Boston Vacations from $305
Book a Hotel + Flight or Car together to unlock savings
Your Boston Vacation
When you book a Boston vacation package, it's easy to enjoy your escape to the fullest. Uncover the best parts of this exciting city knowing that all the travel planning has been looked after before you go. If your trip to Boston includes a little sightseeing, check out popular attractions like Kissing Bridge Ski Resort, Eternal Flame Falls and Chestnut Ridge Park. A few quick clicks is all it takes to create the perfect Boston vacation on Expedia.
The Latest Boston vacation packages
Price found within the past 48 hours. Click for updated prices.
Roycroft Inn
$975
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Buffalo (BUF)
9.6/10 Exceptional! (904 reviews)
The Roycroft Inn is unique and provides a respite place with history. The restaurant had excellent food that is part of the Inn.
The Roycroft campus across the street is very interesting and worth a walk through and tour.
The Inn has an incredible collection of arts and craft furniture in the main rooms as well as the sleeping rooms.
Overall the property could use a refresh, new carpet and painting and a scrubbing. The bones of the places are great, but the interiors are tired.
Reviewed on Oct 11, 2026
What to do in Boston
Boston, Harvard and Freedom Trail Day Tour from New York
$152
per adult
Boston Hotel Deals
M Hotel Buffalo
2040 Walden Ave Buffalo NY
Fully refundableReserve now, pay when you stay
$119 nightly
$135 total
Oct 14 - Oct 15
Total with taxes and fees
7.4/10 Good! (3,252 reviews)
"Updating facilities."
Reviewed on Oct 13, 2026
Best Western Galleria Inn & Suites
601 Dingens St Buffalo NY
Fully refundableReserve now, pay when you stay
$98 nightly
$114 total
Oct 18 - Oct 19
Total with taxes and fees
6.8/10 (1,016 reviews)
"Very nice stay. The room was small but so was the cost. It was clean and comfortable. Staff were nice, breakfast was pretty good, and the proximity to the Thruway was a plus."
Reviewed on Oct 13, 2026
Hyatt Regency Buffalo / Hotel and Conference Center
Two Fountain Plaza Buffalo NY
$161 nightly
$188 total
Oct 25 - Oct 26
Total with taxes and fees
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 |
Closest Airport | Buffalo Niagara Intl. Airport (BUF) |
Population | 8,000 |
Top Sights | Eternal Flame Falls, Knox Farm State Park and Kissing Bridge Ski Resort |
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Frequently asked questions
How much does a Boston vacation package cost?
You can snap up a vacation package to this top destination from $305 on Expedia. But how much your vacation to Boston costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Boston?
You're likely to find reduced prices and better availability in December, January and February. Browse our cheap Boston vacation packages and you could land some excellent off-season deals.
How many days is enough for Boston?
Usually, a handful of days is enough to tick off the main sights during your Boston vacation. But if you'd like to have more time to kick back or go on day trips, think about extending your itinerary.
How to find the best Boston package deals?
Start your search for a Boston package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Boston package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Boston getaway off to a flying start.
Is it cheaper to book a Boston vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the flexibility to create a customized Boston vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Boston?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Boston trip.
Does Expedia offer Book Now, Pay Later Boston vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Boston trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.