Roxbury Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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

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Top hotels in Roxbury

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 1 Sept to 2 Sept
S$158
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"The room was spacious with comfy bed , large TV, nice bath products, and good A/C. The bathroom had a big shower and was clean. I could walk to stores and restaurant at nearby mall and felt safe in the area. Breakfast was plentiful with hot and cold choices."

Reviewed on 6 Aug, 2026

Keene Elm City Hotel, an Ascend Collection Hotel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
The price is S$207 per night from 11 Aug to 12 Aug
S$207
11 Aug - 12 Aug
includes taxes & fees
Best Western Plus Keene Hotel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is S$165 per night from 9 Aug to 10 Aug
S$165
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (945 reviews)
"Main Street Brattleboro so great, near Restaurants and entertainment. We saw a film downstairs, LPs and are Record player in Rooms!"

Reviewed on 3 Aug, 2026

Latchis Hotel
See all 301 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.

Stay near popular Roxbury attractions

Granite Gorge

8.2/10 (32 reviews)
Hit the slopes in Roxbury with a visit to Granite Gorge. Discover the cafes and its festivals while you're in the area.
See properties

Frequently asked questions

How much does a Roxbury holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Roxbury costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Roxbury?
If you'd like to score a cheap Roxbury holiday package, consider planning a trip in January, February and March. You'll typically find lower rates on hotels and airfares during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Roxbury?
Usually, a handful of days is enough to see the top sights during your Roxbury holiday. But if you prefer to have time to chill out or take day trips, consider extending your itinerary.
How to find the best Roxbury package deals?
Start your search for a Roxbury package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Roxbury package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Roxbury adventure underway.
Is it cheaper to book a Roxbury holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and accommodation separately. Better still, you can customise your Roxbury escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Roxbury?
Land incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Roxbury break.
How to plan a trip to Roxbury?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Roxbury.
  2. Budget wisely: In addition to the cost of your hotel, you should consider other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may come up during your trip to Roxbury.
  3. Decide how long to go for: Now that you're more familiar with Roxbury, you can work out the perfect length of your holiday. Put together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your accommodation and airfare: Once you've nailed down your 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.