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)

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## Go beyond your typical stay in Town of Southold Town

Apart hotel

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&lodging=APART_HOTEL)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&amenities=SPA_ON_SITE)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&travelerType=family_friendly)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&amenities=HOT_TUB)

Farm

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&lodging=AGRITOURISM)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&amenities=POOL)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&lodging=COTTAGE)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&amenities=OCEAN_VIEW)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&amenities=WATER_PARK)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southold+Town%2C+New+York%2C+United+States+of+America&regionId=553248635976002319&latLong=41.065417%2C-72.428763&adults=2&startDate=2025-11-17&d1=2025-11-17&endDate=2025-11-19&d2=2025-11-19&lodging=CONDO)

## Top Cities in Town of Southold Town

![](https://mediaim.expedia.com/destination/2/9a9f855657c0f02d64549df7b59e54eb.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Greenport

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

![](https://mediaim.expedia.com/destination/1/2af9844708ff5148df98a90729e7edaf.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Southold

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

![](https://mediaim.expedia.com/destination/2/dff376d916af97d7b1d400e631f0d46e.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Cutchogue

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

![](https://mediaim.expedia.com/destination/2/b87fd2222bd9c0b45cd653e0605bfed5.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Mattituck

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

![](https://mediaim.expedia.com/destination/1/d3e06c642f947ddad6aebc58401dad70.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Orient

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

![](https://mediaim.expedia.com/destination/2/c1e146be96c448a68862ae5f1f0cc1a9.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Peconic

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

![](https://mediaim.expedia.com/destination/2/64a7a541b17dabdb743e9908dec5b467.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### East Marion

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

![](https://mediaim.expedia.com/destination/2/f4b661641af8aca31895c5baaae02023.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

[Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976002319&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Hotels in Town of Southold Town

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/f76cf168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/43997189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sound View Greenport

Greenport

8.6/10

Excellent

(585)

"Beautiful Long Island Sound and sunset views."

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

Stuart

CA $196

CA $293 total

includes taxes & fees

Nov 18 - Nov 19

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

![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harbor Front Inn

Greenport

8.8/10

Excellent

(526)

"Beautiful view and room. Staff friendly and accommodating. Excellent location. "

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

John

CA $189

CA $285 total

includes taxes & fees

Dec 4 - Dec 5

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

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

![Garden](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/a7102e12.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)

![Reception](https://images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/e78d099b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Greenporter Hotel

Greenport

9.2/10

Wonderful

(276)

"Great stay! Lovely people! Great area!"

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

tanisha

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

![Lobby](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/20957ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

Greenport

9.2/10

Wonderful

(283)

"Stayed just for a night and it was great! Clean, was near everything, complimentary coffee, and a LOVELY Staff! Mia was great and would definitely stay again! "

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

Danielle

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

![Garden Suite King](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8.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)

![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/22f2b7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/81035eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Shoals Suites and Slips

Southold

9.6/10

Exceptional

(219)

"Great quick stay"

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

Jasmine T

CA $260

CA $332 total

includes taxes & fees

Nov 16 - Nov 17

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

![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/c930d525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/780134b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Beach Shack Studio | View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/8f5285b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Sands Motel & Beach Bungalows

Greenport

9.8/10

Exceptional

(137)

"amazing stay, very quaint and relaxing "

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

rebecca

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

![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water Edge, First Floor, Corner | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e745edd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/w1446h1293x1y0-077b519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/d9295239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliffside Resort Condominiums

Greenport

9.0/10

Wonderful

(245)

"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "

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

dean

CA $314

CA $419 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/5b2ed019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/f0f56ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Menhaden

Greenport

9.6/10

Exceptional

(169)

"Loved the vineyards that a were a couple of miles away "

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

Gary

CA $419

CA $535 total

includes taxes & fees

Dec 1 - Dec 2

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

![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/52855a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/9091cefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed (#1)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/339409ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech Hotel

Greenport

8.8/10

Excellent

(194)

"The property was clean beautiful and pleasant. Loved the trendy decor."

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

Jennifer

CA $335

CA $438 total

includes taxes & fees

Nov 5 - Nov 6

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

![Interior entrance](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/a9ca389a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/63390424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/f10888a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/dd468523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine & Sand

Southold

9.6/10

Exceptional

(13)

"My husband and I escaped to Long Island for a beautiful fall weekend and thoroughly enjoyed our stay at Vine + Sand. The hosts were very friendly and helpful with restaurant reservations and offered great tips for local activities. The accommodations were eco-friendly, modern and super comfortable and the breakfast in the morning offered delicious pastries and other homemade foods from local bakeries and markets which were a great touch. The location was private yet close enough to get to town...

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

Heather

[](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)

![Interior entrance](https://images.trvl-media.com/lodging/11000000/10330000/10328200/10328173/5cc87916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/11000000/10330000/10328200/10328173/7beade88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Arbor View House B&B

East Marion

9.2/10

Wonderful

(15)

"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)

![Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/d501821c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/0ec625aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/8d30d692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/2000000/1780000/1771100/1771009/9698f5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stirling House Bed & Breakfast

Greenport

9.8/10

Exceptional

(24)

"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"

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

Adam

[](https://www.expedia.ca/Greenport-Hotels-Stirling-House-Bed-Breakfast.h1771009.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/d47a17b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/a22fa403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/c17eac68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lighthouse](https://images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/3ee87f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harbor Knoll Bed & Breakfast

Pipes Cove

9.2/10

Wonderful

(12)

"Lovely place, right on the water. Very welcoming hosts. Intimate 3 room hotel, very close to transportation and all of the local fun in Greenport."

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

Anonymous traveller

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

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/e500d985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/e69dbcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Greenport

9.0/10

Wonderful

(4)

"We thoroughly enjoyed our stay!"

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

Parent From The Heart, Inc. E.

CA $251

CA $392 total

includes taxes & fees

Nov 10 - Nov 11

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

![Private kitchen](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/4bd9bc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102720000/102716900/102716809/w2160h1436x0y5-12097315.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)

### Harbor Heights

Pipes Cove

9.8/10

Exceptional

(13)

"We had a great time in Greenport. The location of Vrbo was perfect for walking to everything we needed. "

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

Andrea H.

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

![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/92000000/91480000/91472700/91472602/48ec4beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/92000000/91480000/91472700/91472602/9b54ddd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/92000000/91480000/91472700/91472602/d6c9f61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/92000000/91480000/91472700/91472602/d7d73805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Moraine

Greenport

9.8/10

Exceptional

(22)

"Our 3rd stay - we love the beauty of the property and the luxurious serenity of this boutique hotel. Great views of the water; fantastic large pool and lounging areas."

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

Amy

[](https://www.expedia.ca/Greenport-Hotels-Hotel-Moraine.h91472602.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)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698360/6f8236be.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)

### Aqua Vista

Pipes Cove

10/10

Exceptional

(22)

"Great location and very clean."

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

Dwight R.

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

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/10ef3e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, printers](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/30fcbecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/5f36ce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/a12114d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully farmhouse

Southold

10/10

Exceptional

(3)

"good experience"

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

Anonymous traveller

CA $841

CA $1,645 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Southold-Hotels-Magic-Place.h113098265.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92180000/92173200/92173172/4e7d9b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92180000/92173200/92173172/317d49b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92180000/92173200/92173172/d34c7fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92180000/92173200/92173172/38688a26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!

Mattituck

10/10

Exceptional

(13)

"Everything was clean and tastefully decorated. Check in was easy, with the host even able to get us in a couple hours early, which was highly appreciated.Spacious and accommodating, we loved our time here and would happily stay again the next time we’re in Mattituck!"

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

Michael P.

[](https://www.expedia.ca/Mattituck-Hotels-Renovated-2-Bedroom-Guest-Cottage-Minutes-To-Beach-And-All-North-Fork-Activities.h92173172.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36200000/36197500/36197422/7895e25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/37000000/36200000/36197500/36197422/e31e9dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36200000/36197500/36197422/24a5012e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Apartment, Multiple Beds, Garden View | Living area](https://images.trvl-media.com/lodging/37000000/36200000/36197500/36197422/18b0f1c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### White Blossom House Inn

Southold

10/10

Exceptional

(6)

"If you're looking for a cozy getaway, this is the perfect place for you. A warm and inviting atmosphere, making you feel right at home from the moment you step inside. The owners are incredibly welcoming and friendly, always willing to go above and beyond to ensure that your stay is as comfortable and enjoyable as possible. The location is also fantastic, you feel worlds away from the hustle and bustle of everyday life but just minutes away from the downtown. Whether you're looking to relax...

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

kailey

[](https://www.expedia.ca/Southold-Hotels-White-Blossom-House-Inn.h36197422.Hotel-Information)

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

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&regionId=553248635976002319&adults=2&sort=RECOMMENDED&openPlayBack=true)

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

Showing deals for:**Nov 14 - Nov 16**

![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 $557

CA $1,311 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=10328173&adults=2)

![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 (137 reviews)

10% off

CA $567

CA $1,297 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=91068954&adults=2)

![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 (283 reviews)

10% off

CA $426

CA $972 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=15622089&adults=2)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Sound View Greenport

Greenport

**8.6/10**Excellent (585 reviews)

18% off

CA $523

CA $1,334 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=15273178&adults=2)

![Garden Suite King](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

VIP Access

### The Shoals Suites and Slips

Southold

**9.6/10**Exceptional (219 reviews)

10% off

CA $675

CA $1,613 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=76716269&adults=2)

![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### The Harbor Front Inn

Greenport

**8.8/10**Excellent (526 reviews)

10% off

CA $503

CA $1,287 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=43532300&adults=2)

![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)

### Cliffside Resort Condominiums

Greenport

**9.0/10**Wonderful (245 reviews)

12% off

CA $463

CA $1,179 total

includes taxes & fees

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=10449005&adults=2)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations)

## Top Town of Southold Town Hotel Reviews

![Cliffside Resort Condominiums](//images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b_y.jpg)

### Cliffside Resort Condominiums

10/10 Excellent

"Great stay - beautiful place"

[](https://expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

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

### Sound View Greenport

10/10 Excellent

"We love the Sound View. We stay every year for a girls’ weekend. Rooms are great with a beautiful view. One thing the rooms could use are a standing closet for your clothes. Otherwise, it’s lovely."

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

![Harbor Knoll Bed & Breakfast](//images.trvl-media.com/lodging/23000000/22810000/22804900/22804880/d47a17b9_y.jpg)

### Harbor Knoll Bed & Breakfast

10/10 Excellent

"fall season, pool not opened, been to Greenport before, weekends are best now, Halloween parade, plenty of small shops to peruse, bt check days and hours because of season"

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

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

### The Shoals Suites and Slips

10/10 Excellent

"Everything was Amazing! "

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

![Silver Sands Motel & Beach Bungalows](//images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00_y.jpg)

### Silver Sands Motel & Beach Bungalows

10/10 Excellent

"amazing stay, very quaint and relaxing "

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

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

### The Harbor Front Inn

10/10 Excellent

"Beautiful view and room. Staff friendly and accommodating. Excellent location. "

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

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

### Zey Hotel

10/10 Excellent

"Such a cute little hotel. Stayed one night bc we had a wedding in the area. Everything was great - the staff was exceptional."

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

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

### The Menhaden

10/10 Excellent

"Hotel manager was great! Loved the firepits outside "

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

![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg)

### Greenporter Hotel

10/10 Excellent

"Great place. Would come again"

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

## Explore a world of travel with Expedia

-   Explore a world of travel with Expedia

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-   [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

-   [Sound View Greenport](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)
-   [The Harbor Front Inn](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)
-   [Zey Hotel](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)
-   [Greenporter Hotel](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)
-   [Cliffside Resort Condominiums](https://expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)
-   [The Shoals Suites and Slips](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)
-   [Silver Sands Motel & Beach Bungalows](https://expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)
-   [The Menhaden](https://expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)
-   [American Beech Hotel](https://expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)
-   [The SandPiper](https://expedia.ca/Greenport-Hotels-The-SandPiper.h89698318.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

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General

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