Sag Harbor Vacations from $576

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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.

The Latest Sag Harbor vacation packages

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea

Outsite Chelsea

2 out of 5
Manhattan
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (8 reviews)
The place and amenities were really nice. The only bad thing was the bathroom got nasty really quick so for me the shared bathrooms won’t work. But they do have private bathroom rooms. Other than the dirty bathrooms not getting cleaned enough everything was great, location and space.

Reviewed on Jun 25, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (544 reviews)
We stayed here for an overnight for a girls trip with my 8yr old daughter, we had the best time. We will be back!

Reviewed on Jul 30, 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.8/10 Good! (1,511 reviews)
It was a great experience and I am happy I made the choice of Dream Downtown by Hyatt. Hope to comeback soon.

Reviewed on Aug 3, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
This place was amazing, from the bartender Josh to Seiki and Selina, and also JD the concierge, I know I’m leaving people out but the entire staff made our stay perfection, it was first class all the way and I would never stay anywhere else when we go back, just truly a first rate experience

Reviewed on Aug 3, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Oct 11 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,398 reviews)
Good area, room and view was solid. As previous reviews have mentioned, escalators are an annoyance in the morning. Waited probably 10-15 min before the ability to leave the facility. Other than that, convenient location, clean and very nice staff.

Reviewed on Aug 3, 2025

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Discover the most popular places to visit in Sag Harbor

Sag Harbor Old Burying Ground showing a cemetery

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
Incredible experience, lovely mile and a half walk down a path that leads to the beach. Make sure to bring some black sunflower seeds to feed the birds and chipmunks. I’ve had woodpeckers, black capped chickadees and titmouse feed right out of my hand. There’s a nearby pizza restaurant to stop and grab a bite, Cappellini’s.

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
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

Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

$139
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

$148
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
East Hampton Shops

Hamptons Private Day Trip from New York City

$1,299
per traveler
Hamptons Private Day Trip from New York City
See all activities in Sag Harbor

Sag Harbor Hotel Deals

Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
$464 nightly
The price is $530 total per night from Sep 4 to Sep 5
$530 total
Sep 4 - Sep 5
Total includes taxes and fees
9/10 Wonderful! (275 reviews)
"We treated ourselves to room service one rainy night and it was great. The housekeeping staff was attentive and professional, one young woman offered to help get my bag upstairs! Super location for my needs of daily Tracy Anderson studio work Lovely spot"

Reviewed on Jul 29, 2025

Baron's Cove
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street, Sag Harbor, NY
$449 nightly
The price is $513 total per night from Sep 1 to Sep 2
$513 total
Sep 1 - Sep 2
Total includes taxes and fees
9.4/10 Exceptional! (535 reviews)
"Great place to stay!"

Reviewed on Jul 22, 2025

Sag Harbor Inn
Sag Harbor Suite by the Beach

Sag Harbor Suite by the Beach

Sag Harbor
Great little apartment close to town
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."

Reviewed on Jul 16, 2024

Get rates
Sag Harbor Suite by the Beach
See all 4,672 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.

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 2 miles (4 km) from the downtown area, and live out your vacation fantasies without hurting your budget.

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Frequently asked questions

How much does a Sag Harbor vacation package cost?
You can grab a vacation package to this popular destination from $576 on Expedia. But how much your vacation to Sag Harbor costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Sag Harbor?
January, July and August are great times to search for cheap Sag Harbor vacation packages. Traveling in less busy periods means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Sag Harbor?
With around 2 days, you'll have enough time to visit popular neighborhoods like East Hampton North and Wainscott Woods during your Sag Harbor vacation. Be sure to also add Sag Harbor Whaling and Historical Museum and Havens Beach to your must-do list. Searching for more adventures? Consider venturing outside of Sag Harbor on tours and day trips.
Is it worth booking a vacation package to Sag Harbor?
Sag Harbor has everything you need for a fantastic getaway — views, culture and history are just the start. Whether you want to check out attractions such as Sag Harbor Marine Park and Bay Street Theatre, or venture off the beaten track, you'll have plenty to explore on your Sag Harbor vacation.
How to find the best Sag Harbor package deals?
Start your search for a Sag Harbor 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 Harbor 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 Harbor escape underway.
Is it cheaper to book a Sag Harbor vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can customize your Sag Harbor 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 vacation package to Sag Harbor?
If you're considering a spur-of-the-moment Sag Harbor 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 Harbor?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Sag Harbor.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will likely be the largest expense during your trip to Sag Harbor.
  3. Organize your Sag Harbor getaway with Expedia's trip planning tool: Search for and book hotels and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Sag Harbor together.
  4. Decide how long to go for: Now that you're more familiar with Sag Harbor, you can figure out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to do.
  5. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the perfect Sag Harbor vacation package for you.
  6. Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the best Sag Harbor has to offer. Find all the exciting things to do in Sag Harbor with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Sag Harbor vacation packages?
Jet off on your perfect trip to Sag Harbor with our Book Now, Pay Later vacations. No need to save up or wait for payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.