Sag Harbor Holidays

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Sag Harbour Beach Holiday

Listen to the sound of waves breaking onto the shore and look out over the sparkling waters during your Sag Harbour holiday. If you're in need of some time out, a trip to Sag Harbour will do wonders. We have plenty of Sag Harbour packages to choose from. Lock in one near Havens Beach, just 3 kilometres from the downtown area, and live out your holiday fantasies without hurting your budget.

Top hotels in Sag Harbor

Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
The price is S$746 per night from 9 Aug to 10 Aug
S$746
9 Aug - 10 Aug
includes taxes & fees
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 S$161 per night from 6 Aug to 7 Aug
S$161
6 Aug - 7 Aug
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Room was clean enough, but in dire need of updating. Poor lighting, heavy on wood details, the bathtub had a large crack right in the middle. Carpet felt like it needed a good professional cleaning. We weren't aware of any "amenities" the property offered, but we only stayed 1 night. Staff was ..."

Reviewed on 4 Aug, 2026

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is S$565 per night from 3 Sept to 4 Sept
S$565
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very good! (678 reviews)
"For the price we paid we felt that the service was very poor. The breakfast had nothing hot to eat. Expedia advertised that every room has access to the balcony which is not true."

Reviewed on 5 Aug, 2026

Sound View Greenport
See all 4,660 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.

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

Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

S$1,674
per traveller
The Hamptons and Long Island Wineries Private Tour
great fun with friends

Full Day Private Long Island Wine Tours from New York City

S$244
per adult
Full Day Private Long Island Wine Tours from New York City
Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

S$192
per adult
Sunday Brunch Sail in Greenport
See all activities in Sag Harbor

Frequently asked questions

How much does a Sag Harbour holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Sag Harbour costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Sag Harbour?
The off-season is the best time to head to Sag Harbour if you're on a budget. Another tip for scoring cheap Sag Harbour holiday packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Sag Harbour?
For your Sag Harbour holiday, a few days will be enough to explore all the highlights. Make sure to check out Sag Harbour Whaling and Historical Museum — it's one of the leading attractions in this destination. If you want more adventure, think about basing yourself here and going on some tours from Sag Harbour.
Is it worth booking a holiday package to Sag Harbour?
Well known for its views, culture and history, a Sag Harbour holiday is a hit with all kinds of visitors. Be sure to check out main sights like Bay Street Theatre and Mashashimuet Park, and consider renting some wheels for day trips to experience even more.
How to find the best Sag Harbour package deals?
Start your search for a Sag Harbour 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 Harbour 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 Harbour escape underway.
Is it cheaper to book a Sag Harbour holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and stays individually. Better still, you can customise your Sag Harbour 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 holiday package to Sag Harbour?
If you're considering a spur-of-the-moment Sag Harbour 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 Harbour?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Sag Harbour.
  2. Budget wisely: Besides the price of your stay, you should factor in other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could arise during your trip to Sag Harbour.
  3. Decide how long to go away for: Now that you know more about Sag Harbour, you can work out the ideal length of your holiday. Create a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Sag Harbour holiday package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.