New Suffolk Vacation Packages

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Your New Suffolk Vacation

The easiest way to experience this city is with a custom-made New Suffolk vacation package. Base yourself in the neighborhood of Village of Southampton, which is good for history, coastal beaches and culture or choose someplace else — our package deals are all about you. Macari Vineyards, Raphael Winery and Pindar Vineyards are just a few of the attractions you'll want to see during your trip to New Suffolk. Don't put off visiting this destination any longer. The ultimate New Suffolk vacation is a few clicks away with Expedia.

Top New Suffolk Vacation Deals

Price found within the past 48 hours. Click for updated prices.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was CA $814, price is now CA $678 per person
CA $678
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.2/10 Wonderful! (2,191 reviews)
Easy check-in and helpful staff. Only there over night as family member in Yale Hospital. Paring easy as was check out. Needs more charging ports.

Reviewed on Jul 3, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was CA $1,373, price is now CA $1,112 per person
CA $1,112
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Price was CA $942, price is now CA $806 per person
CA $806
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
2/10 (1 review)
Was unable to enter the unit as the key was not available in the Lockbox. Landing (the rental company) was unable to locate the key, which was apparently with the cleaning staff, who were unavailable. We ended up having to rent another property for our visit.

Reviewed on Jun 2, 2026

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $802, price is now CA $690 per person
CA $690
per person
Aug 28 - Aug 30
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very good! (1,001 reviews)
While the staff were very friendly and helpful. The property itself was like strolling back into 1980. It was not at all what I was expecting to find upon my arrival. Things were clean enough, but very outdated. I will say that the bed was actually very comfortable. The impression I gathered from the website was that of abotuque bed and breakfast, which was not at all the case.

Reviewed on Jul 3, 2026

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was CA $858, price is now CA $740 per person
CA $740
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
8.6/10 Excellent! (1,316 reviews)
It was smell in the bathroom

Reviewed on Jul 4, 2026

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New Suffolk Hotel Deals

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is CA $740 per night from Aug 3 to Aug 4
CA $740
CA $967 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very good! (661 reviews)
"Amazing views Rooms were just right People were pleasant BEach chairs and towels readily available Otherwise had a great time Service at the restaurant very slow"

Reviewed on Jul 2, 2026

Sound View Greenport
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is CA $652 per night from Jul 19 to Jul 20
CA $652
CA $780 total
Jul 19 - Jul 20
includes taxes & fees
9.6/10 Exceptional! (541 reviews)
"Great place to stay. I enjoyed it very much. Clean and friendly staff"

Reviewed on Jun 30, 2026

The Bentley Hotel Southampton
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
The price is CA $383 per night from Jul 20 to Jul 21
CA $383
CA $438 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (342 reviews)
"Wonderful restaurants and nearby shopping"

Reviewed on Jul 3, 2026

Zey Hotel
See all 4,031 properties in New Suffolk
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.
All Inclusive Vacations
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What to do in New Suffolk

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $262
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

CA $1,798
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,798
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in New Suffolk

Frequently asked questions

How much does a New Suffolk vacation package cost?
You can snap up a vacation package to this popular destination from CA $678 on Expedia. However, how much your vacation to New Suffolk costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to New Suffolk?
If you're looking to book a cheap New Suffolk vacation package, consider visiting in January, February and March. You'll generally find better prices on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for New Suffolk?
With a well-organized schedule, you can easily tick off the main New Suffolk attractions in a handful of days. But if you want to discover hidden gems or go on day trips, consider booking your New Suffolk vacation for longer.
How to find the best New Suffolk package deals?
Begin your search for a New Suffolk package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal New Suffolk package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your New Suffolk adventure underway.
Is it cheaper to book a New Suffolk vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still have the flexibility to create a personalized New Suffolk vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to New Suffolk?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment New Suffolk trip.
How to plan a trip to New Suffolk?

  1. Pick your dates: What you plan to do in New Suffolk and your preferred season will help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to airfares and activities. Your accommodations will likely be the biggest expense during your trip to New Suffolk.
  3. Work out your trip length: Consider how much time you want to spend exploring New Suffolk. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored New Suffolk vacation package.

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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.