Sag Harbor Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
Aug. 2 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,000 reviews)
Amazing hotel love the room and the staff

Reviewed on May 28, 2024

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 11 - Aug. 15
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
8.8/10 Excellent! (2,398 reviews)
Great room, great service

Reviewed on May 28, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 1 - Aug. 6
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (540 reviews)
the incredible location I had a wonderful experience, want to come back

Reviewed on May 28, 2024

The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jul. 22 - Jul. 29
found 6 hours ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
8.6/10 Excellent! (1,001 reviews)
Spacious rooms. Hotel is renovating a floor at the time. We got a renovated room

Reviewed on May 27, 2024

Library Hotel by Library Hotel Collection

Library Hotel by Library Hotel Collection

4 out of 5
Manhattan
Save 100% on your flight
per person
Jul. 22 - Jul. 29
found 6 hours ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
9.6/10 Exceptional! (1,004 reviews)
Books in each room according to the Dewey Decimal System

Reviewed on May 12, 2024

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.

Sag Harbor Hotel Deals

Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is CA $402 per night from Jun. 2 to Jun. 3
CA $402
CA $459 total
includes taxes & fees
Jun 2 - Jun 3
9.4/10 Exceptional! (427 reviews)
Nice location
"From check in to check out it was great. At the breakfast, they regularly replenish and clean up tables. The housekeeping staff is very pleasant and do a good job with Turning over the rooms. The location is at the end if the street and faces the harbor, so it isn’t noisy, but close Accra to the ..."

Reviewed on May 23, 2024

Sag Harbor Inn
Baron's Cove
Baron's Cove
3.5 out of 5
31 West Water Street, Sag Harbor, NY
The price is CA $449 per night from Jun. 3 to Jun. 4
CA $449
CA $564 total
includes taxes & fees
Jun 3 - Jun 4
9/10 Wonderful! (134 reviews)
"We loved everything about our stay - the location, the cleanliness, the service, Kristen at the front desk :-), the food (we had breakfast and brunch at the hotel during our two days there) - can't wait to go back to Baron's Cove!!!!"

Reviewed on Apr. 30, 2024

Baron's Cove
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Sag Harbor
9.4/10 Exceptional! (36 reviews)
Cozy and warm during Tropical Storm
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."

Reviewed on Sep. 26, 2023

Get rates
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
See all 4,753 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 $1,113. 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.

Discover the most popular places to visit in Sag Harbor

Image for Elizabeth A. Morton National Wildlife Refuge

Elizabeth A. Morton National Wildlife Refuge

Explore the great outdoors at Elizabeth A. Morton National Wildlife Refuge, a lovely green space in Noyack. While you're in the area, stroll along the beautiful beaches.

Elizabeth A. Morton National Wildlife Refuge
Image for Sag Harbor Old Burying Ground

Sag Harbor Old Burying Ground

Once neglected but newly rehabilitated, one of the Hamptons’ oldest cemeteries holds the grave of Revolutionary War soldiers and once even served as a battleground.

Sag Harbor Old Burying Ground
Image for Old Whaler's Church

Old Whaler's Church

Visit a historic church to meet local community members and learn about the whaling past of this Long Island village.

Old Whaler's Church

What to do in Sag Harbor

Image for Private Hamptons Tour with Outlet Center Shopping

Private Hamptons Tour with Outlet Center Shopping

CA $1,623
Per adult
Private Hamptons Tour with Outlet Center Shopping
See all activities in Sag Harbor

Other vacations you might like

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