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
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Top Boston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Louisville Downtown, KY
Downtown Louisville
CA $1,963
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9.4/10 Exceptional! (1,010 reviews)
This was my favorite hotel I’ve stayed in. The staff were amazing, the pool was nice, the lobby was beautiful, and our room was spacious and clean. The day we were there, they served afternoon snacks and drinks (only on Wednesdays), which was a great touch. I would 100% stay here again!
Reviewed on Aug 19, 2026
Louisville Marriott Downtown
Downtown Louisville
CA $2,117
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Property was nice! Room was as expected! Valet/service was much to be desired! Room service snd bar service was some of the worst I’ve ever encountered! Was told by room service they had water; but if I wanted then I had to come get them myself! She wasn’t delivering them! Bartender in the hotel lounge was so bad it was laughable!! Told us she was doing us a favor by waiting on us! Lost her mind when I ask for 3 small bowls to put nuts in so our party of eight didn’t have to pass around the same cardboard cup she put them in!
Reviewed on Aug 16, 2026
TownePlace Suites by Marriott Louisville Airport
CA $1,404
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9.2/10 Wonderful! (219 reviews)
I can't say enough good things about Towneplace Suites by Marriott Louisville Airport. Camisha is hands down the GOAT! From the moment we checked in to the moment we had to rebook our room to extend our stay, she made sure we were able to do it. Everyone was incredibly nice and respectful and made a terrible experience for us much better by just being friendly and nice and being good at their job. Thank you all for making it so great for us.
Reviewed on Aug 20, 2026
Ready to book your vacation to Boston?
Boston Hotel Deals
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94
1043 Executive Drive Hardin Elizabethtown KY
Fully refundableReserve now, pay when you stay
CA $105
CA $116 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,670 reviews)
"Good"
Reviewed on Aug 23, 2026
Distill-Inn
984 Frost Ave Bardstown KY
Fully refundableReserve now, pay when you stay
CA $129
CA $143 total
Aug 31 - Sep 1
includes taxes & fees
9.4/10 Exceptional! (1,587 reviews)
"Very clean and comfortable. Breakfast was over hard fried eggs, sausage,biscuits with gravy, waffles and cereal. Staff was very helpful and courteous. Easy to get to any of the bardstown and surrounding distilleies. Bar was nice and Fernando was great!"
Reviewed on Aug 22, 2026
The Trail Hotel
1875 New Haven Rd Bardstown KY
Fully refundableReserve now, pay when you stay
CA $159
CA $198 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (304 reviews)
"Great food and drinks all right there on site. Friendly staff. We will definitely visit again."
Reviewed on Aug 22, 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?
You can grab a vacation package to this top destination from CA $1,350 on Expedia. But how much your vacation to Boston costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Boston?
You can generally find lower rates and greater availability in January, February and November. Check out our cheap Boston vacation packages and you could land some excellent off-season deals.
How many days is enough for Boston?
With a well-planned itinerary, you can easily visit the main Boston sights in a handful of days. But if you prefer 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 handy filters to help you find some of the best Boston package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Boston package deals in the off-season. Play around with 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?
An Expedia vacation package could land you significant savings when compared to booking stays and flights individually. Better still, you can personalize your Boston getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Boston?
If you're considering a spur-of-the-moment Boston getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Boston?
- Pick your travel dates: What you plan to do in Boston and your favourite season will help you decide when to go.
- Set a budget: Consider expenses such as flights, meals and transportation when working out how much to put aside for your trip to Boston. Then, select a property that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
- Determine how many days away: Start by listing all the activities and attractions you want to get to in Boston. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Boston vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
