Sag Harbor Holidays

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Sag Harbor Holiday

Our pick of the best 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 NZ$1,001 per night from 9 Aug to 10 Aug
NZ$1,001
9 Aug - 10 Aug
includes taxes & 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 4 July 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
The price is NZ$181 per night from 22 July to 23 July
NZ$181
22 July - 23 July
includes taxes & fees
8/10 Very good! (1,000 reviews)
"Still the same wonderful little place as the last time I stayed here!"

Reviewed on 11 July 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
The price is NZ$2,568 per night from 10 Aug to 11 Aug
NZ$2,568
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very good! (825 reviews)
"-"

Reviewed on 10 July 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.

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

NZ$333
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

NZ$2,289
per traveller
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

NZ$2,289
per traveller
The Hamptons and Long Island Wineries Private Tour
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.