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.
Arthouse Hotel New York City
Manhattan
€1,479
per person
27 Nov - 4 Dec
found 17 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (2,197 reviews)
Great location and lounge areas in lobby are amazing. Hotel gym equipment needs servicing.
Reviewed on 15 Sept 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
31 West Water Street Sag Harbor NY
€485
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (307 reviews)
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Reviewed on 13 Sept 2026
Sag Harbor Inn
45 West Water Street Sag Harbor NY
€320
4 Oct - 5 Oct
includes taxes & fees
9.4/10 Exceptional! (665 reviews)
"Very comfortable, all terrific!"
Reviewed on 14 Sept 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
€81
20 Sept - 21 Sept
includes taxes & fees
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
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.
Photo by Lubin Dinnie
Foster Memorial Town Beach
Why not spend a care-free afternoon at Foster Memorial Town Beach during your travels in Noyack? Wander the waterfront and parks while you're in the area.
Noyac Golf Club
6.4/10 (5 reviews)
This exclusive William F. Mitchell design challenges golfers with narrow fairways and strategic greens across rolling parkland. Members enjoy top-tier practice facilities and a traditional golf experience near Noyac Bay.
Havens Beach
8.4/10 (14 reviews)
Sag Harbor's only public beach offers calm bay waters and stunning views of Shelter Island. Families appreciate the playground facilities and gentle swimming conditions perfect for children.
Bay Street Theatre
8.4/10 (15 reviews)
This intimate 299-seat waterfront theatre presents acclaimed plays in charming Sag Harbour. Enjoy high-quality entertainment featuring notable actors against the picturesque backdrop of the Hamptons.
Sag Harbor Whaling and Historical Museum
6.0/10 (3 reviews)
This Neo-Gothic mansion houses artefacts from Sag Harbor's prosperous whaling era. Explore maritime treasures including scrimshaw, period furnishings, and paintings that bring the village's seafaring heritage to life.
Mashashimuet Park
Established in 1908, Mashashimuet Park offers a peaceful retreat with tennis courts, baseball fields, and scenic pond views. Bring a picnic to enjoy on the manicured lawns while watching local community events unfold.
Eastville Heritage House
The Eastville Heritage House preserves the storey of one of America's earliest multicultural working-class communities. Explore exhibitions of African American, Native American, and European immigrant heritage.
What to do in Sag Harbor
The Hamptons and Long Island Wineries Private Tour
€1,123
per traveller
Hamptons Private Day Trip from New York City
€1,123
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Sag Harbour holiday package cost?
You can grab a holiday package to this popular destination from €1,282 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?
- 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.
- 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.
- 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.
- 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.
