Title: Town of Southampton Vacations & Trips 2026 from CA $1,120 | Expedia.ca

[Town of Southampton Hotels](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Hotel-Destinations)[Vacation Rentals in Town of Southampton](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Vacation-Rental-Destinations)[Town of Southampton Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southampton.d553248635976437144.Car-Rental-Destinations)

![](https://images.trvl-media.com/place/6782/562a42ad-b7ae-4abe-983a-68684e7c2780.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Town of Southampton Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

Photo by Brittany Schreiber

- ##  
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## Top vacation destinations in Town of Southampton

![Southampton](https://images.trvl-media.com/place/6782/a7d505fb-a998-4014-b234-d6dcbfce3eca.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Southampton

[](https://expedia.ca/Southampton.d6782.Destination-Travel-Guides)

![Sag Harbor](https://images.trvl-media.com/place/154327/a91ea3b6-915f-4999-ad18-23d61df0621a.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Sag Harbor

[](https://expedia.ca/Sag-Harbor.d154327.Destination-Travel-Guides)

![Ponquogue Beach](https://images.trvl-media.com/place/6327142/d7bce28b-15f8-4afb-8fea-4056d8a9e353.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Hampton Bays

[](https://expedia.ca/Hampton-Bays.d183681.Destination-Travel-Guides)

![Montauk Beach on a cool April day](https://images.trvl-media.com/place/6125932/aab52eaf-6f50-4ac7-82f3-353c8291f779.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### East Quogue

[](https://expedia.ca/East-Quogue.d6125932.Destination-Travel-Guides)

## Top Town of Southampton Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![WestHouse New York](https://images.trvl-media.com/lodging/7000000/6470000/6468000/6467973/a11ba963_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### WestHouse New York

Manhattan

CA $1,120

per person

Apr 19 - Apr 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

8.4/10 Very Good! (1,003 reviews)

All staff we came into contact with from front desk to housekeeping to breakfast/happy hour to doormen were super attentive, very friendly and seemed to sincerely see us. The happy hour/dinner and breakfast provided surprisingly good food, lots of variety and very generous pours! Sonia was a standout and we looked forward to seeing her each evening. Beds and bedding very comfortable. Room nicely appointed and clean.

Reviewed on Mar 1, 2026

![Lotte New York Palace](https://images.trvl-media.com/lodging/1000000/10000/4900/4818/w1695h1110x0y0-027534be_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Lotte New York Palace

Manhattan

CA $1,589

per person

Apr 19 - Apr 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (1,957 reviews)

Avoid this place during the Christmas season if you want personal assistance

Reviewed on Mar 13, 2026

![1 Hotel Central Park](https://images.trvl-media.com/lodging/10000000/9220000/9215600/9215515/26ae58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel Central Park

Manhattan

CA $2,487

per person

Apr 19 - Apr 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (1,005 reviews)

The staff was very friendly and the ambience was nice. However, the room was very cramped and had to be careful not to fall over columns and bed on the way to the bathroom. Walls were thin and there was no facial soap provided.

Reviewed on Mar 13, 2026

![Loews Regency New York Hotel](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Loews Regency New York Hotel

Manhattan

CA $1,840

per person

Apr 19 - Apr 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (1,002 reviews)

Hotel is very nice great location and rooms were very nice and clean. Staff was very friendly.

Reviewed on Mar 16, 2026

![Hotel AKA NoMad](https://images.trvl-media.com/lodging/1000000/70000/64200/64131/c0204ddb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel AKA NoMad

Manhattan

CA $1,245

per person

May 18 - May 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

8.8/10 Excellent! (1,003 reviews)

The staff at the front desk, led by AJ, are excellent

Reviewed on Mar 15, 2026

## Town of Southampton Hotel Deals

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cc53a2c2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

Fully refundableReserve now, pay when you stay

CA $172

CA $198 total

Mar 23 - Mar 24

includes taxes & fees

9.6/10 Exceptional! (448 reviews)

The experience in total was excellent. The room was super clean fresh and well maintained. We are booking again shortly

Reviewed on Mar 16, 2026

[](https://expedia.ca/Hotel-Search?startDate=23%2F03%2F2026&endDate=24%2F03%2F2026&selected=53962986&PinnedHotelID=53962986&HadPinnedHotel=true&regionId=553248635976437144)

![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sag Harbor Inn

45 West Water Street Sag Harbor NY

CA $281

CA $321 total

Mar 18 - Mar 19

includes taxes & fees

9.4/10 Exceptional! (584 reviews)

Yes

Reviewed on Mar 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=26497858&PinnedHotelID=26497858&HadPinnedHotel=true&regionId=553248635976437144)

![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/27675de4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southampton Inn

91 Hill Street Southampton NY

CA $205

CA $257 total

Mar 19 - Mar 20

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=117135&PinnedHotelID=117135&HadPinnedHotel=true&regionId=553248635976437144)

[See all 1,963 properties in Town of Southampton](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&regionId=553248635976437144)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Town of Southampton vacation package cost?

### How do I get a cheap travel package to Town of Southampton?

### Where should I stay in Town of Southampton?

### What are the top hotels in Town of Southampton?

### How far in advance should I book my Town of Southampton vacation?

### What does an Expedia Town of Southampton travel package include?

### What should I know before booking a Town of Southampton travel package?

### Can I choose my airline with a Town of Southampton Expedia vacation package?

### If I'm not able to travel, can I cancel my Town of Southampton vacation package?

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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