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 Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Mar. 24 - Mar. 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (2,960 reviews)
Enjoyed, limited trains close by. Walked everywhere

Reviewed on Jan. 21, 2025

The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Mar. 14 - Mar. 16
found 2 days ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,001 reviews)
Beautiful hotel/ love the balcony/ friendly staff

Reviewed on Jan. 20, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Apr. 17 - Apr. 20
found 16 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
8.8/10 Excellent! (2,195 reviews)
The property was close to many dining options and store options and a small walk to other major shopping areas.

Reviewed on Jan. 21, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Mar. 13 - Mar. 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (1,085 reviews)
Great place for a weekend girls trip.

Reviewed on Jan. 21, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
Mar. 13 - Mar. 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
I am truly obsessed with this hotel. I stay at a 1 hotel as often as I can. We stayed here last year and for some stupid reason I thought this year I would try somewhere else. I got to the other place and immediately anted to come back to 1. So we cancelled our res there and came to 1 Hotel. I will never stray again, it's so beautiful and clean and cozy and smells amazing and Jams is amazing and it's my favorite hotel on earth.

Reviewed on Jan. 13, 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?

 

Choose your dates

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 $270 per night from Feb. 18 to Feb. 19
CA $270
CA $339 total
includes taxes & fees
Feb 18 - Feb 19
9/10 Wonderful! (208 reviews)
"one night for our anniversary. it was nice. the place is cozy. the room was comfortable."

Reviewed on Jan. 5, 2025

Baron's Cove
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
9.4/10 Exceptional! (497 reviews)
"It was only a 10 minute walk to Main Street."

Reviewed on Jan. 11, 2025

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Sag Harbor Inn
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jan. 26 to Jan. 27
CA $178
CA $203 total
includes taxes & fees
Jan 26 - Jan 27
9/10 Wonderful! (1,003 reviews)
"Just Great!"

Reviewed on Jan. 8, 2025

Hyatt Place Long Island East End
See all 4,580 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Sag Harbor vacation package cost?
You can grab a vacation package to this popular destination from CA $1,053 on Expedia. But how much your vacation to Sag Harbor costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Sag Harbor?
The off-season is the best time to head to Sag Harbor if you’re on a budget. Another tip for scoring cheap Sag Harbor vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Sag Harbor?
For your Sag Harbor vacation, a few days will be enough to explore all the highlights. Make sure to check out Sag Harbor Whaling and Historical Museum — it’s one of the leading attractions in this destination. If you want more adventure, think about basing yourself here and going on some tours from Sag Harbor.
Is it worth booking a vacation package to Sag Harbor?
Well known for its views, culture and history, a Sag Harbor vacation is a hit with all kinds of visitors. Be sure to check out main sights like Bay Street Theatre and Mashashimuet Park, and consider renting some wheels for day trips to experience even more.
How to find the best Sag Harbor package deals?
Start your search for a Sag Harbor package deal by entering your preferred travel dates and destination under our “Packages” tab. Then add some filters, like “Property type” and “Popular locations,” to tailor the results to your exact style. You can also sort by “Package discount” and discover offers that come with huge savings. If you don’t find the perfect Sag Harbor package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Sag Harbor escape underway.
Is it cheaper to book a Sag Harbor vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can customize your Sag Harbor trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Sag Harbor?
If you’re considering a spur-of-the-moment Sag Harbor getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Sag Harbor?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Sag Harbor.
  2. Budget wisely: Besides the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could arise during your trip to Sag Harbor.
  3. Decide how long to go away for: Now that you know more about Sag Harbor, you can work out the ideal length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that’s left is to pick a Sag Harbor vacation package that brings all your bookings together.

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

East Hampton Shops

Hamptons Private Day Trip from New York City

CA $1,868
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 $1,871
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Sag Harbor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.