Pinehurst Vacations from ￥285,676

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The Latest Pinehurst Vacation Packages

Price found within the past 48 hours. Click for updated prices.
InterContinental Boston by IHG

InterContinental Boston by IHG

5 out of 5
Downtown Boston
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
9.2/10 Wonderful! (1,013 reviews)
Luxurious stay at the Intercontinental! Lovely accommodations, attentive staff, and great food/drinks.

Reviewed on Jul 12, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Great hotel terrific staff

Reviewed on Jul 12, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful facility and wonderful staff.

Reviewed on Jul 10, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
9.2/10 Wonderful! (1,007 reviews)
We had high hopes for this hotel after visiting its restaurant last year and seeing the lobby and reviews. Unfortunately, we were first booked on the 9th floor during a heat wave. The musty smell of the room was so strong when we opened the door. The hotel did right by us and moved us to a lower floor. The person from the front desk that moved our room was lovely - so friendly and understanding. The new room was wonderful and the TV had a better picture as well. We later learned that the musty smell can occur on the higher floors when the temperature is high. Why put us there to begin with then? In addition, there is no refrigerator in the room unless you request one. Maybe not a big deal for some, but we like to keep our water cold. I am glad that the hotel ended up doing right by us, but still question the decision to put us on the 9th floor at the start.

Reviewed on Jul 12, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Aug 20 - Aug 26
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
8.8/10 Excellent! (1,009 reviews)
Great place to stay and convenient.

Reviewed on Jul 12, 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

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥31,137 per night from Aug 10 to Aug 11
￥31,137
￥42,268 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (3,674 reviews)
Great for short city breaks, not a relaxing pool
"Overall I enjoyed my stay at the Omni Boston Hotel at the Seaport. The staff were incredibly helpful and the room was lovely and clean. The hotel's ideal for a City break, and would stay again, though not for a relaxing pool stay. The pool area, whilst overlooking the main road, is lovely. My experience ..."

Reviewed on Jul 13, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥27,127 per night from Jul 20 to Jul 21
￥27,127
￥31,589 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,424 reviews)
"Loved this hotel. Friendly staff"

Reviewed on Jul 13, 2025

citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
The price is ￥39,674 per night from Jul 31 to Aug 1
￥39,674
￥46,200 total
Jul 31 - Aug 1
includes taxes & fees
9/10 Wonderful! (5,320 reviews)
"Very good location. Comfortable hotel with nice staff."

Reviewed on Jul 13, 2025

Harborside Inn Of Boston
See all 3,506 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 ￥285,676. 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
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
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

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥11,427
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥10,150
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

￥4,918
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
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.