Boston Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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    With 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.
Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was CA $1,167, price is now CA $992 per person
CA $992
per person
Oct 16 - Oct 20
found 24 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Louisville (SDF)
9/10 Wonderful! (648 reviews)
Nice location good vibe

Reviewed on Aug. 19, 2025

Residence Inn by Marriott Louisville Airport

Residence Inn by Marriott Louisville Airport

3 out of 5
Fairgrounds
Price was CA $1,148, price is now CA $997 per person
CA $997
per person
Oct 8 - Oct 11
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
8.8/10 Excellent! (668 reviews)
Good food selection. Convenient to freeway.

Reviewed on Aug. 3, 2025

Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5
Hayfield Dundee
Price was CA $1,696, price is now CA $1,368 per person
CA $1,368
per person
Oct 7 - Oct 10
found 11 hours ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
8.6/10 Excellent! (1,000 reviews)
Excellent customer service and nice people

Reviewed on Aug. 13, 2025

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
Price was CA $2,054, price is now CA $1,764 per person
CA $1,764
per person
Oct 7 - Oct 10
found 11 hours ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
9.4/10 Exceptional! (1,341 reviews)
Great staff and clean hotel

Reviewed on Aug. 21, 2025

Comfort Inn & Suites Clarksville - Louisville North

Comfort Inn & Suites Clarksville - Louisville North

2.5 out of 5
Price was CA $1,218, price is now CA $1,079 per person
CA $1,079
per person
Oct 7 - Oct 10
found 11 hours ago
Roundtrip flight included
Edmonton (YEG) to Louisville (SDF)
9/10 Wonderful! (952 reviews)
The presidential suite was huge! Definitely will stay again.

Reviewed on Aug. 15, 2025

Ready to book your vacation to Boston?

 

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Boston Hotel Deals

Distill-Inn

Distill-Inn

2.5 out of 5
984 Frost Ave, Bardstown, KY
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Sep 10 to Sep 11
CA $128
CA $142 total
Sep 10 - Sep 11
includes taxes & fees
9.2/10 Wonderful! (1,290 reviews)
"Very nice place with plenty of parking.would stay here next time we are in Bardston."

Reviewed on Aug. 17, 2025

Distill-Inn
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

2 out of 5
1043 Executive Drive Hardin, Elizabethtown, KY
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Aug 24 to Aug 25
CA $112
CA $124 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (1,403 reviews)
"Great deal!! Needed clean, safe, easy place to sleep and shower for the night and this place was ideal. Would stay again!"

Reviewed on Aug. 17, 2025

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94
Ramada by Wyndham Elizabethtown

Ramada by Wyndham Elizabethtown

2.5 out of 5
205 Commerce Dr, Elizabethtown, KY
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Sep 2 to Sep 3
CA $99
CA $109 total
Sep 2 - Sep 3
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"The staff at this location was such a huge help. I highly recommend staying here."

Reviewed on Aug. 17, 2025

Ramada by Wyndham Elizabethtown
See all 390 properties in Boston
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.
All Inclusive Vacations
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Frequently asked questions

How much does a Boston vacation package cost?
You can grab a vacation package to this top destination from CA $992 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?

  1. Pick your travel dates: What you plan to do in Boston and your favourite season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.