Sag Harbor Vacations

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Find the Best Sag Harbor Vacation Packages

Sag Harbor Hotel Deals

Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
The price is ₩584,777 per night from Sep 4 to Sep 5
₩584,777
₩734,913 total
Sep 4 - Sep 5
includes taxes & fees
9/10 Wonderful! (276 reviews)
"We treated ourselves to room service one rainy night and it was great. The housekeeping staff was attentive and professional, one young woman offered to help get my bag upstairs! Super location for my needs of daily Tracy Anderson studio work Lovely spot"

Reviewed on Jul 29, 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 ₩448,870 per night from Sep 7 to Sep 8
₩448,870
₩512,834 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (538 reviews)
"Super tranquilo y lindo"

Reviewed on Aug 2, 2025

Sag Harbor Inn
Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is ₩145,883 per night from Aug 10 to Aug 11
₩145,883
₩166,671 total
Aug 10 - Aug 11
includes taxes & fees
7/10 Good! (672 reviews)
"Great option for a one night stay in Riverhead."

Reviewed on Aug 4, 2025

Greenview Inn Riverhead
See all 4,672 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.

Discover the most popular places to visit in Sag Harbor

The Style Bar

You can take time to visit The Style Bar during your travels to Sag Harbor. While you're in the area, stroll along the beautiful beaches.

The Style Bar

Frequently asked questions

How much does a Sag Harbor vacation package cost?
You can grab a vacation package to this popular destination 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?
The off-season is the best time to head to Sag Harbor if you're on a budget. Another tip for scoring cheap Sag Harbor vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Sag Harbor?
For your Sag Harbor vacation, a few days will be enough to explore all the highlights. Make sure to check out Sag Harbor 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 Harbor.
Is it worth booking a vacation package to Sag Harbor?
Well known for its views, culture and history, a Sag Harbor vacation 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 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. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Sag Harbor.
  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 Harbor.
  3. Decide how long to go away for: Now that you know more about Sag Harbor, you can work out the ideal length of your vacation. 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 Harbor vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.