Roxbury Vacations

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  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Roxbury Vacation Packages

Roxbury Hotel Deals

The Roxbury

The Roxbury

2258 Co Rd 41 Roxbury NY
9.6/10 Exceptional! (121 reviews)
"Staff was friendly. They need to check to see if your garbage pail needs to be emptied & leave a roll or two of toiletpaper"

Reviewed on Oct 27, 2025

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The Roxbury
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

7433 Main St Hunter NY
₩166,887
₩210,749 total
Sep 1 - Sep 2
includes taxes & fees
Hunter Lodge, a Bluebird by Lark
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

26 Miller Hollow Rd Roscoe NY
₩180,094
₩260,252 total
Aug 31 - Sep 1
includes taxes & fees
9.4/10 Exceptional! (173 reviews)
"This property did not disappoint one bit. It was extremely clean, the staff were great communicators, the area was gorgeous and more importantly quiet, overall I have not one bad thing to say! I will be recommending these cabins left and right going forward."

Reviewed on Aug 9, 2026

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
See all 1,477 properties in Roxbury
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.

Stay near popular Roxbury attractions

Plattekill Mountain

8.8/10 (73 reviews)
This family-owned ski resort offers 38 trails from gentle beginner slopes to challenging double-black diamonds. In summer, the mountain transforms for biking and scenic chairlift rides with live music against the Catskills backdrop.
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Frequently asked questions

How much does a Roxbury vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation to Roxbury costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Roxbury?
The off-season is the best time to head to Roxbury if you're trying to keep costs down. Another tip for getting cheap Roxbury vacation packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Roxbury?
Generally, a handful of days is enough to see the major attractions during your Roxbury vacation. However, if you'd like to have more time to relax or go on day trips, consider extending your itinerary.
How to find the best Roxbury package deals?
Use Expedia's filter tool to find some unbeatable Roxbury package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Roxbury package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Roxbury vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a personalized Roxbury vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Roxbury?
If you've got your Roxbury travel dates confirmed, book as soon as you can to bag some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Roxbury?
  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Roxbury.
  2. Budget wisely: As well as the price of your hotel, you should factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Roxbury.
  3. Decide your trip length: Consider how much time you want to spend discovering Roxbury. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Roxbury vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.