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.
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Price was CA $1,430, price is now CA $872 per person
CA $872
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (944 reviews)
Very livable.

Reviewed on Jul 9, 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 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.4/10 Good! (3,239 reviews)
The room was clean the air conditioning was perfect at 60 degrees and the heater (hubby is anemic)was perfect at H2. The front desk staff was courteous, polite and professional. The eateries in the area McDonald's, the Chinese Restaurant and the Pizzeria are over priced and the food was not that good. There is a deli on the corner of 93rd Street is reasonably priced and the sandwiches and salads were delicious. I can't comment on parking because we took a taxi and public transportation. Overall we had a good time and a nice experience.

Reviewed on Jul 9, 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 22 hours 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

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,493, price is now CA $2,239 per person
CA $2,239
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,434, price is now CA $937 per person
CA $937
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
This Hotel was nice and clean. There was not a refrigerator or microwave or coffee in the room or on the premises. It is located in a great spot for activities near Time Square and there are coffee shops and cafes close. It is an older building and I'm not sure if I would stay on the 11th floor if I took this trip all over again. It was nice for the price we paid and we felt very safe. Staff was always friendly.

Reviewed on Jul 10, 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 (1,017 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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All Inclusive 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 $872, 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.