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.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €1,294, price is now €796 per person
€796
per person
10 Sept - 14 Sept
found 1 day ago
Return flight included
Shannon (SNN) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
My comforter was stained and so was the window shade. The shower faucet was broken. An item was stolen from my room and when I reported it to the manager, he told me it was “Not his problem”

Reviewed on 17 Jul 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,693, price is now €1,568 per person
€1,568
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,130 reviews)
Unfortunately, the elevators did not work during our stay. Out of five elevators only two worked. The breakfast buffet was very good, well staffed and had a lot of variety.

Reviewed on 17 Jul 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,568, price is now €1,507 per person
€1,507
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,746 reviews)
There were issues with the elevators. Every time they stopped on our floor they were completely full. After waiting for 20 minutes we finally took the elevator going up just so we can go down.

Reviewed on 17 Jul 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Save 100% on your flight
Price was €2,062, price is now €1,272 per person
€1,272
per person
1 Sept - 8 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Fantastic location. Very helpful staff. We had a mobility scooter with us, and staff were great at helping us with the other door( not main one as it had a few steps). Great place to store scooter. We had an ADA accessible room and bathroom, both were a good size, with plenty of handrails and supports. Would highly recommend and will definitely be staying there again.

Reviewed on 17 Jul 2026

Roxy Hotel New York

Roxy Hotel New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was €3,061, price is now €1,970 per person
€1,970
per person
20 Sept - 26 Sept
found 6 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (1,586 reviews)

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

Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
The price is €468 per night from 20 Jul to 21 Jul
€468
20 Jul - 21 Jul
includes taxes & fees
9.4/10 Exceptional! (644 reviews)
"The best experience I had with my family!"

Reviewed on 15 Jul 2026

Sag Harbor Inn
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is €92 per night from 19 Jul to 20 Jul
€92
19 Jul - 20 Jul
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
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 €1,228 per night from 17 Aug to 18 Aug
€1,228
17 Aug - 18 Aug
includes taxes & fees
Gurney's Montauk Resort & Seawater Spa
See all 4,642 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

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

Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

€1,129
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

€1,119
per traveller
The Hamptons and Long Island Wineries Private Tour
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 €796 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.

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