Boston Vacations from $249

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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 $313, price is now $249 per person
$249
per person
Oct 23 - Oct 26
found 1 day 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

Staybridge Suites Tysons - McLean by IHG

Staybridge Suites Tysons - McLean by IHG

3 out of 5
Save 100% on your flight
Price was $972, price is now $679 per person
$679
per person
Oct 26 - Oct 31
found 8 hours ago
Roundtrip flight included
Dallas (DAL) to Washington (DCA)
9.2/10 Wonderful! (1,002 reviews)
Need to weed the front planters and pick up the trash. Not a very good first impression. Ms. Angel was nice and professional. Please upgrade the property. The life guard was nice.

Reviewed on Jul 30, 2025

Tysons Corner Marriott

Tysons Corner Marriott

4 out of 5
Save 100% on your flight
Price was $411, price is now $315 per person
$315
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,000 reviews)
it had a nice clean gym

Reviewed on Aug 17, 2025

Landing Washington DC near Washington Navy Yard

Landing Washington DC near Washington Navy Yard

2 out of 5
Southeast
Save 100% on your flight
Price was $670, price is now $528 per person
$528
per person
Sep 19 - Sep 22
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
No reviews
Hilton Garden Inn Reagan National Airport

Hilton Garden Inn Reagan National Airport

3.5 out of 5
Crystal City
Price was $404, price is now $332 per person
$332
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.4/10 Very Good! (1,694 reviews)
The people at the front desk were not very personable but the hotel was really nice and clean.

Reviewed on Aug 19, 2025

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Boston Hotel Deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
$165 nightly
The price is $189 total per night from Aug 25 to Aug 26
$189 total
Aug 25 - Aug 26
Total includes taxes and fees
8.4/10 Very Good! (1,008 reviews)
"We had an overall pleasant stay at Skyland. Our lodge was a short walk to the dining hall and there are trailheads within walking distance. The sunset from Stony Man was spectacular, but so was the sunset right from the dining room...so if you're not a hiker, you'll still be able to enjoy it. Our ..."

Reviewed on Aug 18, 2025

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
$133 nightly
The price is $147 total per night from Sep 2 to Sep 3
$147 total
Sep 2 - Sep 3
Total includes taxes and fees
7.6/10 Good! (718 reviews)
"Beautiful setting. Beautiful grounds and well maintained. Clean room. Comfortable bed. Clean guest laundry. Highly recommend."

Reviewed on Aug 9, 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
$133 nightly
The price is $154 total per night from Sep 4 to Sep 5
$154 total
Sep 4 - Sep 5
Total includes taxes and fees
8.8/10 Excellent! (1,002 reviews)
"Loved the cleanliness of the property and friendliness of the staff. However, getting hit with a "restoration fee" upon sign in was a bit annoying since Expedia does not mention this in thier pricing. Beds were comfortable but the lack of a refrigerator in the room in this day and age is a negative. ..."

Reviewed on Aug 16, 2025

Mimslyn Inn Historic Hotels Of America
See all 657 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 $249 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.