Boston Vacations from $338

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The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Affordable Suites of America Quantico

Affordable Suites of America Quantico

3 out of 5
Price was $407, price is now $338 per person
$338
per person
Nov 20 - Nov 24
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
9.4/10 Exceptional! (438 reviews)
Room was fantastic!!! Clean and spacious!!! Staff was nice and stayed in contact with me as I arrived later than expected 😊

Reviewed on Sep 12, 2025

The Publisher, Downtown Fredericksburg, a Tribute Portfolio Hotel

The Publisher, Downtown Fredericksburg, a Tribute Portfolio Hotel

4 out of 5
Save 100% on your flight
Price was $698, price is now $516 per person
$516
per person
Nov 20 - Nov 24
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
9.4/10 Exceptional! (69 reviews)
Professional, high end, lovely restaurant and staff.

Reviewed on Sep 5, 2025

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 out of 5
Price was $1,005, price is now $806 per person
$806
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Washington (DCA)
9.4/10 Exceptional! (448 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

Hilton Garden Inn Fredericksburg

Hilton Garden Inn Fredericksburg

3 out of 5
Price was $440, price is now $365 per person
$365
per person
Nov 20 - Nov 24
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Washington (DCA)
8.2/10 Very Good! (1,003 reviews)
Good staff Got an upgrade Clean room Cheap rate

Reviewed on Sep 7, 2025

Tysons Corner Marriott

Tysons Corner Marriott

4 out of 5
Price was $549, price is now $456 per person
$456
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.8/10 Excellent! (1,008 reviews)
It is very comfortable, safe, and friendly, and conveniently located near Tysons Corner Mall.

Reviewed on Aug 28, 2025

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Boston Hotel Deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
$168 nightly
The price is $193 total per night from Sep 17 to Sep 18
$193 total
Sep 17 - Sep 18
Total with taxes and fees
8.4/10 Very Good! (1,016 reviews)
"It was amazing! Great room, and beautiful view"

Reviewed on Sep 16, 2025

Skyland
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
$130 nightly
The price is $143 total per night from Sep 21 to Sep 22
$143 total
Sep 21 - Sep 22
Total with taxes and fees
7.6/10 Good! (760 reviews)
"Staying inside National Parks are always beneficial and the cabin lodges here are clean and safe."

Reviewed on Sep 16, 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
$112 nightly
The price is $129 total per night from Sep 24 to Sep 25
$129 total
Sep 24 - Sep 25
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
"Very nice experience!"

Reviewed on Sep 11, 2025

Mimslyn Inn Historic Hotels Of America
See all 661 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 $338 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.