Title: Pinehurst Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,377 Expedia.ca

[Hotels in Pinehurst](https://expedia.ca/Pinehurst-Boston-Hotels.0-n146061-0.Travel-Guide-Filter-Hotels)[Flights to Boston](https://expedia.ca/Cheap-Flights-To-Boston.d178239.Travel-Guide-Flights)[Things to do in Boston](https://expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities)[Pinehurst Car Rentals](https://expedia.ca/Car-Rentals-In-Pinehurst.d146061.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Pinehurst Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, 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](https://www.expedia.ca/Clara-Sexton-House-Billerica.d6263092.Vacation-Attraction), [Nutting Lake Conservation Land](https://www.expedia.ca/Nutting-Lake-Conservation-Land-Billerica.d6263094.Vacation-Attraction) and [Country Club of Billerica](https://www.expedia.ca/Country-Club-Of-Billerica-Billerica.d553248621532667155.Vacation-Attraction). Browse Expedia's extensive range of travel options and begin planning your perfect vacation to Pinehurst now.

## Top Holiday Package Deals in Pinehurst

Price found within the past 48 hours. Click for updated prices.

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Boston

Downtown Boston

CA $1,377

per person

May 7 - May 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).

Reviewed on Apr 4, 2026

![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,604

per person

Jun 17 - Jun 21

found 23 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

9.6/10 Exceptional! (252 reviews)

Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

![The Westin Boston Seaport District](https://images.trvl-media.com/lodging/2000000/1460000/1450100/1450057/b920b61e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Boston Seaport District

Seaport District

CA $1,407

per person

Jun 16 - Jun 20

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

9.2/10 Wonderful! (2,398 reviews)

Excellent front desk staff. All staff were polite and welcoming and very helpful. Clean spacious room. Just wish the restaurabt offered a few simpler meal options

Reviewed on Apr 5, 2026

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f081d391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $4,846

per person

Jun 16 - Jun 21

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

9.6/10 Exceptional! (248 reviews)

The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

![The Atlas Hotel](https://images.trvl-media.com/lodging/119000000/118790000/118784600/118784552/389439b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Atlas Hotel

Allston

CA $1,518

per person

Jun 17 - Jun 21

found 21 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

10/10 Exceptional! (18 reviews)

We absolutely loved our stay at this new hotel. My family and I kept saying what a really nice hotel and the staff was great as well. The food at Ama (we ate breakfast) was delicious. The property is beautiful. Can’t wait to stay again.

Reviewed on Apr 5, 2026

## Where to stay in Pinehurst

Find the best Pinehurst areas and neighborhoods for the activities you enjoy most. [Learn more about Pinehurst](https://expedia.ca/Boston-Pinehurst.dx146061)

![Downtown Boston](https://images.trvl-media.com/place/6340396/147aba27-8694-4725-895d-0beb6077ab67.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Boston

4.5/5(197 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 hotel + flight trips in Downtown Boston](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Boston&DestID=6340396&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Back Bay](https://images.trvl-media.com/place/800016/ecea0c09-2ade-4d56-b74d-09ed645f6ef5.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Back Bay

1 out of top 10 points of interest in this area

4.5/5(274 area reviews)

 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. 

[Find hotel + flight trips in Back Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Back%20Bay&DestID=800016&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![East Boston](https://images.trvl-media.com/place/99089/ffb9946d-6df5-4058-a132-e180995361ac.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### East Boston

4/5(28 area reviews)

 First a shipbuilding hub and now home of Logan Airport, Boston’s easternmost neighborhood is a multicultural area with great ethnic restaurants and historic sites. 

[Find hotel + flight trips in East Boston](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Boston&DestID=99089&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Seaport District](https://images.trvl-media.com/place/6146535/5487f5d9-6748-43ca-b7bd-e50e2e9d2a27.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Seaport District

4.5/5(65 area reviews)

 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. 

[Find hotel + flight trips in Seaport District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Seaport%20District&DestID=6146535&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beacon Hill](https://images.trvl-media.com/place/77649/9741c4ac-c840-46d1-b907-3b388935c98f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Beacon Hill

1 out of top 10 points of interest in this area

5/5(1 area review)

 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. 

[Find hotel + flight trips in Beacon Hill](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beacon%20Hill&DestID=77649&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Pinehurst Hotel Deals

![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Fully refundableReserve now, pay when you stay

CA $265

CA $365 total

May 8 - May 9

includes taxes & fees

9.2/10 Wonderful! (4,564 reviews)

The property was nice

Reviewed on Apr 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F05%2F2026&endDate=09%2F05%2F2026&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true&regionId=146061)

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

CA $210

CA $292 total

Apr 9 - Apr 10

includes taxes & fees

9.6/10 Exceptional! (4,143 reviews)

Great shops andnrestaurants around

Reviewed on Apr 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true&regionId=146061)

![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Boston Park Plaza

50 Park Plaza Boston MA

Fully refundableReserve now, pay when you stay

CA $277

CA $379 total

Apr 9 - Apr 10

includes taxes & fees

8.4/10 Very Good! (3,138 reviews)

Room and bathroom were spotless. Great location to everything. There was a late night emergency evacuation and everything moved seamlessly (we were on the 15th floor and made it down in no time). Hotel restaurant and bar were very nice and was a great place for late night relaxing following a day ...

Reviewed on Apr 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true&regionId=146061)

[See all 3,856 properties in Pinehurst](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&regionId=146061)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Pinehurst vacation package cost?

### How do I get a cheap travel package to Pinehurst?

### Where should I stay in Pinehurst?

### How far in advance should I book my Pinehurst vacation?

### What does an Expedia Pinehurst travel package include?

### What should I know before booking a Pinehurst travel package?

### Can I choose my airline with a Pinehurst Expedia vacation package?

### If I'm not able to travel, can I cancel my Pinehurst vacation package?

### Discover the most popular places to visit in Pinehurst

![Fenway Park](https://images.trvl-media.com/place/6023384/56814c91-ad37-4ef6-9e12-186349c04e42.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fenway Park

4.5/5(310 reviews)

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

[](https://expedia.ca/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction)

![Harvard University](https://images.trvl-media.com/place/6034936/bfd6fd76-d4c2-4871-953b-249a55c89ef1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harvard University

4.5/5(283 reviews)

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

[](https://expedia.ca/Harvard-University-Lower-Allston.d6034936.Vacation-Attraction)

![Boston Common](https://images.trvl-media.com/place/507377/07fb4e8e-e473-4766-bc75-7dd4f742d04f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Common

4.5/5(522 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.

[](https://expedia.ca/Boston-Common-Beacon-Hill.d507377.Vacation-Attraction)

### Things to do

![Boston Hop-On Hop-Off Trolley Tour](https://mediaim.expedia.com/localexpert/172982/6f42f390-62da-409c-a976-5a931abb154f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $72

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details)

![Boston CityPASS: Admission to Top 4 Boston Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston CityPASS®: Admission to Top 4 Attractions

CA $115

per adult

**92%** of travellers recommend

[](https://expedia.ca/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details)

![View Boston Observation Deck Admission Tickets](https://mediaim.expedia.com/localexpert/46312679/6981029d-a025-40af-98c2-9a0d7fb56ca8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### View Boston Observation Deck Admission Tickets

CA $47

per adult

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details)

[See all activities in Boston](https://expedia.ca/things-to-do/search?rid=146061)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.