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 Frederick Hotel

The Frederick Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Jan. 9 - Jan. 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (999 reviews)
It was a great hotel with an old timey New York feel. I will definitely stay there again!

Reviewed on Nov. 18, 2024

The William Vale

The William Vale

5 out of 5
per person
Jan. 9 - Jan. 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,000 reviews)
Clean and really nice

Reviewed on Nov. 15, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jan. 9 - Jan. 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
It was such a nice experience!

Reviewed on Nov. 16, 2024

Heart of New York Suites

Heart of New York Suites

2 out of 5
Manhattan
Save 100% on your flight
per person
Dec. 23 - Dec. 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
No reviews
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jan. 8 - Jan. 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Very convenient to everything and in a safe area across from Central Park

Reviewed on Nov. 21, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

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.

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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 $236 per night from Dec. 5 to Dec. 6
CA $236
CA $296 total
includes taxes & fees
Dec 5 - Dec 6
8.8/10 Excellent! (196 reviews)
"Beautiful and serene location and accommodations."

Reviewed on Nov. 17, 2024

Baron's Cove
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is CA $292 per night from Dec. 1 to Dec. 2
CA $292
CA $333 total
includes taxes & fees
Dec 1 - Dec 2
9.4/10 Exceptional! (489 reviews)
"Oversized room, gorgeous view, close to the village, but quiet. Fantastic service. Special thanks to Ian at the front desk."

Reviewed on Nov. 20, 2024

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 refundableReserve now, pay when you stay
The price is CA $87 per night from Nov. 24 to Nov. 25
CA $87
CA $101 total
includes taxes & fees
Nov 24 - Nov 25
7.6/10 Good! (892 reviews)
"Everything was satisfactory"

Reviewed on Nov. 15, 2024

Pier Blue Inn Old Saybrook - Essex
See all 4,602 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?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Sag Harbor from just CA $1,095. And the more you bundle, the more dollars you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to Sag Harbor?
Booking a Sag Harbor vacation package with Expedia is a simple way to save. We have more than 550 partner airlines and 1,000,000 hotels around the globe. With such an amazing range to select from, you’ll have no issues pulling together your perfect adventure.
What are the top hotels in Sag Harbor?
One of the most popular places to stay in Sag Harbor is Sabbatical A Private Guest Cottage In Sag Harbor, in the Bay Point area. Wander the city by day and then relax in this comfortable hotel once the sun has set.
How far in advance should I book my Sag Harbor vacation?
It can be tricky to know exactly when is the ideal time to book your vacation to Sag Harbor. But usually the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels nearly a year prior to departure. If you’re hoping for a last-minute getaway, no need to worry! There are terrific deals announced on Expedia every day.
What does an Expedia Sag Harbor travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your perfect Sag Harbor trip. You can also add on fun stuff like activities and experiences once you’ve made your booking. You’re in control! When you bundle your bookings with Expedia, you’ll get discounts you won’t find anywhere else.
What should I know before booking a Sag Harbor travel package?
Design deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we’ve got all of them. You’ll save a tidy sum just by bundling your bookings. Whether you’re going on a snow and ski adventure or drinking cocktails on a beach, your perfect getaway is only clicks away.
Can I choose my airline with a Sag Harbor Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you definitely can. Just pick your preferred air carrier and put together the perfect Sag Harbor escape.
If I'm not able to travel, can I cancel my Sag Harbor vacation package?
We totally get it — the universe can throw the odd curveball. If you’ve locked in a Sag Harbor vacation package and need to cancel or change it, we can help. It’s always worth browsing our Customer Service Portal first for information. But in general, if you’ve booked your package within 24 hours, you may be able to cancel or change your itinerary for free. If it’s more than 24 hours, your hotel, airline or car rental company may impose a fee.

What to do in Sag Harbor

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

CA $250
Per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
East Hampton Shops

Hamptons Private Day Trip from New York City

CA $1,812
Per adult
Hamptons Private Day Trip from New York City
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.