Boston Vacations from $296

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The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Studio 6 Springfield, Va – Washington Dc Southwest

Studio 6 Springfield, Va – Washington Dc Southwest

2 out of 5
Price was $381, price is now $296 per person
$296
per person
Nov 7 - Nov 11
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
7.8/10 Good! (135 reviews)
Kitchen was a plus, lack of pots pans dishes and utensils were a minus.

Reviewed on Aug 11, 2025

The Westin Tysons Corner

The Westin Tysons Corner

4 out of 5
Price was $398, price is now $333 per person
$333
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,001 reviews)
The room was very clean, well organized, and, oddly enough, I really like the placement of the furnitures. The parking lot method was the only downside. Having to go only and use a third party to gain access to parking made things a bit less convenient.

Reviewed on Aug 18, 2025

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

2.5 out of 5
Price was $746, price is now $632 per person
$632
per person
Oct 3 - Oct 10
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
7.8/10 Good! (1,001 reviews)
I was very happy with my stay here. They had a friendly and efficient staff and clean rooms. The hot breakfast was good and there were some nice options to choose from. I will reserve here again next time I’m in the area!

Reviewed on Aug 19, 2025

Washington Dulles Marriott Suites

Washington Dulles Marriott Suites

3.5 out of 5
Save 100% on your flight
Price was $741, price is now $630 per person
$630
per person
Oct 10 - Oct 14
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (984 reviews)
what a great option near IAD. clean with super comfortable beds and very spacious suites. Would definitely recommend and would definitely stay here again.

Reviewed on Aug 16, 2025

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 out of 5
Price was $352, price is now $301 per person
$301
per person
Oct 11 - Oct 13
found 2 hours ago
Roundtrip flight included
Charlotte (CLT) to Washington (DCA)
9.4/10 Exceptional! (440 reviews)
There was a food truck, outdoor, covered bar and live music. The bar area and music ended early. Great atmosphere.

Reviewed on Jul 5, 2025

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Boston Hotel Deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
$147 nightly
The price is $169 total per night from Sep 2 to Sep 3
$169 total
Sep 2 - Sep 3
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"A wonderful way to visit Shenandoah national Park and we enjoyed dinner outside the evening we arrived."

Reviewed on Aug 20, 2025

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
$121 nightly
The price is $133 total per night from Sep 2 to Sep 3
$133 total
Sep 2 - Sep 3
Total with taxes and fees
7.6/10 Good! (726 reviews)
"Beautiful location. Nice dinner. Good hikes"

Reviewed on Aug 21, 2025

Big Meadows Lodge
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St, Luray, VA
$130 nightly
The price is $150 total per night from Sep 23 to Sep 24
$150 total
Sep 23 - Sep 24
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Lovely room. Great location"

Reviewed on Aug 21, 2025

Mimslyn Inn Historic Hotels Of America
See all 660 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?
Offering great value package deals from $296 on Expedia, you'll be pleasantly surprised at how much a vacation to Boston costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Boston?
December, January and February are the best times to search for cheap Boston vacation packages. Traveling in quieter months means you can generally find lower prices on accommodations and flights.
How many days is enough for Boston?
Typically, a handful of days is enough to explore the top sights during your Boston vacation. However, if you'd like to have some time to rest or go on day trips, think about extending your trip.
How to find the best Boston package deals?
Use Expedia's filter tool to help you find some of the best Boston package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Boston package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
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 view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Boston?
If you have your Boston vacation dates confirmed, book as early as you can to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Boston vacation packages?
Set off on your perfect trip to Boston with our Book Now, Pay Later vacations. There's no need to save up or hold off until the next payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.