Sag Harbor Holidays from £861

Book a Hotel + Flight or Car together to unlock savings

Your Sag Harbour Holiday

Say farewell to planning hassles and hello to a Sag Harbour holiday package. With everything organised 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 Harbour Marine Park and LongHouse Reserve are just a few of the sights you'll want to explore during your trip to Sag Harbour. Don't delay exploring this city any longer. The perfect Sag Harbour holiday is just a few clicks away with Expedia.

Top Sag Harbor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
Save 100% on your flight
£861
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,268 reviews)
5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
Save 100% on your flight
£2,972
per person
1 Nov - 5 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to New York (JFK)
8.4/10 Very good! (5 reviews)
Radio Hotel

Radio Hotel

Manhattan
Save 100% on your flight
£1,411
per person
19 Sept - 26 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
8.6/10 Excellent! (2,493 reviews)
This is a very bright and cheerful hotel to say at. It’s not at all like the usual hotels, and the property was very clean. The staff were friendly and helpful.

Reviewed on 19 Aug 2026

1 Hotel Central Park

1 Hotel Central Park

Manhattan
Save 100% on your flight
£1,644
per person
6 Nov - 11 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
I would not stay here again but the food was very good and shower water pressure was awesome. Room set up was not convenient, lights were confusing, room did not cool properly, floors creaked, terrible view from window, TV and remote were slow, and staff was helpful.

Reviewed on 18 Aug 2026

San Carlos Hotel

San Carlos Hotel

Manhattan
Save 100% on your flight
£1,168
per person
8 Nov - 14 Nov
found 7 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (1,832 reviews)
Second time there, as good as the first time. The location is great

Reviewed on 19 Aug 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 2 miles from the downtown area, and live out your holiday fantasies without hurting your budget.

Sag Harbour Essential Information

Language
English
Currency
U.S dollars
Population
2,300
Max Temp Winter
4ºC
Max Temp Summer
24ºC
Top Sights
Coopers Beach, East Hampton Main Beach and Wolffer Estates Vineyard

Top hotels in Sag Harbor

Faraway Sag Harbor

Faraway Sag Harbor

31 West Water Street Sag Harbor NY
£627
15 Sept - 16 Sept
includes taxes & fees
9/10 Wonderful! (302 reviews)
"Great vibe and decor. Super Cozy and elegant. Best Hamptons stay! Can’t wait to come back next year."

Reviewed on 13 Aug 2026

Faraway Sag Harbor
Sag Harbor Inn

Sag Harbor Inn

45 West Water Street Sag Harbor NY
£321
13 Sept - 14 Sept
includes taxes & fees
Sag Harbor Inn
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
£81
10 Sept - 11 Sept
includes taxes & fees
8/10 Very good! (1,011 reviews)
"Clean and comfortable room. Very dated furniture."

Reviewed on 19 Aug 2026

Pier Blue Inn Old Saybrook - Essex
See all 4,643 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

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.
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A white building with multiple windows and a balcony.

Old Whaler's Church

8.8/10 (3 reviews)
Visit a historic church to meet local community members and learn about the whaling past of this Long Island village.
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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.
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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.
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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.
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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.
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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.
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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.
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What to do in Sag Harbor

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

£112
per adult
Sunday Brunch Sail in Greenport
great fun with friends

Full Day Private Long Island Wine Tours from New York City

£142
per adult
Full Day Private Long Island Wine Tours from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

£976
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Sag Harbor

Frequently asked questions

Why should I book my Sag Harbour holiday with Expedia?
With great-value airfares, accommodation and car hire choices all in one convenient place, Expedia makes booking your Sag Harbour holiday hassle-free. Plus, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Choose from fantastic escapes, add flights and/or a hire car (and maybe even some exciting tours and activities!) and land incredible prices. Need to change plans? Expedia offers a flexible cancellation policy for many bookings. To find out more, make your way to our Customer Service Portal link.
When is the best time of year to holiday in Sag Harbour?
To experience the atmosphere of peak season, pack your bags for March, April and May. January, July and August are typically quieter and a smart idea if you want to get away from the crowds. To give you an idea of the type of weather to expect, the average temperature during the day in January, the coolest month in Sag Harbour, is 1ºC. The warmest time here is August, when temperatures reach around 23ºC.
What are the top hotels for my holiday in Sag Harbour?
Many people opt to stay at Paddle board? Beach Sunsets? Fine dining? Vineyards? This is the ideal getaway. in Bay Point. If this is your first trip to Sag Harbour, you can expect a warm welcome here.
How do I get a cheap holiday to Sag Harbour?
If you love getting a great deal, combine your bookings into a Sag Harbour holiday. Whether you're chasing flights, hotels, hire cars or tours, you can browse and book them all in one place. You'll have ample choice at your fingertips as well. Expedia has over 400 airlines and 321,000 hotel options throughout the world to select from. Fly with who you want, stay where you like and save precious money — now that's the ideal escape! Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Sag Harbour holiday?
Offering top attractions such as Wolffer Estates Vineyard and East Hampton Main Beach, a holiday in Sag Harbour is packed with fun things to see and do. Duck Walk Vineyards and Sag Harbour Marine Park are a couple of other sights worth exploring.
Do I need a visa for my Sag Harbour holiday?
Check the latest rules on official government websites. Your nationality and whether you're travelling for work or pleasure will determine if you'll need a visa for Sag Harbour. Familiarise yourself with the application process, including the required documentation, turnaround times and fees. Start your application well in advance to allow sufficient processing time. Some visas can take many weeks or even months to obtain, depending on the country.
What should I wear on my Sag Harbour holiday?
Though everyone's style varies, it can be helpful to have some guidelines for what to wear during your holiday in Sag Harbour. Consider looking up style blogs before you leave to get inspiration for local fashion trends.
What does an Expedia Sag Harbour holiday include?
Select from any combination of hotels, flights and hire cars. Once you've made your booking, add the fun stuff like experiences and tours. Want to pick your fare class? That's possible too. The choice is yours when it comes to organising your ideal Sag Harbour trip. Explore a large range of property types and select one that fits your group size. The most popular holiday rentals here are private holiday homes and cottages. With Expedia, you can easily tailor your Sag Harbour escape however you want.
Does Expedia offer Book Now, Pay Later Sag Harbour holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip easier on your hip pocket. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that falls within your budget. Check out these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
  • No-deposit holidays: Hitting the "book now" button is much easier with this option. With no deposit required for your holiday, you can Book Now, Pay Later and start packing your suitcase.
Can I choose my airline with a Sag Harbour Expedia holiday?
Yes, you're in control. We have access to over 400 partner airlines throughout the world, so you can tailor your Sag Harbour holiday according to your travel preferences.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.