Pine Orchard Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top hotels in Pine Orchard

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 S$176 per night from 26 Jul to 27 Jul
S$176
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (2,213 reviews)
"The room was a little small but suited my needs. The bed was very comfortable. The shower was great. Wished they provided a free breakfast. Parking was convenient."

Reviewed on 1 Jul, 2026

New Haven Hotel
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 S$104 per night from 15 Jul to 16 Jul
S$104
15 Jul - 16 Jul
includes taxes & fees
6.6/10 (1,010 reviews)
"I purchased a room and had a guest. Apparently, the staff had a problem with my guest staying (although I noted two persons would be staying in the room). A worker approached my husband about him staying in my room. No policies were broken due to my purchased accommodations. I would appreciate the ..."

Reviewed on 30 Jun, 2026

Motel 6 Milford, CT
Hilton Garden Inn Milford

Hilton Garden Inn Milford

3 out of 5
291 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is S$197 per night from 12 Jul to 13 Jul
S$197
12 Jul - 13 Jul
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Very clean and comfortable. EV chargers at property."

Reviewed on 1 Jul, 2026

Hilton Garden Inn Milford
See all 1,013 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.

Things to do

New Haven - It Zip It Adventure Indoor Ropes Course

New Haven - It Zip It Adventure Indoor Ropes Course

S$36
per adult
100% of travellers recommend
New Haven - It Zip It Adventure Indoor Ropes Course
Yale University Self‐Guided Walking Tour

Yale University Self‐Guided Walking Tour

S$13
per adult
Yale University Self‐Guided Walking Tour
New Haven's Ghost Walk

New Haven's Ghost Walk

S$33
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. 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.