Boston Vacations from $237

Book a Hotel + Flight or Car together to unlock savings

The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (792 reviews)
Good service and price so clean

Reviewed on Jun 29, 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,006 reviews)
Pet friendly Friendly staff

Reviewed on Jun 30, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
10/10 Exceptional! (3 reviews)
Very difficult to pull up and take advantage of valet parking. Otherwise, everything was AMAZING!

Reviewed on Jun 29, 2025

Sheraton Pentagon City Hotel

Sheraton Pentagon City Hotel

3.5 out of 5
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.4/10 Very Good! (2,282 reviews)
The room was very clean and had a beautiful view. Front desk staff were always very helpful and sweet.

Reviewed on Jun 30, 2025

Viceroy Washington DC

Viceroy Washington DC

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,000 reviews)
Clean and comfortable . Great location.

Reviewed on Jun 27, 2025

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Boston Hotel Deals

Skyland
Skyland
2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
$146 nightly
The price is $167 total per night from Jul 6 to Jul 7
$167 total
Jul 6 - Jul 7
Total includes taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Only bad thing is small flying insects outside the room"

Reviewed on Jun 30, 2025

Skyland
Big Meadows Lodge
Big Meadows Lodge
3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
$125 nightly
The price is $138 total per night from Jul 14 to Jul 15
$138 total
Jul 14 - Jul 15
Total includes taxes and fees
7.6/10 Good! (672 reviews)
Skyline Drive
"Relaxing trip to the mountains, great drive, beautiful views"

Reviewed on Jun 29, 2025

Big Meadows Lodge
Quality Inn
Quality Inn
2.5 out of 5
410 W Main St, Luray, VA
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $78 total per night from Jul 21 to Jul 22
$78 total
Jul 21 - Jul 22
Total includes taxes and fees
7.2/10 Good! (1,004 reviews)
"This is an older motel but AC worked well and there was plenty of hot water. Comfortable bed and a TV with remote that was EASY to use lol. I was there 4 nights for a work trip and it met my needs just fine."

Reviewed on Jun 28, 2025

Quality Inn
See all 658 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.

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 $237 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.