Pinehurst Vacations from ￥177,288

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The Latest Pinehurst Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was ￥209,697, price is now ￥177,288 per person
￥177,288
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.6/10 Exceptional! (1,218 reviews)
Hotel was lovely, comfy beds and clean. Excellent area with lots of restaurants. Decorated so cute for the holidays. A little wait for elevators in the mornings. Complimentary coffee was a nice offering but the flavor syrups were empty and never replenished. Would stay here again and recommend to others.

Reviewed on Dec 5, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was ￥277,705, price is now ￥214,432 per person
￥214,432
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on Nov 26, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was ￥272,100, price is now ￥219,730 per person
￥219,730
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Lovely hotel, clean room, incredibly comfortable bed, great breakfast, kind staff. That's all I ask for.

Reviewed on Dec 7, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥270,792, price is now ￥222,330 per person
￥222,330
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Excellent hotel in all aspects. Comfortable and spacious rooms and attentive staff. Only exception is $70 valet parking which is way over priced (even for Boston) especially on a weekend evening.

Reviewed on Dec 7, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was ￥267,515, price is now ￥227,959 per person
￥227,959
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Very friendly staff. Amazing location. The room was perfect. Didn’t go to Contessa, but we ran into the Chef in the elevator and he was super fun and courteous. The bar is cool, we ate there a couple nights. We had a very pleasant Thanksgiving week there. Festive and lively hotel. There’s Tatte around the corner and every store you can think of within walking distance. Looking forward to our next stay!

Reviewed on Dec 4, 2025

Where to stay in Pinehurst

Find the best Pinehurst areas and neighborhoods for the activities you enjoy most. Learn more about Pinehurst
Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Pinehurst Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥28,600 per night from Dec 18 to Dec 19
￥28,600
￥34,082 total
Dec 18 - Dec 19
includes taxes & fees
9.6/10 Exceptional! (3,774 reviews)
Great stay! Staff was on point!

Reviewed on Dec 7, 2025

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥26,831 per night from Dec 14 to Dec 15
￥26,831
￥37,575 total
Dec 14 - Dec 15
includes taxes & fees
9/10 Wonderful! (4,257 reviews)
Room was clean and modern. The coffee shop in the lobby was pretty good. Walking distance to snow port. Did not like all the surprise charges for various taxes that totaled another $150.

Reviewed on Dec 3, 2025

Omni Boston Hotel at the Seaport
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is ￥16,636 per night from Dec 18 to Dec 19
￥16,636
￥19,374 total
Dec 18 - Dec 19
includes taxes & fees
9.2/10 Wonderful! (6,039 reviews)
Clean, quiet room. Excellent location for the price. Would highly recommend!!

Reviewed on Dec 7, 2025

Harborside Inn Of Boston
See all 3,677 properties in Pinehurst
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 vacation package cost?
Explore the best of Pinehurst from as low as ￥177,288. 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 vacation 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 vacation?
Travelers 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 organizing a ritzy city getaway or a budget solo adventure, explore our vacation packages today.
Can I choose my airline with a Pinehurst Expedia vacation package?
With a vacation 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 vacation package?
We get it — life can throw you the odd curveball. If you've locked in a Pinehurst vacation 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.

Discover the most popular places to visit in Pinehurst

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

Things to do

Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

￥5,352
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥12,435
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

￥8,500
per adult
98% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.