Boston Vacations from $475

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The Latest Boston Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 20 - Jan 26

    BNA Suites + Flight

    Donelson
    6 nights
    3.0 star property
    7.8/10 - Good (1,540 reviews)
    Roundtrip • Boston (BOS) - Nashville (BNA)
    BOS - BNA • Nonstop BNA - BOS • Nonstop
    $614
    $475
    per traveler
    found 6 hours ago
    BNA Suites
  • Dec 31 - Jan 4

    1 Hotel Nashville + Flight

    Downtown Nashville
    4 nights
    5.0 star property
    9.4/10 - Exceptional (1,006 reviews)
    Roundtrip • Boston (BOS) - Nashville (BNA)
    BOS - BNA • Nonstop BNA - BOS • Nonstop
    $1,488
    $1,035
    per traveler
    found 1 day ago
    1 Hotel Nashville
  • Jan 20 - Jan 26

    Element by Marriott Nashville Vanderbilt West End + Flight

    West End
    6 nights
    3.0 star property
    9.2/10 - Wonderful (1,110 reviews)
    Roundtrip • Boston (BOS) - Nashville (BNA)
    BOS - BNA • Nonstop BNA - BOS • Nonstop
    $908
    $638
    per traveler
    found 6 hours ago
    Element by Marriott Nashville Vanderbilt West End
  • Jan 30 - Feb 2

    Loews Nashville Hotel at Vanderbilt Plaza + Flight

    West End
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip • Boston (BOS) - Nashville (BNA)
    BOS - BNA • Nonstop BNA - BOS • Nonstop
    $797
    $588
    per traveler
    found 1 day ago
    Loews Nashville Hotel at Vanderbilt Plaza
  • Jan 15 - Jan 18

    The Hermitage Hotel + Flight

    Downtown Nashville
    3 nights
    5.0 star property
    9.6/10 - Exceptional (944 reviews)
    Roundtrip • New York (JFK) - Nashville (BNA)
    JFK - BNA • Nonstop BNA - JFK • 1 stop
    $1,136
    $879
    per traveler
    found 5 hours ago
    The Hermitage Hotel

Boston Hotel Deals

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.

Frequently Asked Questions

How much does a Boston vacation package cost?

You can grab a vacation package to this top destination from $475 on Expedia. But how much your vacation to Boston costs will depend on the season, length of stay and hotel choice.

What are the cheapest months to go to Boston?

If you'd like to snag a cheap Boston vacation package, consider planning a trip in November, December and January. You'll generally find better rates on airfares and hotels during these months — perfect for a budget-friendly getaway.

How many days is enough for Boston?

With a well-organized schedule, you can easily visit the main Boston sights in a few days. But if you prefer to discover hidden spots or take day trips, think about booking your Boston vacation for longer.

How to find the best Boston package deals?

Use Expedia's filter tool to find some fabulous Boston package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Boston package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.

Is it cheaper to book a Boston vacation as a package?

You can enjoy significant savings on your next Boston escape by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Boston?

If you've got your Boston travel dates confirmed, book early to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.

Does Expedia offer Book Now, Pay Later Boston vacation packages?

Your Boston getaway is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.