Boston Vacations from $541

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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.
Regency Retreat

Regency Retreat

3 out of 5
Price was $667, price is now $541 per person
$541
per person
Dec 4 - Dec 7
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Buffalo (BUF)
10/10 Exceptional! (2 reviews)

The Allen House

The Allen House

3.5 out of 5
Save 100% on your flight
Price was $2,171, price is now $1,683 per person
$1,683
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Buffalo (BUF)
No reviews

The Eagles Nest, Couples Escape - Hot Tub & Views

The Eagles Nest, Couples Escape - Hot Tub & Views

4.5 out of 5
Save 100% on your flight
Price was $3,179, price is now $2,484 per person
$2,484
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Buffalo (BUF)
9.2/10 Wonderful! (7 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

The Inn At Holiday Valley

The Inn At Holiday Valley

3.5 out of 5
Price was $1,311, price is now $1,055 per person
$1,055
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
New York (NYC) to Buffalo (BUF)
9/10 Wonderful! (890 reviews)

Buffalo Harmony House

Buffalo Harmony House

4.5 out of 5
Downtown Buffalo
Price was $966, price is now $785 per person
$785
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Buffalo (BUF)
10/10 Exceptional! (56 reviews)

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What to do in Boston

From New York: Boston Day Trip with Freedom Trail Tour

Boston, Harvard and Freedom Trail Day Tour from New York

$152
per adult
Boston, Harvard and Freedom Trail Day Tour from New York
See all activities in Boston

Boston Hotel Deals

M Hotel Buffalo

M Hotel Buffalo

3.5 out of 5
2040 Walden Ave Buffalo NY
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $115 total per night from Oct 29 to Oct 30
$115 total
Oct 29 - Oct 30
Total with taxes and fees
M Hotel Buffalo
Best Western Galleria Inn & Suites

Best Western Galleria Inn & Suites

2.5 out of 5
601 Dingens St Buffalo NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $114 total per night from Nov 2 to Nov 3
$114 total
Nov 2 - Nov 3
Total with taxes and fees
Best Western Galleria Inn & Suites
Hyatt Regency Buffalo / Hotel and Conference Center

Hyatt Regency Buffalo / Hotel and Conference Center

3.5 out of 5
Two Fountain Plaza Buffalo NY
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $220 total per night from Nov 11 to Nov 12
$220 total
Nov 11 - Nov 12
Total with taxes and fees
8.2/10 Very Good! (1,843 reviews)
"The hotel was clean and well maintained. The bed comfortable and staff was friendly. Location good also."

Reviewed on Oct 26, 2026

Hyatt Regency Buffalo / Hotel and Conference Center
See all 601 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
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 $541 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.