Boston Vacations from $341

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The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Le Meridien Arlington
Sofitel Washington DC Lafayette Square
Embassy Suites by Hilton Washington D.C. – Convention Center
Hilton Washington DC Capitol Hill
Club Quarters Hotel in Washington DC
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Boston Hotel Deals

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
$127 nightly
The price is $146 total per night from Nov 24 to Nov 25
$146 total
Nov 24 - Nov 25
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Friendly staff! Room was a little noisy. But all was very nice

Reviewed on Nov 14, 2025

Mimslyn Inn Historic Hotels Of America
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
$225 nightly
The price is $259 total per night from Nov 26 to Nov 27
$259 total
Nov 26 - Nov 27
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
-Nice and kind staff. -Clean rooms and bathrooms -We were so lucky to be there when a lecture from Greg "Sky Guy"Redfern, a NASA JLP Solar System Ambassador took place at the conference room. SO INTERESTING! -The restaurant menu is so authentic, tasty and very generous portions.

Reviewed on Nov 13, 2025

Skyland
Quality Inn

Quality Inn

2.5 out of 5
410 W Main St Luray VA
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $74 total per night from Dec 11 to Dec 12
$74 total
Dec 11 - Dec 12
Total with taxes and fees
7.2/10 Good! (1,002 reviews)
Nice clean room. Well maintained

Reviewed on Nov 12, 2025

Quality Inn
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.

Find the Best Boston Vacation Packages

Boston Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
The State Theatre, The Loft and St. Stephens Episcopal Church

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Frequently asked questions

How much does a Boston vacation package cost?
Offering great value package deals from $341 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.

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