Pine Orchard Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Pine Orchard

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
The price is S$206 per night from 26 Oct to 27 Oct
S$206
26 Oct - 27 Oct
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"The room was nice and clean. Very accomodating"

Reviewed on 3 Oct, 2025

Trumbull Marriott Shelton
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 S$248 per night from 21 Oct to 22 Oct
S$248
21 Oct - 22 Oct
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"We have a lovely stay at the Omni New Haven. The room was clean and quiet with a super comfy bed and pillows. The staff were friendly and helpful. If you are visiting Yale, it's right on the campus. Very walkable!"

Reviewed on 6 Oct, 2025

Omni New Haven Hotel at Yale
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
The price is S$213 per night from 19 Oct to 20 Oct
S$213
19 Oct - 20 Oct
includes taxes & fees
9/10 Wonderful! (1,817 reviews)
"There is no breakfast possibility offered😟"

Reviewed on 7 Oct, 2025

New Haven Hotel
See all 903 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.

Frequently asked questions

How much does a Pine Orchard holiday 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 holiday 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 holidaying with the whole family or embarking on a solo adventure, organising 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 Centre. 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 holiday?
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 holiday 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 holiday package?
Certainly, and we'll help you every step of the way. You may be able to amend or cancel your Pine Orchard holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.