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
When you book a Boston vacation package, it's easy to enjoy your escape to the fullest. Uncover the best parts of this exciting city knowing that all the travel planning has been looked after before you go. If your trip to Boston includes a little sightseeing, check out popular attractions like Kissing Bridge Ski Resort, Eternal Flame Falls and Chestnut Ridge Park. A few quick clicks is all it takes to create the perfect Boston vacation on Expedia.
Top Boston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Regency Retreat
CA $822
per person
Dec 7 - Dec 10
found 16 hours ago
Roundtrip flight included
Montreal (YUL) to Buffalo (BUF)
10/10 Exceptional! (2 reviews)
The pool was a lot of fun! There is even pool toys and stuff for kids to play with. My family loved the house. The beds were super comfortable and the room darkening curtains were so great. My family was very comfortable here!
Reviewed on Jul 14, 2026
Ready to book your vacation to Boston?
Boston Hotel Deals
M Hotel Buffalo
2040 Walden Ave Buffalo NY
Fully refundableReserve now, pay when you stay
CA $150
CA $175 total
Oct 27 - Oct 28
includes taxes & fees
Best Western Galleria Inn & Suites
601 Dingens St Buffalo NY
Fully refundableReserve now, pay when you stay
CA $137
CA $160 total
Oct 28 - Oct 29
includes taxes & fees
Hyatt Regency Buffalo / Hotel and Conference Center
Two Fountain Plaza Buffalo NY
Fully refundableReserve now, pay when you stay
CA $213
CA $249 total
Oct 25 - Oct 26
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.
What to do in Boston
Boston, Harvard and Freedom Trail Day Tour from New York
CA $215
per adult
Frequently asked questions
How much does a Boston vacation package cost?
You can snap up a vacation package to this destination from CA $570 on Expedia. But how much your vacation to Boston costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Boston?
You can usually find reduced prices and better availability in January, February and March. Browse our cheap Boston vacation packages and you could land some great off-season deals.
How many days is enough for Boston?
When planning your Boston vacation, a few days will be enough to see the best spots. Be sure to stop by Buffalo Ski Club — it's one of the leading attractions in this destination. If you're looking for more activities, think about basing yourself here and venturing off on some trips from Boston.
How to find the best Boston package deals?
Start your search for a Boston package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Boston package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Boston getaway off to a flying start.
Is it cheaper to book a Boston vacation as a package?
You can enjoy significant savings on your Boston retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Boston?
If you have your Boston vacation dates finalized, book as soon as you can to score some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Boston?
- Choose when to go: Check your diary and get packing. Your preferred season and the activities on offer will also help you decide when to visit Boston.
- Work out your budget: Ensure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will likely be the largest expense during your trip to Boston.
- Decide how long to go for: Now that you know more about Boston, you can work out the right length of your vacation. Pull together a draft plan and allocate enough time for all the things you want to do.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find 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.
