Roxbury Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Robbie Martin

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Roxbury Vacation Packages

Roxbury Hotel Deals

Panoramic Water and Mountains Views with Nature appearing daily. Relax on

Panoramic Water and Mountains Views with Nature appearing daily. Relax on

Roxbury
9.8/10 Exceptional! (55 reviews)
"What an absolutely gorgeous property. It was clean, quiet, and a perfect place to take our boys. Ruth and Dennis (Owners), along with Any and Kurt (Caretakers) helped to make our weekend getaway flawless. We left with smiles on our faces because of all the hard work and money you put into that place. ..."

Reviewed on Jul 27, 2025

Get rates
Panoramic Water and Mountains Views with Nature appearing daily. Relax on
Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle, Newry, ME
The price is ￥21,834 per night from Sep 16 to Sep 17
￥21,834
￥26,598 total
Sep 16 - Sep 17
includes taxes & fees
Jordan Hotel
Comfort Inn & Suites Wilton

Comfort Inn & Suites Wilton

2.5 out of 5
1026 Us Route 2 E, Wilton, ME
Fully refundableReserve now, pay when you stay
The price is ￥25,051 per night from Sep 21 to Sep 22
￥25,051
￥27,306 total
Sep 21 - Sep 22
includes taxes & fees
Comfort Inn & Suites Wilton
See all 1,288 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?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Roxbury costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Roxbury?
To pick up cheap Roxbury vacation packages, plan your getaway outside of busy periods like public holidays and major festivals. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for Roxbury?
The ideal length for your Roxbury vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to go to all the main sights and discover some hidden spots along the way.
How to find the best Roxbury package deals?
Use Expedia's handy filters to find some terrific 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're looking to save, plan your adventure for midweek, or look for Roxbury package deals in the low 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 soon as possible.
Is it cheaper to book a Roxbury vacation as a package?
You can enjoy significant savings on your Roxbury retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Roxbury?
Enjoy incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Roxbury adventure.
How to plan a trip to Roxbury?

  1. Choose your travel dates: The things you plan to do in Roxbury and your favorite season can help you decide when to go.
  2. Plan your budget wisely: Besides the cost of your hotel, you should consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could crop up during your trip to Roxbury.
  3. Decide how long to go for: Now that you know more about Roxbury, you can figure out the perfect length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the perfect Roxbury vacation package for you.

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