Sag Harbor Vacation Packages

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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, Sag Harbor Marine Park and LongHouse Reserve 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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
per person
Oct 6 - Oct 9
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul. 18, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
I had a wonderful experience. The staff was exceptionally welcoming and helpful throughout my stay, making the visit even more enjoyable. The views were absolutely stunning and added a special touch to the overall atmosphere. I would highly recommend this place to anyone looking for a memorable and relaxing stay. Great and memorable way to celebrate my wife and I wedding anniversary!

Reviewed on Jul. 28, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (480 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul. 22, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
per person
Oct 21 - Oct 28
found 15 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Facilities mediocre. Location and staff excellent.

Reviewed on Jul. 19, 2025

The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Manhattan
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.2/10 Very Good! (1,310 reviews)
Our stay at The Lexington Autograph was wonderful! The staff were very friendly, welcoming, and accommodating. The beds were comfortable and the hotel was only a short walk away from most attractions.

Reviewed on Jul. 30, 2025

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?

 

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Sag Harbor Hotel Deals

Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
The price is CA $1,015 per night from Aug 4 to Aug 5
CA $1,015
CA $1,276 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (272 reviews)
"Relaxing pool scene"

Reviewed on Jul. 20, 2025

Baron's Cove
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is CA $595 per night from Aug 3 to Aug 4
CA $595
CA $680 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (535 reviews)
"Great place to stay!"

Reviewed on Jul. 22, 2025

Sag Harbor Inn
Sag Harbor Suite by the Beach

Sag Harbor Suite by the Beach

Sag Harbor
Great little apartment close to town
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."

Reviewed on Jul. 16, 2024

Get rates
Sag Harbor Suite by the Beach
See all 4,764 properties in Sag Harbor
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.
All Inclusive Vacations
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Beach Vacations
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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.

Havens Beach

What to do in Sag Harbor

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

CA $218
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
East Hampton Shops

Hamptons Private Day Trip from New York City

CA $1,778
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,774
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Sag Harbor

Frequently asked questions

How much does a Sag Harbour vacation package cost?
Offering great value package deals from CA $729 on Expedia, you'll be pleasantly surprised at how much a vacation to Sag Harbour costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sag Harbour?
Plan your trip for the off-peak season and you're likely to get cheap Sag Harbour vacation packages. Bear in mind that public holidays and local events and festivals can impact prices, so do some research before booking.
How many days is enough for Sag Harbour?
Allow around 2 days for your Sag Harbour vacation to discover everything that makes this destination special. Explore key neighbourhoods, including East Hampton North and Wainscott Woods. Then head to the top attractions such as Elizabeth A. Morton National Wildlife Refuge and Three Mile Harbour. With a good itinerary, you can keep busy with room for some me-time too. Want to venture beyond Sag Harbour? Consider fitting in a day trip or two.
Is it worth booking a vacation package to Sag Harbour?
Whether you'd like to check out key attractions such as Bay Street Theatre and Mashashimuet Park on your Sag Harbour vacation, or coming for its great views, culture and history, there's something for everyone here. With so many things to do, you'll soon find out why so many families think Sag Harbour is a good vacation destination.
How to find the best Sag Harbour package deals?
Use Expedia's filters to help you find some great Sag Harbour package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Sag Harbour package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Sag Harbour vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Sag Harbour vacation by choosing your favourite accommodation type, airline and car class.
How to plan a trip to Sag Harbour?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Sag Harbour.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to experiences and flights. Your hotel will likely be the biggest expense during your trip to Sag Harbour.
  3. Decide how long to go away for: Now that you're more familiar with Sag Harbour, you can work out the right length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick a Sag Harbour vacation package that brings all your bookings together.

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