Roxbury Vacations from $206

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The Latest Roxbury vacation packages

Price found within the past 48 hours. Click for updated prices.
SunView Motel

SunView Motel

2.5 out of 5
Save 100% on your flight
Price was $273, price is now $206 per person
$206
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
8.6/10 Excellent! (559 reviews)
I never met the staff, but all was good. Yes, I'll go again.

Reviewed on Nov 24, 2025

Catskills Retreat w/ Hot Tub, Fire Pit, Pool & Mtn Views The Windham Mountain House by Avantstay

Catskills Retreat w/ Hot Tub, Fire Pit, Pool & Mtn Views The Windham Mountain House by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,359, price is now $1,559 per person
$1,559
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
No reviews
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Save 100% on your flight
Price was $458, price is now $332 per person
$332
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
9/10 Wonderful! (433 reviews)
Superb experience. Definitely will come back. From amenities to staff, everything is amazing.

Reviewed on Nov 29, 2025

Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
Save 100% on your flight
Price was $463, price is now $340 per person
$340
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
9.8/10 Exceptional! (11 reviews)
Beautiful place with delicious breakfast!

Reviewed on Nov 17, 2025

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
Price was $607, price is now $490 per person
$490
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hudson (HCC)
9.6/10 Exceptional! (205 reviews)
There was a small, brown stain on the white sheets on the bed. The bathroom hook was broken as was the bottom of the mirror. We were on the ground floor and you can also hear EVERYTHING from the room above and next door. It was hard to sleep because of the noise. I will say that the decor of the room was super cute, the location was great and I would go back.

Reviewed on Nov 24, 2025

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Discover the most popular places to visit in Roxbury

Plattekill Mountain

4.5/5(35 reviews)

Hit the slopes in Roxbury with a visit to Plattekill Mountain. Discover the mountain views in this relaxing area.

Plattekill Mountain

Roxbury Hotel Deals

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $149 total per night from Dec 10 to Dec 11
$149 total
Dec 10 - Dec 11
Total with taxes and fees
9.2/10 Wonderful! (813 reviews)
Room was clean. Hotel is outdated all around, except the welcoming lobby

Reviewed on Nov 21, 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
$150 nightly
The price is $163 total per night from Dec 15 to Dec 16
$163 total
Dec 15 - Dec 16
Total with taxes and fees
9.2/10 Wonderful! (712 reviews)
Thank younfor the great experience

Reviewed on Nov 28, 2025

Hotel Vienna
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR Hunter NY
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $235 total per night from Dec 3 to Dec 4
$235 total
Dec 3 - Dec 4
Total with taxes and fees
9.2/10 Wonderful! (315 reviews)
Great stay for a weekend out of the city.

Reviewed on Nov 24, 2025

Kaatskill Mountain Club at Hunter Mountain
See all 1,453 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.

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

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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 from $206 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the perfect Roxbury vacation package for you.
  6. 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.

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