Northwest Harbor Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Northwest Harbor Vacation

Say farewell to the stress of planning and hello to a Northwest Harbor vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Orient Point, which is great for views, fishing and nature. Fill your days with tours of East Hampton Main Beach, Wolffer Estates Vineyard and Sag Harbor Marine Park, some of the things you shouldn't miss during a trip to Northwest Harbor. Browse Expedia's extensive range of travel options and book your ideal vacation to Northwest Harbor now.

Top Northwest Harbor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
East Norwich Inn

East Norwich Inn

CA $1,166
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,861 reviews)
The room was spacious and clean. Comfortable bed. The bathroom was fully stocked with shampoo, conditioner, shower cap, bath gel, hair dryer.. has coffee maker but not K cup style. Overall it suited our purpose. no microwave, no pool, only 2 floors but no elevator.

Reviewed on Aug 10, 2026

Sound View Greenport

Sound View Greenport

CA $2,043
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (667 reviews)
I stayed in this hotel for one night only. Thank God. We checked in and left to hang out on downtown. Came back at late night and the AC unit made a loud noise every 5 mins . Couldn’t sleep. We were on the last building which is far distance from front desk. try to reach the front desk and the phone didn’t work . Try to call from my cellphone and nobody answered. Turn off the AC and still made noises. Also could hear people upstairs, outside and everything. They Don’t have dark blinds so 6am the room was bright. I never had such a bad night in a hotel ! Never again sound view . So disappointed it!

Reviewed on Aug 10, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
CA $1,715
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,268 reviews)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
CA $1,646
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,841 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $3,058
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

Ready to book your vacation to Northwest Harbor?

Choose your dates

Northwest Harbor Hotel Deals

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
CA $137
CA $157 total
Aug 12 - Aug 13
includes taxes & fees
8/10 Very good! (1,005 reviews)
"It was a very nice hotel. The room was clean and comfortable, the staff was friendly, and the location was convenient. We had a great stay and really enjoyed our time there."

Reviewed on Aug 11, 2026

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
CA $384
CA $558 total
Sep 9 - Sep 10
includes taxes & fees
8.4/10 Very good! (685 reviews)
"I stayed in this hotel for one night only. Thank God. We checked in and left to hang out on downtown. Came back at late night and the AC unit made a loud noise every 5 mins . Couldn’t sleep. We were on the last building which is far distance from front desk. try to reach the front desk and the phone ..."

Reviewed on Aug 10, 2026

Sound View Greenport
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
CA $275
CA $349 total
Sep 9 - Sep 10
includes taxes & fees
The Atlantic Hotel
See all 4,331 properties in Northwest 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 Northwest Harbor attractions

LongHouse Reserve

9.4/10 (13 reviews)
Walk among many acres of lush gardens in East Hampton and discover a stunning array of sculptures and art installations.
See properties

Cedar Point County Park

Explore the great outdoors at Cedar Point County Park, a lovely green space in Northwest Harbor. Wander the beautiful beaches in this family-friendly area.
See properties

Sag Harbor State Golf Course

Enjoy a round of golf in Northwest Harbor at Sag Harbor State Golf Course. While you're in the area, stroll along the beautiful beaches.
See properties

What to do in Northwest Harbor

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

CA $209
per adult
Sunday Brunch Sail in Greenport
See all activities in Northwest Harbor

Frequently asked questions

How much does a Northwest Harbour vacation package cost?
You'll find cheap prices from CA $1,166 on Expedia for your Northwest Harbour escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Northwest Harbour costs.
What are the cheapest months to go to Northwest Harbour?
To pick up cheap Northwest Harbour vacation packages, plan your getaway outside of peak periods such as public holidays. You'll generally find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Northwest Harbour?
To get the most out of your Northwest Harbour vacation, we suggest staying for 2 days. Split your time between discovering LongHouse Reserve, Sag Harbour State Golf Course and other well-known attractions, in addition to exploring neighbourhoods like East Hampton North and North Main Street Historic District. If you've got some time to spare, include a day trip in your Northwest Harbour vacation itinerary.
Is it worth booking a vacation package to Northwest Harbour?
During your Northwest Harbour vacation, you can look forward to experiencing some excellent watersports and views. Leave enough room in your schedule to explore leading attractions like LongHouse Reserve and Sag Harbour State Golf Course.
How to find the best Northwest Harbour package deals?
Start your search for a Northwest Harbour package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Northwest Harbour package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Northwest Harbour adventure underway.
Is it cheaper to book a Northwest Harbour vacation as a package?
You can enjoy significant savings on your next Northwest Harbour retreat by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Northwest Harbour?
If you're planning a spontaneous Northwest Harbour trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Northwest Harbour?
  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Northwest Harbour.
  2. Set a budget: Consider expenses such as flights, meals and transportation when working out how much to save for your trip to Northwest Harbour. Then, select a hotel that suits your budget, whether that's an affordable option or a deluxe retreat.
  3. Decide how many days away: Start by making a list of all the sights and activities you want to experience in Northwest Harbour. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Northwest Harbour 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.