Pine Orchard Vacation Packages

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Top Holiday Package Deals in Pine Orchard

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

NobleDEN Hotel

4 out of 5
Manhattan
Price was CA $1,818, price is now CA $1,099 per person
CA $1,099
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
The staff is super friendly and accommodating. The hotel is located right in front of the famous L’industrie Pizza and down the street is Little Italy with many great restaurants. There famous caffe Paradiso is only a 7 min walk and a 5 min walk to Leons bagels! The hotel provided a free water dispenser down in their lobby as well as free coffee and teas. They also provide free yummy croissants in the mornings. I would definitely stay here again.

Reviewed on Jul 6, 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $3,721, price is now CA $1,910 per person
CA $1,910
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.4/10 Good! (3,239 reviews)
Great stay for one night, Central Park wasnt too far and many other great food spots. Staff was super friendly and helpful. Had a peaceful sleep and stay. Would definitely stay here again

Reviewed on Jul 10, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $2,872, price is now CA $1,537 per person
CA $1,537
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on Jul 5, 2026

The Wall Street Inn

The Wall Street Inn

3 out of 5
Manhattan
Price was CA $4,196, price is now CA $2,475 per person
CA $2,475
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Lovely spot convenient to the activities we were doing. Very friendly and helpful stuff.

Reviewed on Jul 5, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,064, price is now CA $1,923 per person
CA $1,923
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (651 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on Jun 21, 2026

Pine Orchard Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 26 to Jul 27
CA $168
CA $193 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (2,215 reviews)
"Great staff, great facility! I have an ev and traveled from Boston. I was able to charge all night at a good rate. The staff are super helpful and friendly. Hotel is very clean and has great amenities."

Reviewed on Jul 10, 2026

New Haven Hotel
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Jul 13 to Jul 14
CA $146
CA $168 total
Jul 13 - Jul 14
includes taxes & fees
8/10 Very good! (1,717 reviews)
"Quiet and convenient."

Reviewed on Jul 9, 2026

Best Western Executive Hotel Of New Haven - West Haven
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jul 16 to Jul 17
CA $99
CA $114 total
Jul 16 - Jul 17
includes taxes & fees
6.6/10 (1,018 reviews)
"The front desk person works hard and effectively but his manners could be a little more pleasant. He does not greet, does not smile, not forthcoming various information if not asked."

Reviewed on Jul 9, 2026

Motel 6 Milford, CT
See all 1,010 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.
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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 $1,099, 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.

Things to do

New Haven's Ghost Walk

New Haven's Ghost Walk

CA $37
per adult
New Haven's Ghost Walk
See all activities in Branford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.