Chartley Vacations from $496

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Your Chartley Vacation

A great way to experience this vibrant city is with a tailor-made Chartley vacation package. Base yourself in the neighborhood of Wayland, which is good for cycling, cafes and families or go someplace else — our package deals are all about you. If your trip to Chartley includes some sightseeing, visit popular attractions like Xfinity Center, Plainridge Park Casino and Wheaton College. Whatever your travel plans or budget, putting together the ultimate tailored Chartley vacation is a piece of cake with Expedia.

The Latest Chartley Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 11 - Dec 14

    Boston Lodge and Suites + Flight

    Dorchester
    3 nights
    4.0 star property
    8.4/10 - Very good (194 reviews)
    "The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The..."
    Reviewed October 17, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    Save 100% on your flight
    $1,017
    $496
    per traveler
    found 21 hours ago
    Boston Lodge and Suites
  • Dec 17 - Dec 20

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,005 reviews)
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    $1,565
    $861
    per traveler
    found 1 day ago
    Boston Harbor Hotel
  • Jan 7 - Jan 10

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "The property was beautiful and super clean. Breakfast was really good. The staff was very polite and helpful! I’d love to come back again!"
    Reviewed November 6, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    $1,073
    $719
    per traveler
    found 1 day ago
    The Langham, Boston
  • Dec 23 - Dec 26

    Mandarin Oriental, Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (468 reviews)
    "Overall Excellent! clean room, very nice staff"
    Reviewed November 4, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • 2 stops
    $1,828
    $1,272
    per traveler
    found 1 day ago
    Mandarin Oriental, Boston
  • Dec 10 - Dec 13

    The Newbury Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (746 reviews)
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    $1,650
    $1,153
    per traveler
    found 1 day ago
    The Newbury Boston

Chartley 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 Chartley vacation package cost?

You can pick up a vacation package to this destination from $496 on Expedia. However, how much your vacation to Chartley costs will depend on the length of stay, season and hotel choice.

What are the cheapest months to go to Chartley?

If you're looking to snag a cheap Chartley vacation package, consider traveling in November, December and January. You'll usually find better rates on accommodations and flights during these quieter months — perfect for a budget-friendly break.

How many days is enough for Chartley?

With a well-planned itinerary, you can easily visit the most popular Chartley sights in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Chartley vacation for longer.

How to find the best Chartley package deals?

Finding a cheap Chartley package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Chartley package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.

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

You can enjoy significant savings on your Chartley retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Chartley?

Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Chartley getaway.

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

If you're anything like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Chartley vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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