Pine Orchard Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in Pine Orchard

Price found within the past 48 hours. Click for updated prices.
The Ned NoMad

The Ned NoMad

5 out of 5
Manhattan
Price was CA $1,448, price is now CA $882 per person
CA $882
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (119 reviews)
Room was great staff not so good

Reviewed on Feb 15, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,722, price is now CA $2,054 per person
CA $2,054
per person
Jun 28 - Jun 30
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Fantastic staycation! The spa was awesome and experience overall was solid. Would definitely stay here again!

Reviewed on Mar 31, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $3,919, price is now CA $2,324 per person
CA $2,324
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
You book this hotel for the location. Amenities, service are ok. People are friendly and willing to help but some thing are just the way they are. AC don’t work all the time, when it did it produced a high pitched noise, there was this flashing light right above the bed that was seemingly random in its blinking pattern sometimes really bright other times not noticeable. Our first room had a view of construction equipment, second room on floor 10 was a lot better. TV stopped working after first night, two asks to fix nothing changed. It was really nice to be able to drink from the taps in the bathroom.

Reviewed on Mar 31, 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was CA $2,923, price is now CA $1,780 per person
CA $1,780
per person
Jun 3 - Jun 6
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,003 reviews)
The staff was very friendly and the amenities were fantastic.

Reviewed on Mar 30, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was CA $3,539, price is now CA $2,174 per person
CA $2,174
per person
Jun 17 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,969 reviews)
Floor I was on was under construction. Cracked ceilings

Reviewed on Apr 9, 2026

Pine Orchard Hotel Deals

Gorgeous 4BR Beach House with Private Beach Access.

Gorgeous 4BR Beach House with Private Beach Access.

Branford CT
9.8/10 Exceptional! (77 reviews)
great beach house but way too cold this weekend. no one’s fault . Beautiful spot

Reviewed on Feb 8, 2026

Get rates
Gorgeous 4BR Beach House with Private Beach Access.
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundable
The price is CA $169 per night from May 3 to May 4
CA $169
CA $194 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (2,076 reviews)
comfortable beds, clean rooms and general areas, helpful staff, very close to Yale University

Reviewed on Apr 8, 2026

New Haven Hotel
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Apr 23 to Apr 24
CA $158
CA $182 total
Apr 23 - Apr 24
includes taxes & fees
8.6/10 Excellent! (1,291 reviews)
The breakfast is excellent. A lot of choices. The room is spacious and clean. The staff are nice.

Reviewed on Apr 6, 2026

Hyatt Place Milford / New Haven
See all 1,005 properties in Pine Orchard
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
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Pine Orchard vacation package cost?
Much less than you might think — from as low as CA $882, actually! By combining flights, hotels and car rentals into your own custom-built package, your trip to Pine Orchard is only clicks away.
How do I get a cheap travel package to Pine Orchard?
Just imagine all the fabulous things you could do in Pine Orchard with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your airfare and hotel bookings into a Pine Orchard vacation package. You have plenty of choice with Expedia too. In fact, you can select from more than 550 airlines and 1,000,000 hotel options around the world. Whether you're vacationing with the whole family or embarking on a solo adventure, organizing a getaway to Pine Orchard is better with a package.
Where should I stay in Pine Orchard?
A trip to Pine Orchard isn't complete without paying a visit to Stony Creek Brewery, Double Beach and Orchard Hill Plaza Shopping Center. Stay near these top attractions and make sightseeing easy.
What are the top hotels in Pine Orchard?
Get your trip off to a good start by locking in a room at Charming Coastal Retreat Steps From The Beach. It's one of most popular properties in Pine Orchard. Another top option is Ennis Cottage - A Holiday By The Sea.
How far in advance should I book my Pine Orchard vacation?
It's hard to pick the perfect time for airfares, but we generally suggest the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you're booking late, don't stress. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Pine Orchard travel package include?
It's up to you! You can choose from a variety of Pine Orchard packages, such as a hotel, flight and rental car. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your dream Pine Orchard escape looks like, get ready to save!
What should I know before booking a Pine Orchard travel package?
A travel package can be easier on the credit card than individually booking everything you need for your trip. For example, combine your hotels, flights and rental cars and save a pretty penny. Whatever type of vacation you have in mind, you'll find a package within your budget.
If I'm not able to travel, can I cancel my Pine Orchard vacation package?
Certainly, and we'll help you every step of the way. You may be able to amend or cancel your Pine Orchard vacation package for free if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.