Title: Longwood Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,348 Expedia.ca

[Hotels in Longwood](https://expedia.ca/Longwood-Boston-Hotels.0-n553248635074842895-0.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)[Longwood Car Rentals](https://expedia.ca/Car-Rentals-In-Longwood.d553248635074842895.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Longwood 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

## Top Holiday Package Deals in Longwood

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

![The Westin Waltham-Boston](https://images.trvl-media.com/lodging/1000000/30000/23200/23129/8fb4c64c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Waltham-Boston

CA $1,348

per person

Jun 13 - Jun 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

8.8/10 Excellent! (1,095 reviews)

Good service , Clean rooms

Reviewed on Mar 30, 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 $1,570

per person

Jun 13 - Jun 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.6/10 Exceptional! (252 reviews)

Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars The Boxer

West End

CA $1,466

per person

May 21 - May 27

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

8.6/10 Excellent! (1,395 reviews)

Great hotel, in the middle of downtown, walking distance from td garden, friendly staff and great amenities, will be back for sure

Reviewed on Mar 30, 2026

### Luxury 2BR near Cambridge

Prospect Hill

CA $2,395

per person

Jun 13 - Jun 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

No reviews

![The Inn on Arsenal](https://images.trvl-media.com/lodging/1000000/860000/856000/855968/e8e47dc8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Inn on Arsenal

CA $1,667

per person

Jun 13 - Jun 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

8.2/10 Very Good! (84 reviews)

It was a great place to stay for the night. Clean and professional. The only complaint is that the bathroom door didn’t close completely and the heater was really loud.

Reviewed on Mar 28, 2026

## Where to stay in Longwood

Find the best Longwood areas and neighborhoods for the activities you enjoy most. [Learn more about Longwood](https://expedia.ca/Boston-Longwood.dx553248635074842895)

![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)

## Longwood 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 $215

CA $307 total

Apr 5 - Apr 6

includes taxes & fees

9.2/10 Wonderful! (4,549 reviews)

Very nice

Reviewed on Mar 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=68014393&PinnedHotelID=68014393&HadPinnedHotel=true&regionId=553248635074842895)

![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 $177

CA $254 total

Apr 5 - Apr 6

includes taxes & fees

9.6/10 Exceptional! (4,115 reviews)

All was perfect

Reviewed on Mar 31, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=79888&PinnedHotelID=79888&HadPinnedHotel=true&regionId=553248635074842895)

![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 $249

CA $347 total

Apr 5 - Apr 6

includes taxes & fees

8.4/10 Very Good! (3,133 reviews)

Staff, room and amenities were great. Walls were so thin I heard the entire conversations in the room next to mine (they weren’t yelling). It was an adjoining room so request not to be in one of those and it should be fine. Otherwise hotel was great.

Reviewed on Mar 30, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true&regionId=553248635074842895)

[See all 4,038 properties in Longwood](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&regionId=553248635074842895)

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 Longwood vacation package cost?

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

### Where should I stay in Longwood?

### What are the top hotels in Longwood?

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

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

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

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

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

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

![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

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

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

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=553248635074842895)

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