Title: Eastern Massachusetts Vacation Packages & Trips 2026 from CA $1,069 | Expedia.ca

[Eastern Massachusetts Travel Guide](https://expedia.ca/Eastern-Massachusetts.dx6234158)[Hotels in Eastern Massachusetts](https://expedia.ca/Eastern-Massachusetts-Hotels.d6234158.Travel-Guide-Hotels)[Vacation Rentals in Eastern Massachusetts](https://expedia.ca/Eastern-Massachusetts-Vacation-Rentals.d6234158.Travel-Guide-VacationRentals)[Flights to Eastern Massachusetts](https://expedia.ca/Cheap-Flights-To-Eastern-Massachusetts.d6234158.Travel-Guide-Flights)[Things to do in Eastern Massachusetts](https://expedia.ca/Things-To-Do-In-Eastern-Massachusetts.d6234158.Travel-Guide-Activities)[Eastern Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Massachusetts.d6234158.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6228823/aff3ef32-252a-4bea-af5d-32b409f84451.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Eastern Massachusetts 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 Eastern Massachusetts Vacation

Choose one of our vacation packages to Eastern Massachusetts and wander wherever your inner adventurer desires. Dining and culture are just a couple of the things you can look forward to in this exciting destination. Your trip to Eastern Massachusetts wouldn't be complete without experiencing some of its most well-known cities, starting with [Boston](https://www.expedia.ca/Boston.d178239.Destination-Travel-Guides). Two of the top attractions here include Fenway Park and TD Garden. [Hyannis](https://www.expedia.ca/Hyannis.d1544.Destination-Travel-Guides) is another favourite city with Eastern Massachusetts travellers. Visitors to this exciting destination enjoy Cape Codder Water Park and Cape Cod Inflatable Park. From the instant you book your Eastern Massachusetts vacation to when you get back home, Expedia will be with you each step of the way.

## Top Eastern Massachusetts Vacation Deals

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

![Maverick Suites at 245 Newbury St](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/2e7614de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Maverick Suites at 245 Newbury St

Back Bay

CA $1,069

per person

Mar 18 - Mar 24

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.2/10 Very Good! (151 reviews)

Room was clean and a good size. Location was perfect - walking distance to where I needed to be.

Reviewed on Dec 2, 2025

![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Boston Harbor Hotel

North End

CA $1,490

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Charles Hotel

West Cambridge

CA $1,566

per person

Mar 12 - Mar 16

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.4/10 Exceptional! (1,003 reviews)

Room very well appointed and gym was the stand out

Reviewed on Jan 25, 2026

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/0f66f064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $2,384

per person

Apr 23 - Apr 26

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Boston (BOS)

9.6/10 Exceptional! (181 reviews)

Everything was great — room was immaculate, hotel was very nice. Would return!

Reviewed on Feb 1, 2026

## Where to stay in Eastern Massachusetts

Find the best Eastern Massachusetts areas and neighborhoods for the activities you enjoy most. [Learn more about Eastern Massachusetts](https://expedia.ca/Eastern-Massachusetts.dx6234158)

![Downtown Boston showing a city and night scenes as well as a small group of people](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(193 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 featuring a city, heritage architecture and street scenes](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(271 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)

![Seaport District featuring a high-rise building, a river or creek and a city](https://images.trvl-media.com/place/6146535/5487f5d9-6748-43ca-b7bd-e50e2e9d2a27.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Seaport District

1 out of top 10 points of interest in this area

4.5/5(64 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 which includes landscape views](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)

![Boston Harbor which includes performance art, music and a bay or harbor](https://images.trvl-media.com/place/553248634340925170/190102c5-6ec7-4f3d-9631-9a7f002e9676.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### North End

1 out of top 10 points of interest in this area

4.5/5(18 area reviews)

 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. 

[Find hotel + flight trips in North End](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20End&DestID=6146485&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Ready to book your vacation to Eastern Massachusetts?

Choose your dates

## Eastern Massachusetts Hotel Deals

![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 $137

CA $216 total

Feb 22 - Feb 23

includes taxes & fees

8.2/10 Very Good! (3,113 reviews)

The hotel itself is beautiful. The lobby is grand with a vibrant bar, restaurant in the center. The staff is friendly. This was a weekend away for me and my 10 year old daughter and we wanted something luxurious. Since it was so cold outside I knew we were going to be in the room a lot. I know the ...

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=4215&PinnedHotelID=4215&HadPinnedHotel=true&regionId=6234158)

![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Harborside Inn Of Boston

185 State St Boston MA

CA $147

CA $171 total

Feb 8 - Feb 9

includes taxes & fees

9.2/10 Wonderful! (6,199 reviews)

Best price for the location! Always clean and great staff!

Reviewed on Feb 4, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=202814&PinnedHotelID=202814&HadPinnedHotel=true&regionId=6234158)

![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

CA $88

CA $103 total

Feb 9 - Feb 10

includes taxes & fees

9/10 Wonderful! (2,439 reviews)

Excellent customer service, beautiful room!!

Reviewed on Jan 31, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true&regionId=6234158)

[See all 15,969 properties in Eastern Massachusetts](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&regionId=6234158)

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)

### Discover the most popular places to visit in Eastern Massachusetts

![Fenway Park featuring a sporting event and night scenes as well as a large group of people](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(305 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)

![Gillette Stadium is also home to the New England Revolution, our pro soccer team.  Tickets are easy to get and not crazy expensive.  And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!](https://images.trvl-media.com/place/8136/b9d0e965-3860-4aa0-bd75-1fe651b315dc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Gillette Stadium

4.5/5(27 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music. 

[](https://expedia.ca/Gillette-Stadium-Boston.d6034500.Vacation-Attraction)

![Boston Common which includes flowers, a garden and landscape views](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(518 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)

### What to do in Eastern Massachusetts

![Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour](https://mediaim.expedia.com/localexpert/823381/04e76f58-c1d8-4768-84d0-bcae3ea6e07f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cape Ann Harbor: Self-Guided Driving Audio Tour

CA $24

per traveller

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/cape-ann-harbor-self-guided-driving-audio-tour.a823381.activity-details)

![Cape Ann Self-Guided Driving Tour in Gloucester and Rockport](https://mediaim.expedia.com/localexpert/3060314/25d71e0c-f1f2-40ad-9b58-41d96a7c86e7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

CA $24

per traveller

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/cape-ann-self-guided-driving-tour-in-gloucester-and-rockport.a3060314.activity-details)

![Massachusetts Highlights: Freedom Trail, Salem & More Tour](https://mediaim.expedia.com/localexpert/5247794/991bb3ab-4de4-47da-8b84-5a4e09a0b2d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

CA $69

per adult

[](https://expedia.ca/things-to-do/massachusetts-self-guided-audio-tour-bundle-10-tours.a5247794.activity-details)

[See all activities in Eastern Massachusetts](https://expedia.ca/things-to-do/search?rid=6234158)

## Frequently asked questions

### Can I cancel my flight booking to Eastern Massachusetts due to COVID-19?

### What's the best way to find cheap flights to Eastern Massachusetts that have flexible change policies?

### What are some of the general tips for travelers to Eastern Massachusetts during the COVID-19 outbreak?

> - Find out if any travel restrictions apply to your origin and destination before booking your flight. Also check if there are any special conditions you'll need to follow on arrival, such as mandatory quarantining.
> - Keep your face mask on during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes.
> - Rather than handing a TSA employee your boarding pass, position it straight on the scanner yourself. When that's done, hold it up for inspection.
> - You can take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be taken out for X-ray screening.
> - Remove items from your pockets, such as your wallet and phone, and place them in your carry-on instead of the bins. This will reduce handling during the screening process.
> - If you're taking food on board, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA employee will need to handle your carry-on bag or food container for closer inspection.

### Which airlines fly to Eastern Massachusetts?

### How can I find cheap tickets to Eastern Massachusetts?

### How much is a flight to Eastern Massachusetts?

### What are the most popular airports to fly into in Eastern Massachusetts?

### When is the cheapest time to fly to Eastern Massachusetts?

### How much is a plane ticket to Eastern Massachusetts?

### Which airlines with flights to Eastern Massachusetts employ COVID-19 cleanliness policies?

> - JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
> - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
> - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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- [Resorts in Southeast Massachusetts ](https://www.expedia.ca/Southeast-Massachusetts-Resort-Hotels.d6047675-aaResortHotels.Travel-Guide-Accommodation)

- [Flights to Merrimack Valley ](https://www.expedia.ca/Cheap-Flights-To-Merrimack-Valley.d6047671.Travel-Guide-Flights)
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- [Flights from Atlanta to Southeast Massachusetts ](https://www.expedia.ca/lp/flights/178232/6047675/atlanta-to-southeast-massachusetts)
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- [Flights from Québec City to Southeast Massachusetts ](https://www.expedia.ca/lp/flights/180017/6047675/quebec-city-to-southeast-massachusetts)
- [Flights from New England ](https://www.expedia.ca/lp/flights/553248635975748760/flights-from-new-england)
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- [Catamount Ski Area ](https://www.expedia.ca/Catamount-Ski-Area-United-States-of-America.d6087211.Vacation-Attraction)
- [Merrimack Valley Vacations ](https://www.expedia.ca/Merrimack-Valley.d6047671.Destination-Travel-Guides)
- [Visit Merrimack Valley ](https://www.expedia.ca/Merrimack-Valley.dx6047671)
- [New England Vacations ](https://www.expedia.ca/New-England.d553248635975748760.Destination-Travel-Guides)
- [Visit New England ](https://www.expedia.ca/New-England.dx553248635975748760)
- [Southeast Massachusetts Vacations ](https://www.expedia.ca/Southeast-Massachusetts.d6047675.Destination-Travel-Guides)
- [Visit Southeast Massachusetts ](https://www.expedia.ca/Southeast-Massachusetts.dx6047675)

- [Car rentals near New England ](https://www.expedia.ca/Car-Rentals-In-New-England.d553248635975748760.Car-Rental-Guide)

- [Southeast Massachusetts Vacation Rentals ](https://www.expedia.ca/Southeast-Massachusetts-Vacation-Rentals.d6047675.Travel-Guide-VacationRentals)

- [Things to do in Merrimack Valley ](https://www.expedia.ca/Things-To-Do-In-Merrimack-Valley.d6047671.Travel-Guide-Activities)
- [Things to do in New England ](https://www.expedia.ca/Things-To-Do-In-New-England.d553248635975748760.Travel-Guide-Activities)
- [Things to do in Southeast Massachusetts ](https://www.expedia.ca/Things-To-Do-In-Southeast-Massachusetts.d6047675.Travel-Guide-Activities)

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