Sag Harbor Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Sag Harbor

Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is 9.638.280 ₫ per night from 13 Jul to 14 Jul
9.638.280 ₫
12.112.954 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (255 reviews)
"The property is beautiful and conveniently located. Staff are kind, polite and helpful. Cleanliness mostly was fine. The shower floor is a concrete looking stone which is hard to see if it's cleaned and there was hair still on the drain."

Reviewed on 21 Jun 2025

Baron's Cove
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
The price is 10.959.900 ₫ per night from 2 Jul to 3 Jul
10.959.900 ₫
12.521.685 ₫ total
2 Jul - 3 Jul
includes taxes & fees
9.4/10 Exceptional! (526 reviews)
"Great hotel. Clean and comfortable with doors opening to a terrace with pool view. Breakfast was good and staff were friendly. Walk to town"

Reviewed on 10 Jun 2025

Sag Harbor Inn
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
8.4/10 Very Good! (999 reviews)
"Loved the cleanliness, views, and amenities"

Reviewed on 25 Jun 2025

Montauk Yacht Club
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.

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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