Boston Vacation Packages

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Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Corydon

Super 8 by Wyndham Corydon

2 out of 5
per person
Sep 18 - Sep 23
found 17 hours ago
Roundtrip flight included
Calgary (YYC) to Louisville (SDF)
6.2/10 (409 reviews)
It was ok , better was the breakfast a few blocks away , we went for antiques in the area , 2 of which was closed . Go to the red barn tho found some nice bargains there

Reviewed on Sep. 22, 2024

Baymont by Wyndham Louisville Airport South

Baymont by Wyndham Louisville Airport South

2.5 out of 5
per person
Sep 18 - Sep 23
found 17 hours ago
Roundtrip flight included
Calgary (YYC) to Louisville (SDF)
6.4/10 (1,000 reviews)
Location is good, 10 minutes driving to Kentucky Exposition Center. The facility is old, the breakfast is quite simple (no eggs), and no shampoo in the bathroom.

Reviewed on Jul. 14, 2025

Microtel Inn by Wyndham Louisville East

Microtel Inn by Wyndham Louisville East

2 out of 5
Jeffersontown
per person
Sep 18 - Sep 23
found 17 hours ago
Roundtrip flight included
Calgary (YYC) to Louisville (SDF)
6.8/10 (1,004 reviews)
The area was nice, the room was clean and the staff was nice. I would probably stay there again.

Reviewed on Jul. 14, 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
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
8.6/10 Excellent! (1,000 reviews)
I really like this hotel, the staff were very kind, the breakfast was good, not to many options but better than the popular one hotel breakfast. And also the deposit fee was good than other places. I would like to go back there. Thank you Holliday Inn 🙂

Reviewed on Jul. 16, 2025

Wingate by Wyndham Louisville East

Wingate by Wyndham Louisville East

2.5 out of 5
Jeffersontown
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
8.6/10 Excellent! (1,001 reviews)
The water was off from 11:00am-1:40 pm on a day that I was planning to be in my room during those hours. Also, they only wash the towels every 3 days but housekeeping came in and put my dirty towels on the bathroom floor , put new ones in the bathroom but left the old ones on the floor and the bathroom trash wasn’t completely emptied. Because I had spread the bed it wasn’t made but the hand soap and the pen and pad was replaced. It was a half cleaning job and I’ve never quite seen that before. Not to mention, the housekeeping supervisor didn’t realize I had checked in already and used her key to come in to check the cleanliness of the room. She apologized but it made me feel uncomfortable the rest of my stay.

Reviewed on Jul. 20, 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
The price is CA $110 per night from Jul 28 to Jul 29
CA $110
CA $121 total
Jul 28 - Jul 29
includes taxes & fees
8.6/10 Excellent! (1,400 reviews)
"The check in staff was wonderful!!. The young lady for check out needed to know how to deal with older guests. She treated our 83 year old mother poorly. Patience is an important quality in the area of hospitality. Otherwise our stay was very nice!"

Reviewed on Jul. 21, 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
The price is CA $126 per night from Aug 10 to Aug 11
CA $126
CA $139 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,274 reviews)
"The staff was great, the rooms and eating area were very clean. We will definitely stay here again."

Reviewed on Jul. 23, 2025

Distill-Inn
The Trail Hotel

The Trail Hotel

4 out of 5
1875 New Haven Rd, Bardstown, KY
The price is CA $212 per night from Aug 3 to Aug 4
CA $212
CA $256 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (25 reviews)
"Great stay"

Reviewed on Jul. 20, 2025

The Trail Hotel
See all 395 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.

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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 $1,086 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.