Title: Sag Harbor Vacation Packages & Trips 2026 from CA $643 | Expedia.ca

[Sag Harbor Travel Guide](https://expedia.ca/Sag-Harbor.dx154327)[Hotels in Sag Harbor](https://expedia.ca/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)[Vacation Rentals in Sag Harbor](https://expedia.ca/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals)[Flights to Sag Harbor](https://expedia.ca/Cheap-Flights-To-Sag-Harbor.d154327.Travel-Guide-Flights)[Things to do in Sag Harbor](https://expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)[Sag Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Sag-Harbor.d154327.Car-Rental-Guide)

![](https://images.trvl-media.com/place/154327/a91ea3b6-915f-4999-ad18-23d61df0621a.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Sag Harbor Vacation Packages

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Sag Harbor Vacation

Say farewell to planning hassles and hello to a Sag Harbor vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Village of Southampton, which is great for history, coastal beaches and culture. [Wolffer Estates Vineyard](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction), [Sag Harbor Marine Park](https://www.expedia.ca/Sag-Harbor-Marine-Park-Sag-Harbor.d6327316.Vacation-Attraction) and [LongHouse Reserve](https://www.expedia.ca/LongHouse-Reserve-East-Hampton.d6326942.Vacation-Attraction) are just a few of the sights you'll want to explore during your trip to Sag Harbor. Don't delay exploring this city any longer. The perfect Sag Harbor vacation is just a few clicks away with Expedia.

## Top Sag Harbor Vacation Deals

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

![INNSiDE by Meliá New York Nomad](https://images.trvl-media.com/lodging/13000000/12630000/12628000/12627948/24f1e817_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### INNSiDE by Meliá New York Nomad

Manhattan

CA $643

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.2/10 Wonderful! (2,008 reviews)

The hospitality and customer service is top tier. The ambiance is modern, clean, and the city view was incredible of the Empire State Building.Our family loves staying at the various Melia hotels.

Reviewed on Jan 8, 2026

![Topping Rose House](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Topping Rose House

CA $1,045

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Montreal (YUL) to New York (JFK)

9.2/10 Wonderful! (136 reviews)

Great rooms, staff and food

Reviewed on Sep 28, 2025

![Courtyard New York Manhattan/ Midtown East](https://images.trvl-media.com/lodging/1000000/160000/151300/151297/9d70bdbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Courtyard New York Manhattan/ Midtown East

Manhattan

CA $878

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (2,346 reviews)

Close to everything. ! Clean room! And nice staff!

Reviewed on Jan 5, 2026

![Pendry Natirar](https://images.trvl-media.com/lodging/103000000/102110000/102101800/102101788/ea5e4ca8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pendry Natirar

CA $1,902

per person

Mar 12 - Mar 15

found 1 day ago

Roundtrip flight included

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

9.8/10 Exceptional! (7 reviews)

The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

![The Fifty Sonesta Hotel New York](https://images.trvl-media.com/lodging/1000000/20000/18100/18006/34b7fec3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifty Sonesta Hotel New York

Manhattan

CA $938

per person

Mar 16 - Mar 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.6/10 Excellent! (1,302 reviews)

I love the Sonesta hotels and this one is no exception. The hotel is very clean and updated and the staff make you feel so welcome. The location on 3rd is extremely convenient to all things midtown and the subway. You won’t regret booking here!

Reviewed on Jan 7, 2026

### Sag Harbor Beach Vacation

Listen to the sound of waves breaking onto the shore and look out over the sparkling waters during your Sag Harbor vacation. If you're in need of some time out, a trip to Sag Harbor will do wonders. We have plenty of Sag Harbor packages to choose from. Lock in one near Havens Beach, just 3 kilometres from the downtown area, and live out your vacation fantasies without hurting your budget.

## Ready to book your vacation to Sag Harbor?

Choose your dates

## Sag Harbor Hotel Deals

![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sag Harbor Inn

45 West Water Street Sag Harbor NY

9.4/10 Exceptional! (581 reviews)

Lovely hotel, very clean and friendly! Definitely going back!

Reviewed on Dec 28, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=26497858&PinnedHotelID=26497858&HadPinnedHotel=true&regionId=154327)

[](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=26497858&PinnedHotelID=26497858&HadPinnedHotel=true&regionId=154327)

![Escape to Sag Harbor](https://images.trvl-media.com/lodging/34000000/33550000/33547100/33547040/c88536f6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Escape to Sag Harbor

 Sag Harbor NY

10/10 Exceptional! (55 reviews)

We had a wonderful stay at this beautiful house in the Sag Harbor with our adult children and my husband.The pool and pool table were such a high light and the house was fully stocked with everything we needed.Dayle was fantastic with communication and made everything so easy. We were in town for ...

Reviewed on Sep 30, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=33547040&PinnedHotelID=33547040&HadPinnedHotel=true&regionId=154327)

[](https://expedia.ca/Hotel-Search?startDate=23%2F01%2F2026&endDate=24%2F01%2F2026&selected=33547040&PinnedHotelID=33547040&HadPinnedHotel=true&regionId=154327)

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

CA $345

CA $474 total

Feb 9 - Feb 10

includes taxes & fees

8.2/10 Very Good! (710 reviews)

Excellent

Reviewed on Dec 31, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true&regionId=154327)

[See all 4,593 properties in Sag Harbor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F01%2F2026&endDate=11%2F01%2F2026&regionId=154327)

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)

### Discover the most popular places to visit in Sag Harbor

#### Havens Beach

If a restful vacation is part of your travel plans, Havens Beach might be the perfect place to seek out during your trip to Sag Harbor. While you're in the area, stroll along the waterfront. 

[](https://expedia.ca/Havens-Beach-Sag-Harbor.d6326903.Vacation-Attraction)

### What to do in Sag Harbor

![The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC](https://mediaim.expedia.com/localexpert/330552/c1afebb8-4a31-47a1-af1e-6d13dd7d5c25.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

CA $245

per adult

**76%** of travellers recommend

[](https://expedia.ca/things-to-do/the-hamptons.a330552.activity-details)

![East Hampton Shops](https://mediaim.expedia.com/localexpert/691732/ee4533c8-13fa-4c8f-94a4-df282ec83489.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hamptons Private Day Trip from New York City

CA $1,776

per traveller

[](https://expedia.ca/things-to-do/hamptons-private-day-trip-from-new-york-city.a691732.activity-details)

![Wine and grapes against the sea](https://mediaim.expedia.com/localexpert/1381172/1aab586f-aafa-4638-b216-8c88ceec22f3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Hamptons and Long Island Wineries Private Tour

CA $1,776

per traveller

[](https://expedia.ca/things-to-do/the-hamptons-and-long-island-wineries-private-tour.a1381172.activity-details)

[See all activities in Sag Harbor](https://expedia.ca/things-to-do/search?rid=154327)

## Explore a world of travel with Expedia

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- [Shinnecock Nation Cultural Center and Museum ](https://www.expedia.ca/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction)
- [Southampton Arts Center ](https://www.expedia.ca/Southampton-Arts-Center-Southampton.d553248629501562732.Vacation-Attraction)
- [Southampton Vacations ](https://www.expedia.ca/Southampton.d6782.Destination-Travel-Guides)
- [Visit Wainscott Woods ](https://www.expedia.ca/Wainscott-Woods.dx553248635976471516)
- [Wolffer Estates Vineyard ](https://www.expedia.ca/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Vacation-Attraction)

- [Car rental Bridgehampton ](https://www.expedia.ca/Car-Rentals-In-Bridgehampton.d6130684.Car-Rental-Guide)
- [Rental cars East Hampton airport ](https://www.expedia.ca/Car-Rentals-In-East-Hampton.d6069886.Car-Rental-Guide)
- [Car rentals near Hamptons ](https://www.expedia.ca/Car-Rentals-In-Hamptons.d6056452.Car-Rental-Guide)
- [Enterprise Rental Cars in East Hampton ](https://www.expedia.ca/Enterprise-Car-Rentals-In-East-Hampton.d6069886-c15.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in East Hampton ](https://www.expedia.ca/Hertz-Car-Rentals-In-East-Hampton.d6069886-c40.Car-Rental-Guide-Suppliers)

- [Bridgehampton Vacation Rentals ](https://www.expedia.ca/Bridgehampton-Vacation-Rentals.d6130684.Travel-Guide-VacationRentals)
- [Hamptons Vacation Rentals ](https://www.expedia.ca/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)

- [Things to do in Bridgehampton ](https://www.expedia.ca/Things-To-Do-In-Bridgehampton.d6130684.Travel-Guide-Activities)
- [Things to do in Hamptons ](https://www.expedia.ca/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities)

\* 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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