Boston Vacations from $293
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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
$521
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Buffalo (BUF)
9.6/10 Exceptional! (892 reviews)
The location was excellent - in a lovely tree filled neighborhood within easy walking of the main commercial streets. The room was comfortable, clean, no frills, but did have a little fridge. no complaints. But there is a general air of disinterest in the details that make for a truly pleasant experience. The Keurig coffee maker in the lobby of the guest building was a plus, but no milk, only artificial creamers. There were unwatered dead plants in the public areas and the inn went cheap on guest toiletries and the continental breakfast. The mini pastries were stale and tasteless.
There is a restaurant in the inn with lovely outside seating, but dining experience was disappointing the food was only fair. A tomato salad special - about $16 - had only 2 small pieces of chopped tomato. Service was friendly and reasonably professional. This would be a great place to sit outside for drinks.
Reviewed on Aug 3, 2026
The Eagles Nest, Couples Escape - Hot Tub & Views
$887
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Buffalo (BUF)
9/10 Wonderful! (6 reviews)
We had a wonderful weekend stay at this house! Clean, comfortable, and had everything we needed for a relaxing getaway. The location was perfect—peacefully tucked near the mountains while still being just 5 minutes from town, making it easy to enjoy both nature and local shops and restaurants.
Reviewed on Aug 4, 2026
Regency Retreat
$686
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Buffalo (BUF)
10/10 Exceptional! (2 reviews)
The pool was a lot of fun! There is even pool toys and stuff for kids to play with. My family loved the house. The beds were super comfortable and the room darkening curtains were so great. My family was very comfortable here!
Reviewed on Jul 14, 2026
What to do in Boston
From New York to Boston Day Trip with Freedom Trail Tour
$152
per adult
Boston Hotel Deals
M Hotel Buffalo
2040 Walden Ave Buffalo NY
Fully refundableReserve now, pay when you stay
$100 nightly
$117 total
Sep 10 - Sep 11
Total with taxes and fees
7.4/10 Good! (2,957 reviews)
"Very nice stay"
Reviewed on Aug 10, 2026
Hyatt Regency Buffalo / Hotel and Conference Center
Two Fountain Plaza Buffalo NY
Fully refundableReserve now, pay when you stay
$152 nightly
$178 total
Aug 30 - Aug 31
Total with taxes and fees
Wyndham Garden Buffalo Downtown
125 High St Buffalo NY
Fully refundableReserve now, pay when you stay
$140 nightly
$164 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (1,885 reviews)
"The entire staff was great! friendly and helpful. the hotel overall was clean! parking was a bit annoying as the for the garage"
Reviewed on Aug 10, 2026
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 |
More vacations you might like
Frequently asked questions
How much does a Boston vacation package cost?
You can snap up a vacation package to this top destination from $293 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.
