Title: Top Hotels in Town of Southold Town | Expedia.ca

[Town of Southold Town Travel Guide](https://expedia.ca/Town-Of-Southold-Town.dx553248635976002319)[Vacation Rentals in Town of Southold Town](https://expedia.ca/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Vacation-Rental-Destinations)[Town of Southold Town Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Car-Rental-Destinations)[Town of Southold Town Vacations](https://expedia.ca/Town-Of-Southold-Town.d553248635976002319.Destination-Travel-Guides)

![Lavender farm on Long Island ](https://images.trvl-media.com/place/6069914/ada6e93d-1aa6-4a8f-b17b-ce0cc0fcdf57.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by gavvykins

![](https://images.trvl-media.com/place/6069914/ada6e93d-1aa6-4a8f-b17b-ce0cc0fcdf57.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Top Cities in Town of Southold Town

![entering the harbor in Greenport by](https://images.trvl-media.com/place/110728/0aa2d4a7-1d4b-44b8-97f3-5f27a8c8da85.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Greenport

[](https://expedia.ca/Greenport-Hotels.d110728.Travel-Guide-Hotels)

![Tranquil evening seascape on Truman's Beach Marsh in Southold, Long Island, New York, USA](https://images.trvl-media.com/place/183719/763c5957-1d09-4b50-be9f-256173572489.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Southold

[](https://expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels)

![A sailboat heading out of Mattituck Inlet in the early morning light.  Long Island, NY.  Copy space.](https://images.trvl-media.com/place/6223780/aaf32017-4786-44d9-813c-74ae7f8f2578.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Mattituck

[](https://expedia.ca/Mattituck-Hotels.d6223780.Travel-Guide-Hotels)

![Peconic and Great Peconic bay meet at Nassau Point drone view](https://images.trvl-media.com/place/183659/5b925f81-ea4b-4e7a-b93a-66611b53a810.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Cutchogue

[](https://expedia.ca/Cutchogue-Hotels.d183659.Travel-Guide-Hotels)

![beach of east marion seen from water side](https://images.trvl-media.com/place/6069914/91e6a04d-cea0-4ca3-a467-cb23f6c7ba9f.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### East Marion

[](https://expedia.ca/East-Marion-Hotels.d6069914.Travel-Guide-Hotels)

![Sunset along the beach at Towd Point in Southampton, Long Island, New York.](https://images.trvl-media.com/place/144477/d8201a6e-8861-410b-8d02-9fda68bbf3f3.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Peconic

[](https://expedia.ca/Peconic-Hotels.d144477.Travel-Guide-Hotels)

![Orient Point Lighthouse in chippy water](https://images.trvl-media.com/place/6326191/53514cb9-7eb1-42c9-a0c9-f8268fefb127.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Orient

[](https://expedia.ca/Orient-Hotels.d6326191.Travel-Guide-Hotels)

![Montauk Lighthouse - Long Island, New York](https://images.trvl-media.com/place/3000449151/4ce7253f-352c-4449-8375-975a3e28f722.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### New Suffolk

[](https://expedia.ca/New-Suffolk-Hotels.d3000449151.Travel-Guide-Hotels)

![One of the many farms stands along the beautiful north fork of Long Island. ](https://images.trvl-media.com/place/6323751/f443a972-0a35-4a0a-928d-ee101685ef10.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Laurel

[](https://expedia.ca/Laurel-Hotels.d6131264.Travel-Guide-Hotels)

## Check prices for these dates

Tonight

[Feb 27 - Feb 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2026-02-27&endDate=2026-02-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 28 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2026-02-28&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Town of Southold Town hotels

![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/ac1b5094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Yoga](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/a7c5a78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/8a4a605e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sound View Greenport

[](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

Greenport

8.4/10

Very good

(617 reviews)

"Nice place"

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

Mateusz

CA $209

CA $278 total

includes taxes & fees

Mar 19 - Mar 20

[](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.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)

![Terrace King](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King | Living area](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/582203a3.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.ca/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

CA $215

CA $246 total

includes taxes & fees

Mar 15 - Mar 16

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

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/7ebc6d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/1345db22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### The Harbor Front Inn

[](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

Greenport

8.8/10

Excellent

(569 reviews)

"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "

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

Pamela

CA $178

CA $243 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.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)

![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/a9a67717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only)](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/d6ac52f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

[](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

Greenport

9.2/10

Wonderful

(298 reviews)

"Quiet yet situated right in the heart of Greenport."

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

Andrew

CA $421

CA $481 total

includes taxes & fees

Mar 13 - Mar 14

[](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/fe6e5945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/2d824970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/244f3d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Sands Motel & Beach Bungalows

[](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

Greenport

9.8/10

Exceptional

(145 reviews)

"Everything was excellent, best hotel on the north fork. "

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

Dan

[](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/22af8e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/3451f87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/29d9fdab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Menhaden

[](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

Greenport

9.6/10

Exceptional

(177 reviews)

"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "

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

Cory

CA $331

CA $433 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

![Cottage, 2 Bedrooms, Patio](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](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/e632266d.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)

![Premium Tent, 1 Queen Bed](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/fe9ed1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Fork Cottages & RV Resort

[](https://www.expedia.ca/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

[](https://www.expedia.ca/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/81e91eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/6603a689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/65a6ec82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/d9d8edde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech Hotel

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

Greenport

8.8/10

Excellent

(196 reviews)

"Very nice and very clean."

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

Daniel

CA $212

CA $297 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.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)

![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)

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

### Vine & Sand

[](https://www.expedia.ca/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

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

![Exterior](https://images.trvl-media.com/lodging/11000000/10330000/10328200/10328173/c201860e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/11000000/10330000/10328200/10328173/c8cd3b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/11000000/10330000/10328200/10328173/e2e6a02e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception hall](https://images.trvl-media.com/lodging/11000000/10330000/10328200/10328173/efd040c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Arbor View House B&B

[](https://www.expedia.ca/East-Marion-Hotels-Arbor-View-House-Bed-And-Breakfast.h10328173.Hotel-Information)

East Marion

9.2/10

Wonderful

(15 reviews)

"Two mid age couples just had a good and relaxing time with great hospitality. "

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

Michail

[](https://www.expedia.ca/East-Marion-Hotels-Arbor-View-House-Bed-And-Breakfast.h10328173.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/91dd1778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/dd4148b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/35ce389c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/6f8236be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Vista 

[](https://www.expedia.ca/Greenport-Hotels-Aqua-Vista.h89698360.Hotel-Information)

Pipes Cove

9.8/10

Exceptional

(25 reviews)

"Great location and perfect for two couples. We loved staying here."

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

laura d.

[](https://www.expedia.ca/Greenport-Hotels-Aqua-Vista.h89698360.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/b0e39c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/895b1de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/c1cf6b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/429f52a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harbor Heights 

[](https://www.expedia.ca/Greenport-Hotels-Harbor-Heights.h102716809.Hotel-Information)

Pipes Cove

9.8/10

Exceptional

(15 reviews)

"Clean,convenient, great location "

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

. Evan M.

[](https://www.expedia.ca/Greenport-Hotels-Harbor-Heights.h102716809.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/f03e38bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/6c2db181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/de85c2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943221/81d5d1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech in Greenport NY - King Suite 1

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-NY-King-Suite-1.h71943221.Hotel-Information)

Greenport

10/10

Exceptional

(5 reviews)

"Perfect Great place"

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

Dean J.

CA $176

CA $291 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-NY-King-Suite-1.h71943221.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/a339ae20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/723094cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/f66524c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/w906h683x59y0-bf9a7a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The SandPiper 

[](https://www.expedia.ca/Greenport-Hotels-The-SandPiper.h89698318.Hotel-Information)

Pipes Cove

9.8/10

Exceptional

(33 reviews)

"Really good location for walking to Greenport. "

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

Thomas T.

[](https://www.expedia.ca/Greenport-Hotels-The-SandPiper.h89698318.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698399/w906h683x59y0-97f670df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698399/f4402f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698399/fcc5c027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698399/w904h683x59y0-16fe0c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

[](https://www.expedia.ca/Greenport-Hotels-Blue-Bay-Dream.h89698399.Hotel-Information)

Pipes Cove

10/10

Exceptional

(22 reviews)

"We loved our stay! The house is so clean and close to downtown Greenport. The hosts are informative, responsive, and friendly. We can wait to be back!"

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

Deirdre N.

[](https://www.expedia.ca/Greenport-Hotels-Blue-Bay-Dream.h89698399.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0884fbbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech in Greenport - Petite King Room 7

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

Greenport

9.0/10

Wonderful

(4 reviews)

"We thoroughly enjoyed our stay!"

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

Parent From The Heart, Inc. E.

CA $163

CA $272 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

![On the beach, sun loungers](https://images.trvl-media.com/lodging/34000000/33500000/33496200/33496179/bd29450a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33496200/33496179/4ce11de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33496200/33496179/9eb42915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33496200/33496179/61e77765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

[](https://www.expedia.ca/Greenport-Hotels-Waterfront-Condo-C204-At-The-Cliffside-Resort-With-Amazing-Water-Sunset-Views.h33496179.Hotel-Information)

Greenport

10/10

Exceptional

(82 reviews)

"I’ve stayed at Cliffside at another building the view was not so appealing as this building and condo ! Very comfortable beds too ! "

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

Diane M.

[](https://www.expedia.ca/Greenport-Hotels-Waterfront-Condo-C204-At-The-Cliffside-Resort-With-Amazing-Water-Sunset-Views.h33496179.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/767254d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/6e8b34ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/addc6353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/9c78b97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harbor Knoll Bed & Breakfast

[](https://www.expedia.ca/Greenport-Hotels-Harbor-Knoll-Bed-Breakfast.h22804880.Hotel-Information)

Pipes Cove

9.2/10

Wonderful

(12 reviews)

"It was very pleasant. We would stay again someday. Very convenient to restaurants in town and ferry. "

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

Andrea

[](https://www.expedia.ca/Greenport-Hotels-Harbor-Knoll-Bed-Breakfast.h22804880.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/56d08917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/a03a52f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/edabfa8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/950f9d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage on Beach front Estate with Dockage .Walk to Village

[](https://www.expedia.ca/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information)

Pipes Cove

9.8/10

Exceptional

(77 reviews)

"Wonderful stay at such a special spot. "

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

Meg B.

[](https://www.expedia.ca/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/935ed559.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)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/c3d8e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Greenporter Hotel

[](https://www.expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)

Greenport

9.2/10

Wonderful

(284 reviews)

"Great location, great hotel, great staff! "

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

Jenny

[](https://www.expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14&regionId=553248635976002319&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Great weekend hotel deals in Town of Southold Town, NY

### 

Showing deals for:**Mar 6 - Mar 8**

### Image gallery for Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83420000/83412200/83412176/3201018b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Cutchogue

**10/10**Exceptional (28 reviews)

10% off

CA $369

CA $1,270 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=83412176&adults=2)

### Image gallery for Modern farmhouse w/ heated pool, beach, horses and winery in heart of North Fork

![Bar (on property)](https://images.trvl-media.com/lodging/92000000/91830000/91823600/91823540/17b5dcc8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Modern farmhouse w/ heated pool, beach, horses and winery in heart of North Fork

Mattituck

**10/10**Exceptional (17 reviews)

20% off

CA $432

CA $1,452 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=91823540&adults=2)

### Image gallery for Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33670000/33660500/33660411/cfa355e3.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub & Beaches

Southold

**10/10**Exceptional (181 reviews)

10% off

CA $1,231

CA $3,724 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=33660411&adults=2)

### Image gallery for Greenport Walk to beach & vineyard from this brand new home

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88340000/88331300/88331206/a039f38f.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Greenport Walk to beach & vineyard from this brand new home

Southold

**10/10**Exceptional (6 reviews)

10% off

CA $1,108

CA $3,263 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=88331206&adults=2)

### Image gallery for Arbor View House B&B

![Exterior](https://images.trvl-media.com/lodging/11000000/10330000/10328200/10328173/c201860e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Arbor View House B&B

East Marion

**9.2/10**Wonderful (15 reviews)

10% off

CA $503

CA $1,186 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=10328173&adults=2)

### Image gallery for Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/75000000/74730000/74728100/74728092/fea17eec.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home

Orient

**9.4/10**Exceptional (10 reviews)

10% off

CA $1,846

CA $5,555 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=74728092&adults=2)

### Image gallery for Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81230000/81224400/81224369/w1284h855x0y0-ba1c12d2.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!

Greenport

**10/10**Exceptional (26 reviews)

10% off

CA $739

CA $2,281 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=81224369&adults=2)

### Image gallery for Gorgeous Historical 6 bdrm House close to vineyards and breweries,

![Beach towels](https://images.trvl-media.com/lodging/35000000/34280000/34279500/34279494/1a7a24a7.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Gorgeous Historical 6 bdrm House close to vineyards and breweries,

Peconic

**10/10**Exceptional (33 reviews)

10% off

CA $1,291

CA $4,012 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=34279494&adults=2)

### Image gallery for Gorgeous 5 bdrm home with beautiful bay views in the heart of Greenport Village 

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36100000/36090300/36090207/w1284h855x0y0-070f3831.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Gorgeous 5 bdrm home with beautiful bay views in the heart of Greenport Village 

Greenport

**10/10**Exceptional (20 reviews)

10% off

CA $1,908

CA $5,538 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=36090207&adults=2)

### Image gallery for NOFO ESCAPE relax-swim-enjoy. Bachelorettes-Weddings-Family vacation

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33660000/33656400/33656388/1e8b1bfd.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### NOFO ESCAPE relax-swim-enjoy. Bachelorettes-Weddings-Family vacation

Greenport

**9.8/10**Exceptional (31 reviews)

10% off

CA $732

CA $2,611 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=33656388&adults=2)

### Image gallery for Modern Farmhouse Steps to Beach and Love Lane 

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73730000/73728900/73728881/115e86e9.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Modern Farmhouse Steps to Beach and Love Lane 

Mattituck

**10/10**Exceptional (41 reviews)

20% off

CA $323

CA $1,194 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=73728881&adults=2)

### Image gallery for Brand new 2 bedroom, Greenport Village, walk to town Marina Views!!

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67430000/67427300/67427231/1126119d.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Brand new 2 bedroom, Greenport Village, walk to town Marina Views!!

Greenport

**10/10**Exceptional (26 reviews)

10% off

CA $862

CA $2,600 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=67427231&adults=2)

### Image gallery for Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698399/w906h683x59y0-97f670df.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Greenport,

**10/10**Exceptional (22 reviews)

10% off

CA $308

CA $1,066 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=89698399&adults=2)

### Image gallery for Silver Sands Motel & Beach Bungalows

![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Silver Sands Motel & Beach Bungalows

Greenport

**9.8/10**Exceptional (145 reviews)

14% off

CA $440

CA $1,007 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=91068954&adults=2)

### Image gallery for The Shoals Suites and Slips

![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/5a27472c.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

VIP Access

### The Shoals Suites and Slips

Southold

**9.4/10**Exceptional (242 reviews)

14% off

CA $289

CA $661 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=76716269&adults=2)

### Image gallery for Zey Hotel

![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Zey Hotel

Greenport

**9.2/10**Wonderful (298 reviews)

10% off

CA $443

CA $1,013 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=15622089&adults=2)

### Image gallery for The Menhaden

![Sundeck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### The Menhaden

Greenport

**9.6/10**Exceptional (177 reviews)

Member Price available

CA $405

CA $1,035 total

includes taxes & fees

[Sign in for Member Price

](https://www.expedia.ca/user/signin?uurl=e3id%3Dredr%26rurl%3D%2FHotel-Search%3FstartDate%3D2026-03-06%26endDate%3D2026-03-08%26selected%3D35229370%26adults%3D2) 

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=35229370&adults=2)

### Image gallery for Sound View Greenport

![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Sound View Greenport

Greenport

**8.4/10**Very good (617 reviews)

10% off

CA $343

CA $863 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=15273178&adults=2)

### Image gallery for The Harbor Front Inn

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### The Harbor Front Inn

Greenport

**8.8/10**Excellent (569 reviews)

10% off

CA $270

CA $694 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=43532300&adults=2)

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## Top Town of Southold Town Hotel Reviews

![Sound View Greenport](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"The hotel was exceptional! We love staying at soundview during the winter months! "

[](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"Fantastic stay. Excellent service. Perfect location. Wonderful breakfast."

[](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![The Menhaden](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf_y.jpg)

### The Menhaden

10/10 Excellent

"John is an excellent hospitality professional. Very mindful of the guest experience. "

[](https://expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

![Cottage on Beach front Estate with Dockage  .Walk to Village](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/eb9640ef_y.jpg)

### Cottage on Beach front Estate with Dockage .Walk to Village

10/10 Excellent

"We had an amazing stay, the cottage was very clean, cozy and filled with many beautiful views. Pat was extremely helpful if anything was needed. I highly recommend a stay at Pats cottage. "

[](https://expedia.ca/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.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

"Clean and spacious room"

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

![Zey Hotel](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg)

### Zey Hotel

10/10 Excellent

"Other guests mentioned that it was noisy, we heard nothing. Rooms are small, but perfect for a get away. Staff was helpful, kind, and courteous. Had a really nice stay."

[](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![American Beech Hotel](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6_y.jpg)

### American Beech Hotel

10/10 Excellent

"Very nice and very clean."

[](https://expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

![The SandPiper ](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/9eada5e0_y.jpg)

### The SandPiper 

10/10 Excellent

"The host was very understanding about some last minute events that affected our trip"

[](https://expedia.ca/Greenport-Hotels-The-SandPiper.h89698318.Hotel-Information)

![Vine & Sand](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/a9ca389a_y.jpg)

### Vine & Sand

10/10 Excellent

"Vine + Sand was wonderful. The hosts were so friendly and it was close to many wineries."

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

## Explore a world of travel with Expedia

- Explore a world of travel with Expedia

### Hotels near top beaches in Town of Southold Town

- [Hotels close to 67 Steps Beach ](https://expedia.ca/67-Steps-Beach-Hotels.0-l553248626388140598-0.Travel-Guide-Filter-Hotels)
- [Hotels close to Truman's Beach ](https://expedia.ca/Trumans-Beach-Hotels.0-l553248635941390090-0.Travel-Guide-Filter-Hotels)

### Top cities in Town of Southold Town

- [Greenport Hotels ](https://expedia.ca/Greenport-Hotels.d110728.Travel-Guide-Hotels)
- [Southold Hotels ](https://expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels)
- [Mattituck Hotels ](https://expedia.ca/Mattituck-Hotels.d6223780.Travel-Guide-Hotels)
- [Cutchogue Hotels ](https://expedia.ca/Cutchogue-Hotels.d183659.Travel-Guide-Hotels)
- [East Marion Hotels ](https://expedia.ca/East-Marion-Hotels.d6069914.Travel-Guide-Hotels)
- [Peconic Hotels ](https://expedia.ca/Peconic-Hotels.d144477.Travel-Guide-Hotels)
- [Orient Hotels ](https://expedia.ca/Orient-Hotels.d6326191.Travel-Guide-Hotels)
- [Laurel Hotels ](https://expedia.ca/Laurel-Hotels.d6131264.Travel-Guide-Hotels)
- [New Suffolk Hotels ](https://expedia.ca/New-Suffolk-Hotels.d3000449151.Travel-Guide-Hotels)
- [Fishers Island Hotels ](https://expedia.ca/Fishers-Island-Hotels.d1208.Travel-Guide-Hotels)

### Hotels near popular Attractions

- [Hotels near Orient Point County Park ](https://expedia.ca/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)
- [Hotels near Raphael Winery ](https://expedia.ca/Raphael-Winery-Hotels.0-l6327146-0.Travel-Guide-Filter-Hotels)
- [Hotels near Macari Vineyards ](https://expedia.ca/Macari-Vineyards-Hotels.0-l6326944-0.Travel-Guide-Filter-Hotels)
- [Hotels near 67 Steps Beach ](https://expedia.ca/67-Steps-Beach-Hotels.0-l553248626388140598-0.Travel-Guide-Filter-Hotels)
- [Hotels near Kontokosta Winery ](https://expedia.ca/Kontokosta-Winery-Hotels.0-l6326928-0.Travel-Guide-Filter-Hotels)
- [Hotels near Pindar Vineyards ](https://expedia.ca/Pindar-Vineyards-Hotels.0-l6326965-0.Travel-Guide-Filter-Hotels)
- [Hotels near Greenport Carousel ](https://expedia.ca/Greenport-Carousel-Hotels.0-l553248635961252285-0.Travel-Guide-Filter-Hotels)
- [Hotels near Peconic Bay Winery ](https://expedia.ca/Peconic-Bay-Winery-Hotels.0-l553248621532665640-0.Travel-Guide-Filter-Hotels)
- [Hotels near Orient Beach State Park ](https://expedia.ca/Orient-Beach-State-Park-Hotels.0-l6064487-0.Travel-Guide-Filter-Hotels)
- [Hotels near Harbes Family Farm ](https://expedia.ca/Harbes-Family-Farm-Hotels.0-l6326899-0.Travel-Guide-Filter-Hotels)

### More Accommodation Types in Town of Southold Town

- [Vacation Homes in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Private-Vacation-Homes.d553248635976002319-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Cottages.d553248635976002319-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Apartments.d553248635976002319-aaApartments.Travel-Guide-Accommodation)
- [B&B in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Bed-And-Breakfast.d553248635976002319-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Agritourism.d553248635976002319-aaAgritourism.Travel-Guide-Accommodation)
- [Condo Rentals in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Condos.d553248635976002319-aaCondos.Travel-Guide-Accommodation)
- [Hostels in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Hostels.d553248635976002319-aaHostels.Travel-Guide-Accommodation)
- [Villas in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Villas.d553248635976002319-aaVillas.Travel-Guide-Accommodation)
- [Houseboats in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Houseboats.d553248635976002319-aaHouseboats.Travel-Guide-Accommodation)
- [Aparthotels in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Apart-Hotels.d553248635976002319-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Inns.d553248635976002319-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Town of Southold Town ](https://expedia.ca/Town-Of-Southold-Town-Guest-Houses.d553248635976002319-aaGuestHouses.Travel-Guide-Accommodation)

### Hotels near Town of Southold Town Airports

- [Montauk Airport Hotels ](https://expedia.ca/Montauk-Airport-Hotels.0-aMTP-0.Travel-Guide-Filter-Hotels)
- [Groton - New London Airport Hotels ](https://expedia.ca/Groton-New-London-Airport-Hotels.0-aGON-0.Travel-Guide-Filter-Hotels)
- [Tweed - New Haven Regional Airport Hotels ](https://expedia.ca/Tweed-New-Haven-Regional-Airport-Hotels.0-aHVN-0.Travel-Guide-Filter-Hotels)
- [MacArthur Airport Hotels ](https://expedia.ca/MacArthur-Airport-Hotels.0-aISP-0.Travel-Guide-Filter-Hotels)
- [Westerly State Airport Hotels ](https://expedia.ca/Westerly-State-Airport-Hotels.0-aWST-0.Travel-Guide-Filter-Hotels)
- [East Hampton Airport Hotels ](https://expedia.ca/East-Hampton-Airport-Hotels.0-aHTO-0.Travel-Guide-Filter-Hotels)
- [Francis S. Gabreski Airport Hotels ](https://expedia.ca/Francis-S-Gabreski-Airport-Hotels.0-aFOK-0.Travel-Guide-Filter-Hotels)

- [67 Steps Beach ](https://expedia.ca/Hotel-Search?regionId=553248626388140598&amenities=OCEAN_VIEW&rfrr=BEACH.HTG.LINKS.BEACH.SRP)
- [Truman's Beach ](https://expedia.ca/Hotel-Search?regionId=553248635941390090&amenities=OCEAN_VIEW&rfrr=BEACH.HTG.LINKS.BEACH.SRP)

### Explore more hotels

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- [The Harbor Front Inn ](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)
- [The Shoals Suites and Slips ](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)
- [Zey Hotel ](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)
- [Silver Sands Motel & Beach Bungalows ](https://expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)
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- [American Beech Hotel ](https://expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)
- [Greenporter Hotel ](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)
- [The SandPiper ](https://expedia.ca/Greenport-Hotels-The-SandPiper.h89698318.Hotel-Information)
- [NOFO ESCAPE relax-swim-enjoy. Bachelorettes-Weddings-Family vacation ](https://expedia.ca/Greenport-Hotels-NOFO-ESCAPE-Relax-Swim-Enjoy-Bachelorettes-Weddings-Family-Vacation.h33656388.Hotel-Information)

[See a list of all hotels in Town of Southold Town](https://expedia.ca/All-Town-Of-Southold-Town-Hotels.d553248635976002319.Travel-Guide-City-All-Hotels)

### More ways to book

- [Book Hotels in Town of Southold Town on Expedia.com ](https://www.expedia.com/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations)

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