Boston Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Boston Vacation
With a Boston vacation package, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you go, so you can get on with discovering this awesome city. Your trip to Boston has to include some sightseeing. Stormy Hill horse trails is a superb place to start. Don't delay exploring this destination any longer. Your ultimate Boston vacation is only a few clicks away with Expedia.
Top Boston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
At Heritage House
CA $3,109
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Durban (DUR)
9.4/10 Exceptional! (13 reviews)
Perfect stay. Lovely convenient property, and staff were so pleasant and helpful. Can’t criticise anything, I loved it there!
Reviewed on May 11, 2026
Perna Perna St Lucia
CA $3,290
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Durban (DUR)
8/10 Very good! (25 reviews)
We booked a last minute stay at Perna Perna and were very happy with the value of the accommodations. The staff were accommodating and sent thorough communication prior to arrival. Check in and Check out were easy. The unit was clean, the beds were comfortable.
Reviewed on Nov 13, 2024
Ready to book your vacation to Boston?
Boston Hotel Deals
Biggy Best Cottages
22 Fraser Street Howick KwaZulu-Natal
CA $78
CA $91 total
Oct 23 - Oct 24
includes taxes & fees
7.4/10 Good! (13 reviews)
"Location and grounds were lovely. Room was advertised as the "Stables Suite", but it was very small. We had to go outside and into another locked room to access our kitchenette. Front desk staff was very dry and not welcoming. She did not seem to like her job. Breakfast started 45 minutes after advertised. ..."
Reviewed on Oct 8, 2026
Granny Mouse Country House & Spa
R103, Old Main Road Lidgetton West KwaZulu-Natal
CA $147
CA $172 total
Oct 23 - Oct 24
includes taxes & fees
9/10 Wonderful! (102 reviews)
"Staff were helpful and accommodating, rooms were spacious and breakfast great"
Reviewed on Sep 6, 2026
Beacon Vlei Guest Farm
Beacon Vlei Luxury Guest Farm Balgowan KwaZulu-Natal
CA $87
CA $100 total
Oct 19 - Oct 20
includes taxes & fees
9.2/10 Wonderful! (14 reviews)
"The property needs some maintenance, however, it was clean and had everything we required. No wifi, toiletries or hairdryer. Fabulous views and quiet relaxing atmosphere. Close to main road."
Reviewed on May 26, 2024
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.
Stay near popular Boston attractions
Stormy Hill horse trails
You can take time to visit Stormy Hill horse trails during your travels to Boston.
What to do in Boston
Lesotho Highlands Tour: Horse Riding, Village Life & Scenic Views
CA $146
per adult
Private Sani Pass Classic Tour: High value for money
CA $90
per adult
Frequently asked questions
How much does a Boston vacation package cost?
Offering great value package deals from CA $3,044 on Expedia, you'll be pleasantly surprised at how much a vacation to Boston costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Boston?
If you're looking to score a cheap Boston vacation package, consider visiting in January, March and April. You're likely to find lower prices on flights and accommodations during these months — perfect for a budget-friendly getaway.
How many days is enough for Boston?
With a well-organized schedule, you can easily hit the top Boston sights in a few days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Boston vacation for longer.
How to find the best Boston package deals?
Use Expedia's filter tool to find some of the best Boston package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Boston package deals in the off-season. Switch up your travel dates and you may land even bigger 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?
You can enjoy significant savings on your Boston escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Boston?
If you've got your Boston travel dates locked in, book as soon as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Boston?
- Choose when to travel: Check your calendar and pack your bags. Your favourite season and the activities available will also help you decide when to vacation in Boston.
- Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to activities and flights. Your hotel will probably be the biggest expense during your trip to Boston.
- Decide how long to go for: Now that you know more about Boston, you can figure out the ideal length of your break. Pull together a draft plan and allocate enough time to cover everything you want to do.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Boston vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
