Roxbury Trips (flight + hotel)

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Top hotels in Roxbury

The Roxbury at Stratton Falls
The Roxbury at Stratton Falls
2 out of 5
48 Co Rd 41, Roxbury, NY
The price is P6,637 per night from Jun 23 to Jun 24
P6,637
P8,873 total
Jun 23 - Jun 24
includes taxes & fees
9.4/10 Exceptional! (30 reviews)
Roxbury at Stratton Falls vs. The Roxbury Motel
"Our stay at the Roxbury Motel was great. Our room was clean, and the decor unique. The whole place had great character and the front desk people were friendly. My only concern was that when I booked our room, it didn't say it was at the motel, which is a separate, but nearby, location from the Roxbury ..."

Reviewed on May 31, 2025

The Roxbury at Stratton Falls
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
The price is P8,518 per night from Jun 23 to Jun 24
P8,518
P10,435 total
Jun 23 - Jun 24
includes taxes & fees
9.2/10 Wonderful! (657 reviews)
Great decor and very clean!
"Fantastic views, super cute set up and friendly service! We loved the decor, everything was clean and well kept and a light breakfast included. The brewery down the road was t good but our hotel stay was perfect"

Reviewed on Jun 19, 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (572 reviews)
My go to place in Windham
"Excellent place ! Very comfortable, quiet, easy access, lovely area, my go to place when in Windham"

Reviewed on Jun 20, 2025

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Hotel Vienna
See all 1,430 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.

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.

What to do in Roxbury

Catskills Scenic Byway Self-Guided Driving Audio Tour

Catskills Scenic Byway Self-Guided Driving Audio Tour

P811
per traveler
Catskills Scenic Byway Self-Guided Driving Audio Tour
See all activities in Roxbury
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.