Pinehurst Vacations from $283
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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.
citizenM Boston Back Bay
Fenway–Kenmore
Save 100% on your flight
Price was $823, price is now $476 per person
$476
per person
Feb 13 - Feb 20
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (2,013 reviews)
Really sharp, modern looking room. Excellent sound isolation from street noise. Bathroom isn't super private.
Reviewed on Jan 7, 2026
Raffles Boston
Back Bay
Save 100% on your flight
Price was $1,476, price is now $996 per person
$996
per person
Mar 12 - Mar 16
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
Amazing week - family stay for Christmas in town - thank you very much! We’ll be back!…….
Reviewed on Dec 28, 2025
Porter Square Hotel
North Cambridge
Save 100% on your flight
Price was $796, price is now $540 per person
$540
per person
Feb 7 - Feb 14
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (1,004 reviews)
This was a good place for a stay in a convenient location.
Reviewed on Jan 3, 2026
The Hotel Salem
Downtown Salem
Save 100% on your flight
Price was $593, price is now $409 per person
$409
per person
Mar 11 - Mar 16
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (1,003 reviews)
The room was awesome but the staff were all so so so kind! We will be staying here again for our next Salem trip.
Reviewed on Jan 6, 2026
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
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night from Jan 11 to Jan 12
$139 total
Jan 11 - Jan 12
Total with taxes and fees
9.2/10 Wonderful! (6,116 reviews)
The location is great and the staff was helpful
Reviewed on Jan 7, 2026
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jan 18 to Jan 19
$167 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,263 reviews)
Great breakfast, comfortable rooms.
Reviewed on Jan 7, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $223 total per night from Jan 25 to Jan 26
$223 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (4,390 reviews)
Spotless rooms
Reviewed on Jan 5, 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.
Discover the most popular places to visit in Pinehurst
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.
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.
TD Garden
4.5/5(1,780 reviews)
Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
92% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
$35
per adult
100% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
$54
per adult
98% 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.