A calm river with large rocks, surrounded by trees with autumn foliage.

Roxbury Vacations from $851

Book a Hotel + Flight or Car together to unlock savings

The Latest Roxbury Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 20 - Jan 24

    JW Marriott Essex House New York + Flight

    Manhattan
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $1,529
    $851
    per traveler
    found 1 day ago
    JW Marriott Essex House New York
  • Dec 17 - Dec 22

    Tudor Place + Flight

    Lansdowne
    5 nights
    4.0 star property
    Roundtrip • Miami (MIA) - Philadelphia (PHL)
    MIA - PHL • Nonstop PHL - MIA • 1 stop
    $5,671
    $3,055
    per traveler
    found 1 day ago
    Tudor Place
  • Dec 17 - Dec 22

    Orchard Way + Flight

    Yeadon
    5 nights
    2.0 star property
    Roundtrip • Miami (MIA) - Philadelphia (PHL)
    MIA - PHL • Nonstop PHL - MIA • 1 stop
    $4,237
    $2,319
    per traveler
    found 1 day ago
    Orchard Way
  • Dec 17 - Dec 22

    Tudor Lux + Flight

    East Lansdowne
    5 nights
    4.0 star property
    Roundtrip • Miami (MIA) - Philadelphia (PHL)
    MIA - PHL • Nonstop PHL - MIA • 1 stop
    $6,625
    $3,681
    per traveler
    found 1 day ago
    Tudor Lux
  • Jan 16 - Jan 22

    The Langham, New York, Fifth Avenue + Flight

    Manhattan
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    Roundtrip • Atlanta (ATL) - New York (JFK)
    ATL - JFK • Nonstop JFK - ATL • Nonstop
    Save 100% on your flight
    $3,574
    $2,020
    per traveler
    found 2 days ago
    The Langham, New York, Fifth Avenue

Discover the most popular places to visit in Roxbury

Roxbury 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

What is the best time to go to Roxbury?

The best time to go to Roxbury for a Roxbury vacation package is typically December through March, when the area is ideal for skiing and other winter sports. These months offer the best snow conditions, though they are also the most popular, so booking your package in advance is recommended.

How can I save money on a Roxbury vacation package?

When you bundle, you can save up to 30%*. To save money on a Roxbury package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's included in a Roxbury vacation package?

A Roxbury vacation package typically bundles round-trip flights, your hotel stay, and a rental car, offering a convenient way to explore this ski destination. Nearly all package hotels in Roxbury feature mountain views, immersing you in the scenic Catskill Mountains. You can arrange transportation from Syracuse, NY (SYR-Hancock Intl.) to your accommodation.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Roxbury?

For travelers seeking the best vacation packages in Roxbury, a stay at The Roxbury, rated 8.8 out of 10, offers a versatile option. This hotel provides amenities like a hot tub, outdoor pool, and spa, making it suitable for a relaxing couples' getaway or a comfortable family trip, especially with its kitchen facilities and free breakfast.


If your Roxbury vacation package centers on skiing, The Roxbury is also a strong choice, located about 5 miles from Plattekill Mountain and about 10 miles from Belleayre Mountain Ski Center, providing convenient access to the slopes.

What are the top things to do in Roxbury?

Roxbury, a ski destination outside a city, offers a range of outdoor and adventure activities for your Roxbury vacation:


Browse and book things to do in Roxbury on Expedia.

Do you need to rent a car in Roxbury, or is public transport enough?

For Roxbury vacation packages with flights, a rental car is highly recommended for exploring the area. As a ski destination outside a city, Roxbury's attractions are spread out, and a car offers the most flexibility to reach them. You'll find it much easier to get to ski resorts like Plattekill Mountain and Belleayre Mountain Ski Center, or natural sites such as Canada Falls, with your own vehicle. While some local services may exist, a rental car provides the freedom to fully experience all the outdoor activities Roxbury has to offer.

Are Roxbury vacation package hotels conveniently located?

Roxbury vacation package hotels are generally well-located for accessing both the town center and nearby outdoor attractions. For example, The Roxbury, rated 8.8 out of 10, is conveniently situated about 1 mile from central Roxbury and about 5 miles from Plattekill Mountain. This location allows travelers to easily reach local amenities while also being close to key skiing areas. Many hotels, like The Roxbury, offer amenities such as free breakfast and a hot tub, enhancing your stay in this ski destination.

Can I change or cancel my Roxbury vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Roxbury vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

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

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Roxbury vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Roxbury?

To find last-minute vacation packages to Roxbury, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Roxbury vacation packages?

Free cancellation on a Roxbury vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Roxbury vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Roxbury getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Roxbury vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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