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
Top Boston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Odyssey Apartments by AvantStay
West End
CA $1,345
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Nashville (BNA)
10/10 Exceptional! (1 review)
I loved the apartment and the fact that it has all the basics.
Whenever we needed something, we easily got what we asked for. Services was fast and courteous. Location was great! You can’t go wrong choosing AvantStay!
Reviewed on Aug 12, 2026
Ready to book your vacation to Boston?
Boston Hotel Deals
Drury Plaza Hotel Nashville Franklin
1874 West McEwen Drive Franklin TN
Fully refundableReserve now, pay when you stay
CA $186
CA $221 total
Sep 9 - Sep 10
includes taxes & fees
9.6/10 Exceptional! (1,970 reviews)
"I love this hotel chain. The staff is always helpful and friendly. The rooms are spacious and comfortable."
Reviewed on Sep 4, 2026
Baymont by Wyndham Franklin/Cool Springs
4206 Franklin Commons Ct Franklin TN
Fully refundableReserve now, pay when you stay
CA $97
CA $115 total
Sep 13 - Sep 14
includes taxes & fees
Best Western Franklin Inn
1308 Murfreesboro Rd Franklin TN
Fully refundableReserve now, pay when you stay
CA $103
CA $123 total
Sep 6 - Sep 7
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.
Frequently asked questions
How much does a Boston vacation package cost?
Offering great value package deals from CA $1,183 on Expedia, you'll be pleasantly surprised at how much a vacation to Boston costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Boston?
You can usually find lower rates and greater availability in January, February and November. Explore our cheap Boston vacation packages and you could land some excellent off-season deals.
How many days is enough for Boston?
With a well-organized travel plan, you can easily tick off the top Boston attractions in a few days. But if you want to discover hidden gems or go on day trips, think about booking your Boston vacation for longer.
How to find the best Boston package deals?
Use Expedia's filters to find some terrific Boston package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Boston package deals in the off-peak season. Play around with 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?
You can enjoy significant savings on your Boston getaway by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Boston?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Boston vacation.
How to plan a trip to Boston?
- Choose when to get away: Check your diary and get your bags packed. Your favourite season and the type of activities available will also help you decide when to escape to Boston.
- Set your budget: Consider expenses like transportation, flights and meals when working out how much to put aside for your trip to Boston. Then, choose a hotel that fits your budget, whether that's an affordable stay or a more luxurious retreat.
- Decide how long to go away for: Now that you're more familiar with Boston, you can work out the right length of your break. Pull together a draft plan and allocate enough time to cover everything you want to see.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. 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.
