Sag Harbor Vacations from $280

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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.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $506, price is now $280 per person
$280
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.2/10 Good! (1,587 reviews)
Basic room, great location

Reviewed on Oct 22, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,118, price is now $593 per person
$593
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,359 reviews)
Great location right in Times Square, a little sketchy in some of the third party operations

Reviewed on Oct 22, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Save 100% on your flight
Price was $1,457, price is now $792 per person
$792
per person
Dec 30 - Jan 4
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,546 reviews)
Great property and with an excellent view. Loved it

Reviewed on Oct 22, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $909, price is now $510 per person
$510
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
The room and grounds were very good

Reviewed on Sep 30, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,079, price is now $1,217 per person
$1,217
per person
Dec 22 - Dec 26
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,012 reviews)
Nice hotel , needs a bit of tender love and care !

Reviewed on Oct 14, 2025

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See all available trips from Columbus to Sag Harbor
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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

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
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
$209 nightly
The price is $239 total per night from Nov 2 to Nov 3
$239 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (557 reviews)
Love this place and we’ll be back!

Reviewed on Sep 23, 2025

Sag Harbor Inn
Faraway Sag Harbor

Faraway Sag Harbor

4 out of 5
31 West Water Street, Sag Harbor, NY
8.8/10 Excellent! (291 reviews)
Parking was free and really easy. Great proximity to the main street of town—you can easily walk, but it's not too close where it gets loud at night. The front staff and cleaning team were all lovely and super helpful. We loved the coffee bar in the mornings.

Reviewed on Oct 1, 2025

Get rates
Faraway Sag Harbor
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
$83 nightly
The price is $96 total per night from Oct 27 to Oct 28
$96 total
Oct 27 - Oct 28
Total with taxes and fees
7.8/10 Good! (1,014 reviews)
We had a quick stop in the area and picked this hotel. We weee pleasantly surprised! It’s rare to find a small private hotel maintained like a corporate hotel. This is a good one.

Reviewed on Oct 13, 2025

Pier Blue Inn Old Saybrook - Essex
See all 4,641 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 $280 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.