Pinehurst Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Pinehurst Holiday
Booking a Pinehurst holiday package is a great way to become familiar with this neighbourhood. From its renowned sites to its lesser-known delights, there's plenty to discover. Kick off your trip to Pinehurst with a visit to nearby attractions such as Clara Sexton House, Nutting Lake Conservation Land and Country Club of Billerica. No matter what your dream Pinehurst holiday looks like, you can make it a reality with Expedia.
Our guide on where to stay in Pinehurst
Find the best Pinehurst areas and neighborhoods for the activities you enjoy most. Learn more about Pinehurst
Downtown Boston
This is Boston’s business district, now and back when the city was just starting.
Back Bay
1 out of top 10 points of interest in this area
Head to Back Bay for Victorian brownstone homes, hip coffee joints and a shopping district that rivals Manhattan’s 5th Avenue.
Seaport District
1 out of top 10 points of interest in this area
Once known as strong working-class neighbourhood, South Boston has turned into a haven for young professionals.
Beacon Hill
1 out of top 10 points of interest in this area
Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.
North End
The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.
Our pick of the best Pinehurst Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
AU$353
20 Sept - 21 Sept
includes taxes & fees
9.6/10 Exceptional! (4,961 reviews)
"Very hospitable and kind."
Reviewed on 6 Sept 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
AU$220
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (2,894 reviews)
"Na"
Reviewed on 6 Sept 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
AU$433
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (4,857 reviews)
"Spacious, clean, modern with helpful staff! Need to book in advance to use the pool - we weren’t able to get a spot."
Reviewed on 6 Sept 2026
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 Pinehurst holiday package cost?
Explore the best of Pinehurst from as low as . Choose from a wonderful selection of flights, hotels and rental cars to suit your travel style. Pick up even more discounts when you add a few sightseeing activities to your holiday package.
How do I get a cheap travel package to Pinehurst?
You'll save big if you bundle your hotels, flights and car rentals into a Pinehurst travel package. Sometimes cheap means fewer choices. But not with Expedia. We offer over 550 air carriers and 1 000 000 hotels all over the world, so you'll always have plenty of options to choose from. Like to save even more? Add some popular activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Pinehurst?
Stay close to the action. Many people favor hotels within easy reach of top sights, such as Clara Sexton House, Country Club of Billerica and Nutting Lake Conservation Land.
How far in advance should I book my Pinehurst holiday?
Travellers can normally browse international airfares on Expedia up to 12 months prior to departure. Booking late? With a little bit of luck, it's still possible to purchase a cheaper ticket only weeks before your journey.
What does an Expedia Pinehurst travel package include?
Expedia has all you need to book your Pinehurst escape, but what goes into your package is entirely up to you. Select from a combination of hotels, rental cars and flights. In search of some tours or activities to keep you on the move? Once you've made your booking, you can add them on too. No matter your budget or style, there's a package to match your needs.
What should I know before booking a Pinehurst travel package?
You'll land terrific savings when you bundle your hotels, flights and rental cars into a travel package. Not just that, booking everything together makes trip planning much easier. So why waste your money or time? Whether you're organising a ritzy city getaway or a budget solo adventure, explore our holiday packages today.
Can I choose my airline with a Pinehurst Expedia holiday package?
With a holiday package, you're in charge. Whether you'd prefer to fly to Pinehurst in coach or first class, simply select from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Pinehurst holiday package?
We get it — life can throw you the odd curveball. If you've locked in a Pinehurst holiday package and have to cancel or amend it, we're here to help. We suggest browsing our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a fee.
Activities
Boston Old Town Trolley Hop-on Hop-Off City Tour
AU$68
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
AU$64
per adult
80% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
AU$51
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.