Pinehurst Vacations from $576
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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 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
Boston Lodge and Suites
Reviewed on May 19, 2026
Where to stay in Pinehurst
Downtown Boston
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.
Back Bay
Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.
Seaport District
Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.
Beacon Hill
Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.
North End
Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.
Pinehurst Hotel Deals
Seaport Hotel Boston
"Delightful stay at Seaport Hotel! Clean room, comfortable beds, amazing staff! Highly recommend Seaport hotel, it has all the comforts you could need for a trip to Boston! The rooms are the largest I’ve seen in Boston as well. Clean, spacious and comfortable! Highly recommend."
Reviewed on Aug 31, 2026
The Revolution Hotel
Omni Boston Hotel at the Seaport
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
Boston Haunted Tour : Ghosts & Gravestones
City Cruises Boston: Historic Sightseeing Cruise
Explore a world of travel with Expedia
- Old North Bridge
- Assembly Row
- Memorial Hall
- Bentley College
- Crane Beach
- New England Holocaust Memorial
- Massachusetts Hall
- Harvard Square
- Massachusetts General Hospital
- Belmont Vacations
- Revere Beach
- Statue of Paul Revere
- Horn Pond
- Saugus Iron Works National Historic Site
- Boston Symphony Hall
- The Fens
- Somerville Vacations
- Charles Hayden Planetarium
- Mystic River Reservation
- Lego® Discovery Center Boston
- Paul Revere House
- Woburn Mall
- Zakim Bunker Hill Bridge
- Quincy Market
- Copley Square
- Downtown Boston Vacations
- Malden Vacations
- Cambridge Vacations
- Sanders Theater
- Woburn Vacations
- Park Street Church
- Museum of Comparative Zoology
- Salem Vacations
- Winchester Vacations
- Watertown Vacations
- Jackson Homestead and Museum
- Longfellow Bridge
- Harpoon Brewery
- Old South Church
- Td Garden
- Mount Auburn Cemetery
- Munroe Tavern
- Fenway Park
- Wingaersheek Beach
- Everett Vacations
- Busch Reisinger Museum
- Mass General Waltham
- Harvard University
- Prudential Tower
- Wakefield Vacations
- Isabella Stewart Gardner Museum
- Uncle Sam Memorial Statue
- Sacco's Bowl Haven
- Louisa May Alcott's Orchard House
- Granary Burying Ground
- Old South Meeting House
- The Shops at Prudential Center
- Medford Square
- Harvard Law School
- Square One Mall
- Kendall Square
- The Alchemist
- Gore Place
- Stata Center
- The Freedom Trail
- Encore Boston Harbor
- Waterfront Promenade Park
- New England Aquarium
- Saugus Vacations
- Walden Pond
- Burlington Ice Palace
- Hammond Castle
- Old State House
- Burlington Vacations
- Old Ship Street Historic District
- Copp's Hill Burying Ground
- Hooper-Lee-Nichols House
- Moody Street Historic District
- American Sanitary Plumbing Museum
- George Washington Statue
- Arlington Vacations
- Somerville Museum
- Museum of Science
- Faneuil Hall Marketplace
- Nutting Lake Conservation Land
- Old North Church
- Billerica Vacations
- Water Park of New England
- Boston Vacations
- Castle Hill on the Crane Estate
- Cambridgeside Galleria
- Waltham Vacations
- Harvard Museum of Natural History
- Harvard Graduate School of Design
- Harvard Science Center
- Great Wolf Lodge Waterpark
- Massachusetts Vacations
- Massachusetts Institute of Technology
- Burlington Mall
- Boston Museum of Fine Arts