Title: Southeast Massachusetts Vacation Packages & Trips 2026 from CA $856 | Expedia.ca

[Southeast Massachusetts Travel Guide](https://expedia.ca/Southeast-Massachusetts.dx6047675)[Hotels in Southeast Massachusetts](https://expedia.ca/Southeast-Massachusetts-Hotels.d6047675.Travel-Guide-Hotels)[Vacation Rentals in Southeast Massachusetts](https://expedia.ca/Southeast-Massachusetts-Vacation-Rentals.d6047675.Travel-Guide-VacationRentals)[Flights to Southeast Massachusetts](https://expedia.ca/Cheap-Flights-To-Southeast-Massachusetts.d6047675.Travel-Guide-Flights)[Things to do in Southeast Massachusetts](https://expedia.ca/Things-To-Do-In-Southeast-Massachusetts.d6047675.Travel-Guide-Activities)[Southeast Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Southeast-Massachusetts.d6047675.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6047675/e509df6e-5c7b-43dd-9e29-15c54ef7f75c.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Southeast 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 Southeast Massachusetts Vacation

Our Southeast Massachusetts vacation packages provide an affordable, easy and immersive way to enjoy all that this exciting destination has to offer. If it's festivals and history you're looking for, this is the place to be. With so much to see on a trip to Southeast Massachusetts, it can be tricky to know where to start. Kick off your journey in [Hyannis](https://www.expedia.ca/Hyannis.d1544.Destination-Travel-Guides) at Cape Codder Water Park and Cape Cod Inflatable Park — two much-loved attractions here. Another city worth adding to your itinerary is [Braintree](https://www.expedia.ca/Braintree.d6806.Destination-Travel-Guides). Don't miss Nantasket Beach and Wollaston Beach. Expedia has flights, hotels and everything else you need to help you organize your very own tailored Southeast Massachusetts vacation today.

## Top Southeast Massachusetts Vacation Deals

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

![Studio Allston Hotel](https://images.trvl-media.com/lodging/23000000/22760000/22757100/22757092/a522d616_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Studio Allston Hotel

Brighton

CA $856

per person

Mar 18 - Mar 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.6/10 Excellent! (1,175 reviews)

Staff was friendly. Room was clean

Reviewed on Feb 5, 2026

![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 $1,643

per person

Apr 29 - May 2

found 15 hours 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 $1,711

per person

Mar 18 - Mar 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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

![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Boston

Downtown Boston

CA $1,072

per person

Mar 20 - Mar 23

found 20 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (1,004 reviews)

Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 2026

![DoubleTree Suites by Hilton Hotel Boston - Cambridge](https://images.trvl-media.com/lodging/1000000/10000/1000/946/e477f850_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree Suites by Hilton Hotel Boston - Cambridge

Allston

CA $887

per person

Mar 18 - Mar 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.8/10 Excellent! (1,000 reviews)

Staff was great we were treated with warm chocolate chip cookies. but Expedia told us breakfast was included and that was a lie

Reviewed on Feb 2, 2026

## Where to stay in Southeast Massachusetts

Find the best Southeast Massachusetts areas and neighborhoods for the activities you enjoy most. [Learn more about Southeast Massachusetts](https://expedia.ca/Southeast-Massachusetts.dx6047675)

![From the dock. ](https://images.trvl-media.com/place/285/49e0ca16-9c64-4fca-878a-85979ef97897.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Nantucket Town

5/5(2 area reviews)

 Discover the charm of Nantucket, a historic New England seaport town, with its museums like the Nantucket Whaling Museum and picturesque landscapes. Enjoy local shops, restaurants, and explore key localities such as Surfside and Siasconset. 

[Find hotel + flight trips in Nantucket Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Nantucket%20Town&DestID=553248635977044037&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Nantucket Ferry at Harbor in New England Aerial](https://images.trvl-media.com/place/939432505613127680/558947de-6fed-4687-8af0-6d1bae808f7f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Nantucket

 If you're spending some time in Downtown Nantucket, Nantucket Atheneum and Whaling Museum are top sights worth seeing. 

[Find hotel + flight trips in Downtown Nantucket](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Nantucket&DestID=939432505613127680&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Edgartown Lighthouse and wildflowers at sunrise](https://images.trvl-media.com/place/553248635976473303/a159d9c1-23c3-4975-b805-cb79f0a6f4d1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Katama

 While visiting Katama, you might make a stop by sights like South Beach and Norton Point Beach. 

[Find hotel + flight trips in Katama](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Katama&DestID=553248635976473303&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![South Cape Beach State Park showing a sandy beach](https://images.trvl-media.com/place/6182801/c0d818aa-11ed-4187-b156-5522a23fae19.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### New Seabury

 Travelers like the museums in New Seabury, and South Cape Beach State Park is a top attraction you might want to visit. 

[Find hotel + flight trips in New Seabury](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Seabury&DestID=3000404940&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![If you don't act like a seal, you can still swim at this iconic big-wave beach and avoid the great whites. #beaches](https://images.trvl-media.com/place/142149/b9cfea65-4121-4b41-81d0-8eb17077fec3.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### East Orleans

 East Orleans is noteworthy for its beaches, and you can make a stop at top attractions like Nauset Beach and Cape Cod National Seashore. 

[Find hotel + flight trips in East Orleans](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Orleans&DestID=99564&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Ready to book your vacation to Southeast Massachusetts?

Choose your dates

## Southeast Massachusetts Hotel Deals

![Holiday Inn Express Brockton - Boston by IHG](https://images.trvl-media.com/lodging/1000000/10000/1800/1710/90d8b9d0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Express Brockton - Boston by IHG

405 Westgate Dr. Brockton MA

Fully refundable

CA $104

CA $116 total

Feb 15 - Feb 16

includes taxes & fees

8/10 Very Good! (1,004 reviews)

Fast easy check in, friendly staff and clean room.

Reviewed on Jan 31, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=1710&PinnedHotelID=1710&HadPinnedHotel=true&regionId=6047675)

![Motel 6 Brockton, MA](https://images.trvl-media.com/lodging/6000000/5020000/5013300/5013290/d30b676a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Motel 6 Brockton, MA

391 Westgate Dr Brockton MA

Fully refundableReserve now, pay when you stay

CA $130

CA $146 total

Mar 11 - Mar 12

includes taxes & fees

6.6/10 (1,279 reviews)

The staff keep the Area/Property clean, Safe... The office staff I Love them Manny, Happy, Keryoun(( I dnt kno how to spell his name, he one of the nite tme office wrkers!! My opinion bout Motel 6... I will always tell people to choose this motel to stay at... They always been good, nice, too me

Reviewed on Jan 20, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F03%2F2026&endDate=12%2F03%2F2026&selected=5013290&PinnedHotelID=5013290&HadPinnedHotel=true&regionId=6047675)

![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Fully refundableReserve now, pay when you stay

CA $211

CA $320 total

Feb 10 - Feb 11

includes taxes & fees

8.6/10 Excellent! (441 reviews)

Clean room, nice staff, the only problem was the internet was slow

Reviewed on Feb 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=12897&PinnedHotelID=12897&HadPinnedHotel=true&regionId=6047675)

[See all 11,061 properties in Southeast Massachusetts](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&regionId=6047675)

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 Southeast Massachusetts

![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)

![Hyannis Harbor featuring a sunset and a bay or harbour as well as a small group of people](https://images.trvl-media.com/place/6127091/1a09cb90-8904-47ba-add1-64a005b0f780.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Hyannis Harbor

4.5/5(33 reviews)

See the Cape Cod peninsula from a different perspective by riding a boat out of this picturesque harbor or wandering along its docks and jetties.

[](https://expedia.ca/Hyannis-Harbor-Hyannis.d6127091.Vacation-Attraction)

![Cape Cod sunset. Mayflower Beach in March ](https://images.trvl-media.com/place/183325/a64b412d-433e-41ea-af8e-99272ea87bdf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mayflower Beach

5/5(3 reviews)

Why not spend a carefree afternoon at Mayflower Beach during your travels in Dennis? While you're in the area, stroll along the waterfront. 

[](https://expedia.ca/Mayflower-Beach-Dennis.d553248621561930301.Vacation-Attraction)

## Frequently asked questions

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

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

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

> - Before locking in your flight, find out if any travel restrictions or bans apply — in both your destination and origin. Get up-to-date information by reviewing government websites.
> - Wear a face mask even during airport screening. A TSA employee will require you to temporarily lower your mask for ID purposes.
> - You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA employee. Instead, place your pass on the scanner and then hold it up for the agent to visually inspect it.
> - You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. You'll need to remove it for screening.
> - Empty everything from your pockets, such as your wallet, coins and keys, and put them in your carry-on rather than the bins. This will reduce handling during screening.
> - Separate any food you have for X-ray scanning. Putting it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

### Which airlines fly to Southeast Massachusetts?

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

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

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

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

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

### Which airlines with flights to Southeast 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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- [Flights to Eastern Massachusetts ](https://www.expedia.ca/Cheap-Flights-To-Eastern-Massachusetts.d6234158.Travel-Guide-Flights)
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- [Catamount Ski Area ](https://www.expedia.ca/Catamount-Ski-Area-United-States-of-America.d6087211.Vacation-Attraction)
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- [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)

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

- [Things to do in Eastern Massachusetts ](https://www.expedia.ca/Things-To-Do-In-Eastern-Massachusetts.d6234158.Travel-Guide-Activities)
- [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)

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