Boston Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Boston Vacation

Lock in a Boston vacation package and get set for a fantastic getaway. Well known for its rich history and cultural experiences, there's tons to love about this captivating city. Every trip to Boston needs a well-designed itinerary. Fill yours with attractions like St Botolphs Church, York Street and Maud Foster Windmill. A couple of clicks is all it takes to build your ideal Boston vacation on Expedia.

Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Old Pheasant Hotel

The Old Pheasant Hotel

3 out of 5
Price was CA $1,069, price is now CA $1,015 per person
CA $1,015
per person
Sep 18 - Sep 20
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to East Midlands (EMA)
9.2/10 Wonderful! (122 reviews)
A great place and easy to find. Staff were friendly and helpful. Nice breakfast.

Reviewed on Jul 10, 2026

The Link Hotel Loughborough

The Link Hotel Loughborough

3 out of 5
Price was CA $1,362, price is now CA $1,292 per person
CA $1,292
per person
Sep 18 - Sep 20
found 1 hour ago
Roundtrip flight included
Toronto (YTZ) to East Midlands (EMA)
8.8/10 Excellent! (1,001 reviews)
Reasonable hotel, similar to a Travelodge. Very overpriced for my two day stay. I expected more for the price when I booked. Bedroom was adequate, bathroom needed a makeover.

Reviewed on Jul 13, 2026

Browning House by Smart Corporate Stays

Browning House by Smart Corporate Stays

2 out of 5
Westcotes
Price was CA $2,273, price is now CA $2,171 per person
CA $2,171
per person
Sep 18 - Sep 20
found 1 hour ago
Roundtrip flight included
Toronto (YTZ) to East Midlands (EMA)
No reviews

Holywell Guest House

Holywell Guest House

4 out of 5
Price was CA $1,438, price is now CA $1,375 per person
CA $1,375
per person
Sep 18 - Sep 20
found 1 hour ago
Roundtrip flight included
Toronto (YTZ) to East Midlands (EMA)
10/10 Exceptional! (78 reviews)
We booked a family room as we had a family party nearby. The room was beautiful and clean, the owners were welcoming and friendly and it was all made better with a lovely breakfast to set us up for a long journey home. Would definitely recommend 5*

Reviewed on Jul 6, 2026

The Pocklington

The Pocklington

4 out of 5
Leicester City Centre
Price was CA $1,439, price is now CA $1,377 per person
CA $1,377
per person
Sep 18 - Sep 20
found 1 hour ago
Roundtrip flight included
Toronto (YTZ) to East Midlands (EMA)
4/10 (1 review)
The table was chipped and scratched. And I had to pay an extra £40 on top of my booking price for the standard after stay cleaning. Had to message the property to ask for check in information. Could hear the road from the room as well as everyone leaving and entering through the front door. Will not be staying here again

Reviewed on Jun 11, 2026

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Boston Hotel Deals

The White Hart Hotel, Boston, Lincolnshire

The White Hart Hotel, Boston, Lincolnshire

4 out of 5
1-5 High Street Boston England
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Jul 19 to Jul 20
CA $112
CA $134 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (570 reviews)
"Lovely historic coaching inn in the centre of Boston, a great terrace overlooking the river. The room was small but comfortable, but there is no lift if you should need one . The room was hot and the fan very noisy and inefficient due to its age. The receptionist tried to find a better one but was ..."

Reviewed on Jul 13, 2026

The White Hart Hotel, Boston, Lincolnshire
Boston West Hotel

Boston West Hotel

3 out of 5
Hubbert's Bridge Boston England
Fully refundableReserve now, pay when you stay
The price is CA $72 per night from Jul 19 to Jul 20
CA $72
CA $87 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (793 reviews)
"ChatGPT said: Here's a more polished and professional version of your review: We booked a hotel room for one night. When we arrived, Kirsty, who checked us in, was welcoming and explained the facilities and amenities clearly. However, when we entered ou"

Reviewed on Jul 13, 2026

Boston West Hotel
The Arundell Hotel

The Arundell Hotel

3 out of 5
1 Church Close Boston England
The price is CA $125 per night from Aug 14 to Aug 15
CA $125
CA $150 total
Aug 14 - Aug 15
includes taxes & fees
The Arundell Hotel
See all 3,723 properties in Boston
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.
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Stay near popular Boston attractions

St Botolph's Church

9.6/10 (16 reviews)
Climb the tower of this large 14th-century church for superb views across the small port town of Boston and beyond.
See properties

Frequently asked questions

How much does a Boston vacation package cost?
Offering great value package deals from CA $1,015 on Expedia, you'll be thrilled with how little a vacation to Boston costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Boston?
Plan your trip for the off-peak season and you're likely to get cheap Boston vacation packages. Bear in mind that public holidays and major events and festivals can impact prices, so do a little research before booking.
How many days is enough for Boston?
Usually, a handful of days is enough to explore the major attractions during your Boston vacation. However, if you'd like to have more time to rest or take day trips, consider extending your itinerary.
Is it worth booking a vacation package to Boston?
Boston has everything you need for a memorable break — watersports, nature and walking trails are just the start. Whether you want to check out sights such as St Botolph's Church and York Street, or take the road less travelled, there's plenty to do on your Boston vacation.
How to find the best Boston package deals?
Use Expedia's handy filters to help you find some great Boston package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Boston package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Boston vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can tailor your Boston trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Boston?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Boston vacation.
How to plan a trip to Boston?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Boston.
  2. Budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Boston.
  3. Decide how long to go for: Now that you're more familiar with Boston, you can work out the ideal length of your vacation. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Boston vacation package.

Explore a world of travel with Expedia

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