Roxbury Vacations from $950
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.
The Haüs Windham
$950
per person
Oct 17 - Oct 21
found 23 hours ago
Roundtrip flight included
St. George's (BDA) to Hudson (HCC)
7.8/10 Good! (34 reviews)
Firstly I would like to say communication with the staff is extremely difficult. Constantly having to call multiple times to get to someone. For example, the code given for room wasn’t correct and communication took forever. There was no toiletries whatsoever and since communication was so hard it forced us to buy our own paper towels, towels, rags, etc. The property was nice but it was clear no housekeeping had been in there before we came. The nature was probably the only thing that made up for all the inconveniences.
Reviewed on Aug 13, 2026
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.
Roxbury Hotel Deals
The Roxbury
2258 Co Rd 41 Roxbury NY
9.6/10 Exceptional! (122 reviews)
"It was a magical and amazing romantic getaway, the property pictures dont do justice , the staff are all very hospitable and kind specially Kelly from the pool bar and Amy front desk. My husband and I were celebrating our anniversary and it was deff memorable thank you can't wait to come back !"
Reviewed on Aug 31, 2026
Hunter Lodge, a Bluebird by Lark
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$140 nightly
$152 total
Sep 22 - Sep 23
Total with taxes and fees
9.2/10 Wonderful! (1,012 reviews)
"This is the second time we have come here and it was nice that we just happened to stay in the same room as last time. This is such a wholesome cozy place I would definitely recommend. The lodge is so comforting and so clean. The staff are so welcoming and very nice."
Reviewed on Sep 4, 2026
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
26 Miller Hollow Rd Roscoe NY
$169 nightly
$186 total
Sep 7 - Sep 8
Total with taxes and fees
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 Roxbury Vacation Packages
Roxbury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Canada Falls, Stamford Golf Club and East Branch Delaware River |
More vacations you might like
Frequently asked questions
How much does a Roxbury vacation package cost?
You can grab a vacation package to this top destination from $950 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?
If you're looking to snag a cheap Roxbury vacation package, consider traveling in September, November and December. You're likely to find better rates on airfares and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Roxbury?
Typically, a handful of days is enough to see the major attractions during your Roxbury vacation. However, if you'd like to have some time to relax or take day trips, think about extending your trip.
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?
- Choose the ideal time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to go to Roxbury.
- Plan your budget wisely: On top of the cost of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may come up during your trip to Roxbury.
- Organize your Roxbury getaway with our trip planning tool: Look for and book stays and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Roxbury together.
- Decide how long to go away for: Now that you're more familiar with Roxbury, you can figure out the right length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to do.
- Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the perfect Roxbury vacation package for you.
- Add on experiences and excursions: Take a look at our dedicated travel guide to find some exciting things to do in Roxbury. Book tickets or make reservations before you go to save time and avoid the stress of looking for activities once you arrive.
Does Expedia offer Book Now, Pay Later Roxbury vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Roxbury trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
Explore a world of travel with Expedia
- Cabin Rentals in The Catskills
- Cabin Rentals in Prattsville
- Oneonta Hotels
- B&B in Halcottsville
- B&B in Prattsville
- Hotels near Plattekill Mountain
- Cooperstown Hotels
- Prattsville Hotels
- Beach Hotels in Roxbury
- 4 Star Hotels in Roxbury
- B&B in Roxbury
- Rv Parks in Stamford
- Stamford Hotels
- Condo Resorts in Grand Gorge
- Cottages in Roxbury
- Windham Hotels
- Fleischmanns Hotels
- Apartments in Grand Gorge
- Roxbury Hotels
- Motels in Grand Gorge
- Andes Hotels
- 2 Star Hotels in Roxbury
- Hotels near Cooperstown Dreams Park
- Rhinebeck Hotels
- Hotels near Cooperstown All Star Village Fields
- Hobart Hotels
- Resorts & Hotels with Spas in Roxbury
- 3 Star Hotels in Halcottsville
- Cottages in Prattsville
- Cabin Rentals in Hunter
- Grand Gorge Hotels
- Hotels near Hunter Mountain
- Margaretville Hotels
- B&B in Hobart
- Catskill Hotels
- Hotels near Belleayre Mountain Ski Center
- Halcottsville Hotels
- Cabin Rentals in Stamford
- Hotels near Windham Mountain Resort
- Rv Parks in Grand Gorge
- Big Indian Hotels
- Hudson Hotels
- Cabin Rentals in Roxbury
- Woodstock Hotels
- Luxury Hotels in Roxbury
- Villas in Denver
- Albany Hotels
- Hotels near Hobart Book Village
- Vroman's Nose Trailhead
- Delaware & Ulster Railroad
- Copperhood Retreat & Spa
- Visit Hobart
- Canada Falls
- Willow Vacations
- Visit Grand Gorge
- Empire State Railway Museum
- Andes Vacations
- Hobart Vacations
- Giant Ledge Trailhead
- Margaretville Vacations
- Bowl Winkles
- Catskill State Park
- Catskill Mountains
- Kaatskill Flyer Ski Lift
- Visit Halcottsville
- Windham Vacations
- Hobart Book Village
- Visit Prattsville
- Visit Roxbury
- Howe Caverns
- Mountain Trails Cross Country Ski and Snowshoe Center
- Emerson Place Kaleidoscope
- Belleayre Mountain Ski Center
- Hunter Vacations
- Hunter Mountain
- East Branch Delaware River
- Big Indian Vacations
- Mountain Top Arboretum
- Mount Tremper Arts
- Windham Mountain Resort
- Phoenicia Vacations
- Belleayre Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.