Roxbury Holidays

Photo by Robbie Martin
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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Roxbury

Jordan Hotel

Jordan Hotel

3 out of 5
27 Grand Circle, Newry, ME
8.6/10 Excellent! (370 reviews)
"Lobby was amazing. Staff were friendly."

Reviewed on 14 Jul, 2025

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Jordan Hotel
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
97 Summit Road, Newry, ME
8.2/10 Very Good! (268 reviews)
"Loved the gondola to the top of the mountain"

Reviewed on 12 Jul, 2025

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Grand Summit Hotel
Comfort Inn And Suites Wilton

Comfort Inn And Suites Wilton

2.5 out of 5
1026 Us Route 2 E, Wilton, ME
Fully refundableReserve now, pay when you stay
The price is S$263 per night from 22 Jul to 23 Jul
S$263
22 Jul - 23 Jul
includes taxes & fees
9.2/10 Wonderful! (792 reviews)
"Quiet, clean, comfortable, and great location."

Reviewed on 13 Jul, 2025

Comfort Inn And Suites Wilton
See all 1,289 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 holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Roxbury holiday as a package?
You can enjoy significant savings on your Roxbury retreat by booking a customised holiday 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 holiday 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 favourite 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 accommodation: After you've settled on your travel dates and duration, book the perfect Roxbury holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.