Boston Vacations from $484

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The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
West Taylor Run Hotel

West Taylor Run Hotel

4 out of 5
Taylor Run
Save 100% on your flight
Price was $713, price is now $484 per person
$484
per person
Nov 5 - Nov 9
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.4/10 Very Good! (27 reviews)
We had a great stay. The property manager replied very quickly.

Reviewed on Jun 14, 2025

Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Save 100% on your flight
Price was $1,327, price is now $839 per person
$839
per person
Dec 5 - Dec 10
found 1 hour ago
Roundtrip flight included
Los Angeles (LAX) to Washington (DCA)
8.4/10 Very Good! (454 reviews)
Staff was courteous and professional.

Reviewed on Sep 21, 2025

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Save 100% on your flight
Price was $3,948, price is now $2,578 per person
$2,578
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Washington (DCA)
9.2/10 Wonderful! (191 reviews)
Staff was kind to upgrade to a spectacular suite

Reviewed on Sep 22, 2025

William F. Bolger Center

William F. Bolger Center

3 out of 5
Save 100% on your flight
Price was $1,518, price is now $1,007 per person
$1,007
per person
Dec 5 - Dec 10
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (IAD)
8.6/10 Excellent! (999 reviews)
The Darcy Hotel

The Darcy Hotel

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $915, price is now $637 per person
$637
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.2/10 Wonderful! (1,391 reviews)
Central to everything

Reviewed on Sep 22, 2025

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Boston Hotel Deals

Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5, Luray, VA
$222 nightly
The price is $255 total per night from Oct 1 to Oct 2
$255 total
Oct 1 - Oct 2
Total with taxes and fees
8.4/10 Very Good! (1,036 reviews)
"I liked we could checking in earlier as the room was ready. The lady in the front desk was very nice. What I did not like was there’s not microwave or vending machine. The ice machine was nearby."

Reviewed on Sep 24, 2025

Skyland
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 Oct 6 to Oct 7
$150 total
Oct 6 - Oct 7
Total with taxes and fees
8.8/10 Excellent! (1,015 reviews)
"The hotel staff was friendly and helpful. The hotel itself has character and history, and we enjoyed a lovely meal at Circa '31."

Reviewed on Sep 23, 2025

Mimslyn Inn Historic Hotels Of America
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive, Luray, VA
$253 nightly
The price is $279 total per night from Sep 30 to Oct 1
$279 total
Sep 30 - Oct 1
Total with taxes and fees
7.6/10 Good! (769 reviews)
"The room was nice, but bit outdated. The dining room prices were outrageous."

Reviewed on Sep 23, 2025

Big Meadows Lodge
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 $484 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.