Pine Orchard Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 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
Price found within the past 48 hours. Click for updated prices.
  • Jul 9 - Jul 14

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.0/10 - Wonderful (3,029 reviews)
    "The rooms were clean. The lobby was instagram worthy! Staff was friendly. The breakfast buffet was great t"
    Reviewed May 21, 2026
    Roundtrip Tokyo (HND) - New York (LGA)
    HND - LGA1 stop LGA - HND1 stop
    ¥488,877
    ¥360,814
    per traveler
    found 1 day ago
    Hotel Riu Plaza New York Times Square
  • Jul 29 - Aug 5

    NobleDEN Hotel + Flight

    Manhattan
    7 nights
    4.0 star property
    9.8/10 - Exceptional (1,592 reviews)
    "We stayed in a few hotels when we were in NYC and NobleDEN had the friendliest and most welcoming staff. Sure, it wasn't the trendiest but it served us well and I enjoyed being so close to Chinatown."
    Reviewed May 21, 2026
    Roundtrip Tokyo (HND) - New York (EWR)
    HND - EWR1 stop LGA - HND1 stop
    ¥653,964
    ¥448,366
    per traveler
    found 1 day ago
    NobleDEN Hotel
  • Jul 29 - Aug 5

    Sofitel New York + Flight

    Manhattan
    7 nights
    4.5 star property
    8.8/10 - Excellent (1,232 reviews)
    "Great location, the rooms are wedges between the backs of buildings so they have tiny windows with brick wall views. No rooftop terrace or nice restaurant on site. Gym is extremely basic. For a Sofitel, I expected more."
    Reviewed May 22, 2026
    Roundtrip Tokyo (HND) - New York (EWR)
    HND - EWR1 stop LGA - HND1 stop
    ¥623,586
    ¥469,813
    per traveler
    found 1 day ago
    Sofitel New York
  • Jul 9 - Jul 14

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.2/10 - Wonderful (3,519 reviews)
    "the room was very clean and comfortable. the staff was friendly during our stay. breakfast was good Continental breakfast; the location was convenient. overall, we had a pleasant experience and would stay here again."
    Reviewed May 23, 2026
    Roundtrip Tokyo (HND) - New York (LGA)
    HND - LGA1 stop LGA - HND1 stop
    ¥491,964
    ¥376,112
    per traveler
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • Aug 8 - Aug 15

    LENNOX HILL NYC + Flight

    Manhattan
    7 nights
    2.0 star property
    10/10 - Exceptional (2 reviews)
    "one of the best stays in the city. they answer quick. they are clean and i will be coming back for work trips..."
    Reviewed May 17, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - JFKNonstop JFK - HNDNonstop
    ¥738,555
    ¥565,907
    per traveler
    found 5 hours ago
    LENNOX HILL NYC

Pine Orchard Hotel Deals

Gorgeous 3BR Beach House with Private Beach Access.

Gorgeous 3BR Beach House with Private Beach Access.

Branford CT
9.8/10 Exceptional! (78 reviews)
"Owner was very flexible with our last minute arrival dates. Great little house. Note that beach is mostly private so while photos show large beach, much is not for use. Upstairs rooms are nice, but walls are very thin, so not really able to have it quiet for one room if others are up in another. ..."

Reviewed on May 21, 2026

Gorgeous 3BR Beach House with Private Beach Access.
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 ¥21,370 per night from Jun 7 to Jun 8
¥21,370
¥24,576 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (2,136 reviews)
"The complimentary coffee was much appreciated. The staff were so great and helpful, and genuinely want your stay to be as perfect as possible. One thing that was repeatedly bothersome, even at 7:00 a.m., was the overly loud music in the back of the lobby area, and it was not calming music, it was ..."

Reviewed on May 22, 2026

New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is ¥20,160 per night from May 31 to Jun 1
¥20,160
¥23,184 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Great!"

Reviewed on May 22, 2026

Omni New Haven Hotel at Yale
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.

Frequently asked questions

How much does a Pine Orchard vacation package cost?
Much less than you might think — from as low as , 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.