Pinehurst Vacations from $317
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Your Pinehurst Vacation
When a getaway to the city is calling, answer it with a vacation package to Pinehurst. The neighborhood of Ballardvale, which is great for watersports, nature and history, makes a fantastic base for your adventures. A trip to Pinehurst is a terrific opportunity to take in the sights. Make sure you visit well-known attractions like Clara Sexton House, Nutting Lake Conservation Land and Country Club of Billerica. Browse Expedia's extensive range of travel options and begin planning your perfect vacation to Pinehurst now.
The Latest Pinehurst Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Cambria Hotel & Suites Plymouth
Save 100% on your flight
Price was $451, price is now $317 per person
$317
per person
Jan 5 - Jan 9
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (103 reviews)
Didnt know there wasnt continental breakfast, the water took 20 minutes to warm up, the air conditioning in the room was faulty, a wall strip on a corner was dangling off, and there was a weird diver in the floor next to the shower.
We werent there much so it wasnt a super big deal but it felt like a new construction project that cut corners
Reviewed on Oct 22, 2025
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,528, price is now $921 per person
$921
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (475 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.
Reviewed on Oct 13, 2025
Lakeside Inn
Save 100% on your flight
Price was $750, price is now $496 per person
$496
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
7.4/10 Good! (2,254 reviews)
This is an amazing piece place to stay and the good from their diner is amazing!
Reviewed on Oct 26, 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
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.
Pinehurst Hotel Deals
The Revolution Hotel
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Nov 23 to Nov 24
$108 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (2,198 reviews)
Very quirky hotel, clean and excellent facilities. The shared bathroom wasn’t an issue as you get a full bathroom to yourself as well as a gown, slippers and towels! The coffee in reception was amazing and the banana cake to die for! Staff were very friendly and we felt very safe walking around the ...
Reviewed on Oct 19, 2025
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $212 total per night from Nov 24 to Nov 25
$212 total
Nov 24 - Nov 25
Total with taxes and fees
9/10 Wonderful! (4,178 reviews)
room is very clean ,good location , facilities are great .
Reviewed on Oct 22, 2025
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $225 total per night from Nov 23 to Nov 24
$225 total
Nov 23 - Nov 24
Total with taxes and fees
9.6/10 Exceptional! (3,598 reviews)
It was a really lovely hotel in a great area. I did feel the carpets in reception desperately needed a clean, which I felt let it down as the rest of the hotel and the rooms were spotless
Reviewed on Oct 25, 2025
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.
Discover the most popular places to visit in Pinehurst
Fenway Park
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Boston Common
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.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
90% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.