Title: Best Southold, NY Residences from $90 | Expedia.com

[Southold Travel Guide](https://expedia.com/Southold.dx183719)[Hotels in Southold](https://expedia.com/Southold-Hotels.d183719.Travel-Guide-Hotels)[Vacation Rentals in Southold](https://expedia.com/Southold-Vacation-Rentals.d183719.Travel-Guide-VacationRentals)[Flights to Southold](https://expedia.com/Cheap-Flights-To-Southold.d183719.Travel-Guide-Flights)[Things to do in Southold](https://expedia.com/Things-To-Do-In-Southold.d183719.Travel-Guide-Activities)[Car Rentals in Southold](https://expedia.com/Car-Rentals-In-Southold.d183719.Car-Rental-Guide)[Southold Vacation Packages](https://expedia.com/Southold.d183719.Destination-Travel-Guides)

![Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod. ](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Benny Goh 

![](https://images.trvl-media.com/place/183719/81468873-e891-4a92-aa0d-1938572ea198.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=183719&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=183719&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=183719&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=183719&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Southold

![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King | Living area | Flat-screen TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/582203a3.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)

![Restaurant](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/7f5c2322.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

(242 reviews)

"Great stay, will definitely go again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ANTONIO J

$161 nightly

$185 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/242d28e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/bb62973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/e94ab56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/59bbc572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine & Sand

[](https://www.expedia.com/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information)

Southold

9.6/10

Exceptional

(15 reviews)

"Wonderful stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judy

$324 nightly

$371 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/126000000/125660000/125653100/125653099/d5a5efe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125660000/125653100/125653099/w1024h1363x0y0-e9aa18dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125660000/125653100/125653099/392f646b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/126000000/125660000/125653100/125653099/753b3cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons

[](https://www.expedia.com/Southold-Hotels-CozyChic-Beach-Cottage-Wineries.h125653099.Hotel-Information)

Southold

$391 nightly

$447 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-CozyChic-Beach-Cottage-Wineries.h125653099.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/6043715a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/w910h683x58y0-b0ea2d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/w1024h680x0y0-e5b26f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/97000000/96090000/96087300/96087261/359c88e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

[](https://www.expedia.com/Southold-Hotels-Room-4-Queen-Bed-And-Adjacent-Bathroom-With-Rain-Shower.h96087261.Hotel-Information)

Southold

$359 nightly

$410 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-Room-4-Queen-Bed-And-Adjacent-Bathroom-With-Rain-Shower.h96087261.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/f5c4e2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/91c98b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/200d725d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/97000000/96050000/96043300/96043294/w1024h680x0y0-30a975e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

[](https://www.expedia.com/Southold-Hotels-Room-3-Queen-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96043294.Hotel-Information)

Southold

10/10

Exceptional

(1 review)

"Great experience. Wonderful hosts. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mark L.

$359 nightly

$410 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-Room-3-Queen-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96043294.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w1022h681x0y0-bb3c91cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/dcc27260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w1024h680x0y0-07461725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w450h683x287y0-3203696c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

[](https://www.expedia.com/Southold-Hotels-Room-1-King-Bed-And-Ensuite-Bathroom-With-Soaking-Tub.h96086691.Hotel-Information)

Southold

10/10

Exceptional

(1 review)

"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica P.

$395 nightly

$452 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-Room-1-King-Bed-And-Ensuite-Bathroom-With-Soaking-Tub.h96086691.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/1fbd9077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/2feccad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/e4b38241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96090000/96087100/96087076/b9950f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

[](https://www.expedia.com/Southold-Hotels-Room-2-King-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96087076.Hotel-Information)

Southold

$395 nightly

$452 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-Room-2-King-Bed-And-Ensuite-Bathroom-With-Rain-Shower.h96087076.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/735ceae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/174f7a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spark by Hilton Guilford

[](https://www.expedia.com/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information)

Guilford

9.0/10

Wonderful

(94 reviews)

"The front desk staff were excellent, clean and comfortable stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JUstine

$102 nightly

$117 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.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)

![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)

### 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

(1,001 reviews)

"Room was clean and warm and the staff was very friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pattie

$79 nightly

$91 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information)

![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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.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

(302 reviews)

"The room was comfortable and clean. A good value for the money."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

$78 nightly

$90 total

Feb 23 - Feb 24

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)

![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)

![Exterior](https://images.trvl-media.com/lodging/16000000/15010000/15001900/15001889/e3411bfe.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

(140 reviews)

"Quiet and warm and clean. Nice touch from Housekeeping too! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica

$127 nightly

$146 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Niantic-Hotels-The-Niantic-Inn.h15001889.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)

![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)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/862ef02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/be26a516.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

(1,008 reviews)

"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathleen

$101 nightly

$116 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.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)

![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)

![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)

![West Studio Queen and Full | Living area | TV](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/fcfe3def.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

(305 reviews)

"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerry

$156 nightly

$178 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/7368827e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/cab0b22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/98bad297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1400000/1400000/1399998/42c9a535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tower Inn And Suites Of Guilford - Madison

[](https://www.expedia.com/New-Haven-Hotels-Tower-Inn-And-Suites-Of-Guilford-Madison.h1399998.Hotel-Information)

Guilford

7.4/10

Good

(238 reviews)

"I really enjoy staying here. The family who runs this motel are so nice. I used to live in Guilford and moved out of state. I return to Conn frequently and always stay here. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan B

$89 nightly

$103 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/New-Haven-Hotels-Tower-Inn-And-Suites-Of-Guilford-Madison.h1399998.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)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.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

(453 reviews)

"Great weekend stay! staff was super kind and property was beautiful! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chyanne

$110 nightly

$124 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/d1477c08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/a5732811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/49ec459f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355576/88e93fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Cottage, private beach and pass

[](https://www.expedia.com/Niantic-Hotels-Quaint-Beach-Cottage.h105355576.Hotel-Information)

East Lyme

10/10

Exceptional

(9 reviews)

"It was PERFECT way to spend USCGA Parent’s Weekend!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kerri G.

$353 nightly

$399 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Niantic-Hotels-Quaint-Beach-Cottage.h105355576.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987631/b6fd2c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987631/33cb5945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987631/c13777f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71990000/71987700/71987631/bceb4bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua by American Beech - Superior King

[](https://www.expedia.com/Riverhead-Hotels-Aqua-By-American-Beech-Superior-King.h71987631.Hotel-Information)

Aquebogue

10/10

Exceptional

(5 reviews)

"Had the best stay! Will be back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$175 nightly

$200 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Riverhead-Hotels-Aqua-By-American-Beech-Superior-King.h71987631.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/2ca462c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/77ded06a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/7d66373d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/30204b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Stern at Soundview · Beach+Ocean+Sunrise

[](https://www.expedia.com/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information)

Old Lyme

10/10

Exceptional

(3 reviews)

"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lylian

$189 nightly

$212 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.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)

![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)

![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)

### Southampton Long Island Hotel

[](https://www.expedia.com/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information)

Southampton

8.6/10

Excellent

(207 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

$110 nightly

$125 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/a654b98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1-bedroom cottage with Grove Beach 🏖️ access.

[](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information)

Clinton

9.6/10

Exceptional

(37 reviews)

"Many local restaurants near by. Christy's for breakfast was very good. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Benjamin H.

$159 nightly

$180 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.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=2026-03-06&endDate=2026-03-07&regionId=183719&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Private vacation homes

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Cottages

[](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America&regionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America&regionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America&regionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America&regionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=APART_HOTEL)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America&regionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=VILLA)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Southold%2C+New+York%2C+United+States+of+America&regionId=183719&latLong=41.064823%2C-72.426193&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=HOUSE_BOAT)

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## Top Southold Hotel Reviews

![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg)

### Saybrook Point Resort & Marina

10/10 Excellent

"Staff were so welcoming, knowledgeable and helpful! Room was gorgeous with a perfect view of the marina and the light house; the fireplace and cozy chairs with blankets were great - best to enjoy with a cup of delicious coffee and cake - which we did! We had the best salmon and pork chop of our lives!!! king size bed was comfortable and the bathroom was bright, well-appointed and spacious! Definitely order the breakfast in your room - you will NOT be disappointed! the Saybrook location is central - and allowed us to go thrifting, antiquing and catch the great Jimmy Greene at the Side Door - just 3 miles away from the resort! We are coming back soon!"

[](https://expedia.com/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg)

### The Shoals Suites and Slips

10/10 Excellent

"This place was one of the cleanest I’ve ever been in. My husband and I spent the night here and can’t wait to come back the beds were so comfortable and it felt like we had our very own apartment to ourselves. Highly recommend without a doubt and very close to greenport town which we love to travel too! "

[](https://expedia.com/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![Hilton Garden Inn Riverhead](https://images.trvl-media.com/lodging/2000000/1970000/1962600/1962521/82ff92d7_y.jpg)

### Hilton Garden Inn Riverhead

10/10 Excellent

"Great hotel"

[](https://expedia.com/Riverhead-Hotels-Hilton-Garden-Inn-Riverhead.h1962521.Hotel-Information)

![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg)

### Sag Harbor Inn

10/10 Excellent

"Yes was clean and really wonderful. Comfortable bed too "

[](https://expedia.com/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

![Residence Inn by Marriott New York Long Island East End](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70_y.jpg)

### Residence Inn by Marriott New York Long Island East End

10/10 Excellent

"La habitación estuvo perfecta, el personal muy amable y no tuvimos ni un solo mal servicio"

[](https://expedia.com/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information)

![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg)

### Spark by Hilton Guilford

10/10 Excellent

"Rooms are always very clean and peaceful. I think they have wonderful beds.And the pillows are great by comparison to other hotels. The staff is pleasant and helpful."

[](https://expedia.com/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information)

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"Clean room nice staff"

[](https://expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg)

### Hyatt Place Long Island East End

10/10 Excellent

"Great hotel for a quick trip "

[](https://expedia.com/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information)

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Great place to stay"

[](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

## Find out more about Southold

## Southold Residences information

| Number of reviews | 4,017        |
| ----------------- | ------------ |
| Accommodation     | 1 Residences |
| Lowest Price      | $90          |
| Highest Price     | $452         |

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- [Hotels with Free Parking in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Hotels-With-Free-Parking.0-0-d183716-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Luxury-Hotel.0-0-d183716-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Bars in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Bar-Hotel.0-0-d183716-tBarHotel.Travel-Guide-Filter-Hotels)
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- [Beach Hotels in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Beach-Hotel.0-0-d183716-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Winery Hotels in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Winery-Hotel.0-0-d183716-tWineryHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Tennis Courts in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Hotels-With-Tennis-Courts.0-0-d183716-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Oceanfront-Hotels.0-0-d183716-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Hotels-With-Balconies.0-0-d183716-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Non-Smoking Hotels in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Smoke-Free-Hotels.0-0-d183716-tSmokeFreeHotels.Travel-Guide-Filter-Hotels)
- [Golf Hotels in Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights-Hotels-Golf-Hotel.0-0-d183716-tGolfHotel.Travel-Guide-Filter-Hotels)
- [Cottages in Greenport ](https://www.expedia.com/Greenport-Cottages.d110728-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Greenport ](https://www.expedia.com/Greenport-Condos.d110728-aaCondos.Travel-Guide-Accommodation)
- [Motels in Greenport ](https://www.expedia.com/Greenport-Motels.d110728-aaMotels.Travel-Guide-Accommodation)
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- [Farmstay in Greenport ](https://www.expedia.com/Greenport-Agritourism.d110728-aaAgritourism.Travel-Guide-Accommodation)

- [Flights from Town of Southold Town ](https://www.expedia.com/lp/flights/553248635976002319/flights-from-town-of-southold-town)
- [Flights to Peconic ](https://www.expedia.com/Cheap-Flights-To-Peconic.d144477.Travel-Guide-Flights)
- [Flights from Peconic ](https://www.expedia.com/lp/flights/144477/flights-from-peconic)
- [Flights to Shelter Island Heights ](https://www.expedia.com/Cheap-Flights-To-Shelter-Island-Heights.d183716.Travel-Guide-Flights)
- [Flights from Shelter Island Heights ](https://www.expedia.com/lp/flights/183716/flights-from-shelter-island-heights)

- [Sparkling Pointe ](https://www.expedia.com/Sparkling-Pointe-Southold.d6327589.Vacation-Attraction)
- [The Old Field Vineyards ](https://www.expedia.com/The-Old-Field-Vineyards-Southold.d6327777.Vacation-Attraction)
- [Mattebella Vineyards ](https://www.expedia.com/Mattebella-Vineyards-Southold.d6326068.Vacation-Attraction)
- [Corey Creek Winery ](https://www.expedia.com/Corey-Creek-Winery-Southold.d6326844.Vacation-Attraction)
- [Horton Point Park ](https://www.expedia.com/Horton-Point-Park-Southold.d6064489.Vacation-Attraction)
- [Sannino's Bella Vita Vineyard ](https://www.expedia.com/Sanninos-Bella-Vita-Vineyard-Southold.d6327435.Vacation-Attraction)
- [Visit Peconic ](https://www.expedia.com/Peconic.dx144477)
- [Peconic Vacations ](https://www.expedia.com/Peconic.d144477.Destination-Travel-Guides)
- [Goldsmith's Inlet Park ](https://www.expedia.com/Goldsmiths-Inlet-Park-Peconic.d6326890.Vacation-Attraction)
- [Raphael Winery ](https://www.expedia.com/Raphael-Winery-Peconic.d6327146.Vacation-Attraction)
- [Crescent Beach ](https://www.expedia.com/Crescent-Beach-Shelter-Island-Heights.d553248621554204758.Vacation-Attraction)
- [Lenz Winery ](https://www.expedia.com/Lenz-Winery-Peconic.d6326930.Vacation-Attraction)
- [Pindar Vineyards ](https://www.expedia.com/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction)
- [Sunset Beach ](https://www.expedia.com/Sunset-Beach-Shelter-Island-Heights.d553248626388141313.Vacation-Attraction)
- [Bedell Cellars ](https://www.expedia.com/Bedell-Cellars-Cutchogue.d553248621532665643.Vacation-Attraction)
- [Visit Shelter Island Heights ](https://www.expedia.com/Shelter-Island-Heights.dx183716)

- [Car rentals near Peconic ](https://www.expedia.com/Car-Rentals-In-Peconic.d144477.Car-Rental-Guide)
- [Car rentals near Greenport West ](https://www.expedia.com/Car-Rentals-In-Greenport-West.d553248635975876381.Car-Rental-Guide)
- [Car rentals near Pindar Vineyards ](https://www.expedia.com/Car-Rentals-In-Pindar-Vineyards.d6326965.Car-Rental-Guide)
- [Car rentals near Shelter Island Heights ](https://www.expedia.com/Car-Rentals-In-Shelter-Island-Heights.d183716.Car-Rental-Guide)

- [Peconic Vacation Rentals ](https://www.expedia.com/Peconic-Vacation-Rentals.d144477.Travel-Guide-VacationRentals)
- [Shelter Island Heights Vacation Rentals ](https://www.expedia.com/Shelter-Island-Heights-Vacation-Rentals.d183716.Travel-Guide-VacationRentals)

- [Things to do in Peconic ](https://www.expedia.com/Things-To-Do-In-Peconic.d144477.Travel-Guide-Activities)