Sag Harbor Vacations from $1,371

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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.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was $2,580, price is now $1,371 per person
$1,371
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
Great hotel and room, which was bigger than I expected. Only criticism is the taxi service they booked us a ride to JFK with was awful - taxi driver didn't speak English, drove over the speed limit, down the hard shoulder and used his hand out of the window to indicate

Reviewed on Jul 14, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $6,327, price is now $3,447 per person
$3,447
per person
Sep 24 - Sep 30
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Love all the plants that were included in the decor. Top notch quality.

Reviewed on Jul 14, 2026

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $2,451, price is now $1,395 per person
$1,395
per person
Sep 22 - Sep 29
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.4/10 Very Good! (659 reviews)
Location was the best. Enjoyed using the pool. View from the room of the Long Island sound was incredible. We had dinner at Haylard restaurant. On the premises and it was delicious.

Reviewed on Jul 14, 2026

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
Price was $2,826, price is now $1,610 per person
$1,610
per person
Sep 22 - Sep 29
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.8/10 Excellent! (618 reviews)
Absolutely perfect stay at the Harbor Front. The staff are all absolute gems! One of the front desk people even waited for us with towels when we got caught in a massive sudden summer storm! Pool was also excellent, and we were able to spend time at the sister property, Soundview. All in all a wonderful stay, we will be back!

Reviewed on Jul 11, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Save 100% on your flight
Price was $2,424, price is now $1,420 per person
$1,420
per person
Aug 20 - Aug 23
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
6/10 (2 reviews)
Wrong address no instructions

Reviewed on Jun 18, 2026

Don't see what you're looking for?
See all available trips from Columbus to Sag Harbor
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Stay near popular Sag Harbor attractions

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.
See properties

What to do in Sag Harbor

great fun with friends

Full Day Private Long Island Wine Tours from New York City

$189
per adult
Full Day Private Long Island Wine Tours from New York City
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

$1,299
per traveler
100% of travellers recommend
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

$1,299
per traveler
The Hamptons and Long Island Wineries Private Tour
See all activities in Sag Harbor

Sag Harbor Hotel Deals

Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
$469 nightly
The price is $536 total per night from Jul 20 to Jul 21
$536 total
Jul 20 - Jul 21
Total with taxes and fees
9.4/10 Exceptional! (642 reviews)
"Just a couple of things, TVs need to be bigger and more modern. A free golf cart shuttle to town would be a good idea."

Reviewed on Jul 4, 2026

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
$89 nightly
The price is $102 total per night from Jul 16 to Jul 17
$102 total
Jul 16 - Jul 17
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
"Still the same wonderful little place as the last time I stayed here!"

Reviewed on Jul 11, 2026

Pier Blue Inn Old Saybrook - Essex
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$1,203 nightly
The price is $1,374 total per night from Jul 21 to Jul 22
$1,374 total
Jul 21 - Jul 22
Total with taxes and fees
8.4/10 Very Good! (825 reviews)
"-"

Reviewed on Jul 10, 2026

Gurney's Montauk Resort & Seawater Spa
See all 4,653 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.

Find the Best Sag Harbor Vacation Packages

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.

Sag Harbor Essential Information

Language
English
Currency
U.S dollars
Population
2,300
Max Temp Winter
40ºF
Max Temp Summer
75ºF
Top Sights
Coopers Beach, Wolffer Estates Vineyard and East Hampton Main Beach

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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 $1,371 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.

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.