September to early October) also offer pleasant weather and a more relaxed atmosphere with fewer crowds. While some establishments might have reduced hours, you'll still find plenty to do, and the scenery is particularly beautiful with spring blooms or fall foliage. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Dering Harbor hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Dering Harbor hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Greenport Hotels ](https://www.expedia.com/Greenport-Hotels.d110728.Travel-Guide-Hotels) - [Shelter Island Heights Hotels ](https://www.expedia.com/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels) - [Hotels near Greenport Station ](https://www.expedia.com/Greenport-Station-Hotels.d6186190.Travel-Guide-Hotels) - [Hotels near East End Seaport Maritime Museum ](https://www.expedia.com/East-End-Seaport-Maritime-Museum-Hotels.0-l6326863-0.Travel-Guide-Filter-Hotels) - [Hotels near Greenport Carousel ](https://www.expedia.com/Greenport-Carousel-Hotels.0-l553248635961252285-0.Travel-Guide-Filter-Hotels) - [Hotels near Hay Beach ](https://www.expedia.com/Hay-Beach-Shelter-Island-Hotels.0-n553248635976470037-0.Travel-Guide-Filter-Hotels) - [Hotels near Gardiner's Bay Country Club ](https://www.expedia.com/Gardiners-Bay-Country-Club-Hotels.0-l6282173-0.Travel-Guide-Filter-Hotels) - [Hotels near Camera Obscura ](https://www.expedia.com/Camera-Obscura-Hotels.0-l6326819-0.Travel-Guide-Filter-Hotels) - [Hotels near The Heights ](https://www.expedia.com/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels near Norman E. 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