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.
The Blue Waters Hotel
Durban Beachfront
CA $2,543
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Durban (DUR)
8/10 Very good! (1,000 reviews)
Love Blue Waters, I go there quite often. Love those extra touches of having some complimentary refreshments/snacks around the hotel.
Reviewed on Aug 25, 2026
First Group The Palace All-Suite
Durban Beachfront
CA $2,371
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Durban (DUR)
8.2/10 Very good! (121 reviews)
The cover thing about the hotel was the location. Great view of the beach and ocean and easy to walk e everywhere. Room was close to the pool and parking was free and easy. The shower leaked through the bottom by the door. People by pool woke us at 3:00 am one night not a 5 star hotel but I’d stay there again. Not expensive. Nice staff
Reviewed on Jan 4, 2026
Ready to book your vacation to Boston?
Boston Hotel Deals
Granny Mouse Country House & Spa
R103, Old Main Road Lidgetton West KwaZulu-Natal
CA $128
CA $149 total
Sep 2 - Sep 3
includes taxes & fees
Biggy Best Cottages
22 Fraser Street Howick KwaZulu-Natal
CA $82
CA $95 total
Sep 2 - Sep 3
includes taxes & fees
7.4/10 Good! (12 reviews)
"Lovely bed and breakfast."
Reviewed on May 4, 2025
Indoni Eco Village
Richmond Richmond KwaZulu-Natal
Fully refundableReserve now, pay when you stay
CA $130
CA $130 total
Sep 1 - Sep 2
includes taxes & fees
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 $147
per adult
Private Sani Pass Classic Tour: High value for money
CA $89
per adult
Frequently asked questions
How much does a Boston vacation package cost?
Offering great value package deals from CA $2,358 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.
