Sag Harbor Holidays

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Top Flight + Hotel Deals in Sag Harbor

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was €2,115, price is now €1,424 per person
€1,424
per person
18 Jan - 23 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was €4,242, price is now €2,417 per person
€2,417
per person
18 Jan - 23 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on 6 Nov 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was €4,005, price is now €2,635 per person
€2,635
per person
26 Dec - 31 Dec
found 15 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,435 reviews)

The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was €2,981, price is now €1,980 per person
€1,980
per person
26 Dec - 31 Dec
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (275 reviews)

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was €2,290, price is now €1,653 per person
€1,653
per person
26 Dec - 30 Dec
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (4,191 reviews)
Very clean, staff was great and everything is nearby. No need for long rides, everything is close by. I will book again

Reviewed on 12 Nov 2026

Sag Harbour Beach Holiday

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

Top hotels in Sag Harbor

Faraway Sag Harbor

Faraway Sag Harbor

4 out of 5
31 West Water Street Sag Harbor NY
The price is €349 per night from 6 Dec to 7 Dec
€349
6 Dec - 7 Dec
includes taxes & fees
9/10 Wonderful! (321 reviews)
"Clean room. AC was not working well and noisy. Overall very good"

Reviewed on 9 Nov 2026

Faraway Sag Harbor
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
The price is €224 per night from 16 Nov to 17 Nov
€224
16 Nov - 17 Nov
includes taxes & fees
9.4/10 Exceptional! (689 reviews)
"The Hotel was just about empty and I thought they could have given us a room with an water view."

Reviewed on 10 Nov 2026

Sag Harbor Inn
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is €451 per night from 24 Nov to 25 Nov
€451
24 Nov - 25 Nov
includes taxes & fees
Gurney's Montauk Resort & Seawater Spa
See all 4,464 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.

Stay near popular Sag Harbor attractions

A bird perched on a hand holding seeds.
Photo by M L
Open Photo by M L

Elizabeth A. Morton National Wildlife Refuge

7.4/10 (6 reviews)
This wildlife sanctuary invites visitors to hand-feed chickadees along its serene woodland trail. Explore pristine beaches and salt marshes where migratory birds and deer roam freely year-round.
See properties

What to do in Sag Harbor

Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

€1,166
per traveller
The Hamptons and Long Island Wineries Private Tour
Fishing Boat Montauk Harbor

Hamptons Private Day Trip from New York City

€1,166
per traveller
Hamptons Private Day Trip from New York City
Private Vacation Photoshoot with Photographer The Hamptons

Private Vacation Photoshoot with Photographer The Hamptons

€245
per adult
Private Vacation Photoshoot with Photographer The Hamptons
See all activities in Sag Harbor

Frequently asked questions

How much does a Sag Harbour holiday package cost?
You can grab a holiday package to this popular destination from €1,424 on Expedia. But how much your holiday to Sag Harbour costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Sag Harbour?
The off-season is the best time to head to Sag Harbour if you're on a budget. Another tip for scoring cheap Sag Harbour holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Sag Harbour?
For your Sag Harbour holiday, a few days will be enough to explore all the highlights. Make sure to check out Sag Harbour 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 Harbour.
Is it worth booking a holiday package to Sag Harbour?
Well known for its views, culture and history, a Sag Harbour holiday 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 Harbour package deals?
Start your search for a Sag Harbour 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 Harbour 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 Harbour escape underway.
Is it cheaper to book a Sag Harbour holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and stays individually. Better still, you can customise your Sag Harbour 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 holiday package to Sag Harbour?
If you're considering a spur-of-the-moment Sag Harbour 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 Harbour?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Sag Harbour.
  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 Harbour.
  3. Decide how long to go away for: Now that you know more about Sag Harbour, you can work out the ideal length of your holiday. 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 Harbour holiday 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.