Boston Vacations from $422

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The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

2.5 out of 5
Downtown Louisville
Price was $588, price is now $422 per person
$422
per person
Dec 4 - Dec 8
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (1,552 reviews)
Located within walking distance of Louisville Sligger museum and Whiskey Row. Easy parking, nice room.

Reviewed on Oct 11, 2025

Hilton Garden Inn Louisville Airport

Hilton Garden Inn Louisville Airport

3 out of 5
Fairgrounds
Save 100% on your flight
Price was $693, price is now $429 per person
$429
per person
Dec 4 - Dec 8
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9/10 Wonderful! (1,008 reviews)
Shuttle service was great. Kim from hotel staff front desk was excellent. She was friendly, helpful and offered terrific suggestions on dining and local activities in the area.

Reviewed on Oct 2, 2025

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $691, price is now $453 per person
$453
per person
Dec 4 - Dec 8
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9/10 Wonderful! (1,015 reviews)
Rooms and location was fantastic. Close to 4th street live and whiskey row.

Reviewed on Oct 6, 2025

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Save 100% on your flight
Price was $960, price is now $644 per person
$644
per person
Dec 4 - Dec 8
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (821 reviews)
I liked this hotel. Beds are very nice. Restaurant on premises is very good. Very nice selection of bourbon. Good stopping point from Pittsburgh. Going to Bernheim Forest 25 minutes away. Then to Mammoth Cave. Then to Nashville. Perfect hotel before new travels. Staff is extremely friendly.

Reviewed on Oct 7, 2025

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $802, price is now $585 per person
$585
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9/10 Wonderful! (1,002 reviews)
The hotel was within walking distance for us to have dinner and drinks. We were in town for a conference.

Reviewed on Oct 5, 2025

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Boston Hotel Deals

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
$67 nightly
The price is $74 total per night from Oct 19 to Oct 20
$74 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (1,414 reviews)
"Very nice over all bed was a little bit higher than usual but other than that very nice"

Reviewed on Oct 9, 2025

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

Distill-Inn

2.5 out of 5
984 Frost Ave, Bardstown, KY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Nov 9 to Nov 10
$112 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (1,341 reviews)
"The room was clean and the Staff was excellent."

Reviewed on Oct 7, 2025

Distill-Inn
Best Western Louisville South / Shepherdsville

Best Western Louisville South / Shepherdsville

2.5 out of 5
362 Brenton Way, Louisville, KY
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Oct 16 to Oct 17
$84 total
Oct 16 - Oct 17
Total with taxes and fees
8.4/10 Very Good! (874 reviews)
"A convenient place to stay off of I-65"

Reviewed on Oct 6, 2025

Best Western Louisville South / Shepherdsville
See all 419 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.

Boston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)
Population
270
Top Sights
My Old Kentucky Home State Park, Bourbon Heritage Center and The Abbey of Gethsemani

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Frequently asked questions

How much does a Boston vacation package cost?
Offering excellent value package deals from $422 on Expedia, you'll be pleasantly surprised at how much a vacation to Boston costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Boston?
If you're hoping to book a cheap Boston vacation package, consider planning a trip in August, October and December. You're likely to find lower rates on flights and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Boston?
With a well-organized travel plan, you can easily visit the top Boston attractions in a few days. But if you want to discover hidden gems or go on day tours, consider booking your Boston vacation for longer.
How to find the best Boston package deals?
Begin your search for a Boston package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Boston package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Boston escape off to a flying start.
Is it cheaper to book a Boston vacation as a package?
You can enjoy significant savings on your Boston break by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Boston?
If you've got your Boston travel dates finalized, book as soon as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Boston vacation packages?
Jet off on your dream trip to Boston with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.