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.
Travel Inn Lebanon Nashville Near I-40
CA $639
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Nashville (BNA)
6.6/10 (261 reviews)
The motel looked extremely old and poorly maintained. It appeared as though people were living there long-term rather than staying as guests. There were bicycles and bbqs left outside, and the overall appearance was uninviting. Unfortunately, the property did not look like a place I would want to stay, and it was very disappointing.
Reviewed on Oct 18, 2026
Noelle
Downtown Nashville
CA $1,052
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Nashville (BNA)
9.4/10 Exceptional! (1,697 reviews)
Due to unforeseen circumstances, we did not check out in time. Without a call, our belongings were removed from the room and put on a cart. I totally understand that something must be done when a guest’s stay runs beyond the checkout time. I have no sympathy for the hotel when an effort to contact the guest is not made. Hotel staff were unsympathetic and just pointed fingers. Boo!
Reviewed on Oct 20, 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 $190
CA $226 total
Nov 2 - Nov 3
includes taxes & fees
Hyatt Place Nashville/Franklin/Cool Springs
650 Bakers Bridge Ave Franklin TN
Fully refundableReserve now, pay when you stay
CA $131
CA $156 total
Nov 1 - Nov 2
includes taxes & fees
Sonesta ES Suites Nashville Brentwood
206 Ward Circle Brentwood TN
Fully refundableReserve now, pay when you stay
CA $134
CA $158 total
Nov 15 - Nov 16
includes taxes & fees
8/10 Very good! (1,005 reviews)
"Our room wasn’t ready for almost 2 hours after check in time. Luckily there was a restaurant close so we left to grab an early dinner while waiting. The ice machine in the breakfast area was broken which was inconvenient. There was coffee in the hot water dispenser which ruined the drink I was planning ..."
Reviewed on Oct 19, 2026
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 $639 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.
