Roxbury Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Roxbury

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is S$174 per night from 3 Sept to 4 Sept
S$174
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (882 reviews)
"Great experience but our only issue was that the sink was outside of the bathroom in the sleeping area other than that I would definitely recommend this hotel and stay again. The hotel was spotless and the breakfast was very good for what we paid for the room, 9 out of 10 just because of the wash ..."

Reviewed on 23 Aug, 2025

Keene Elm City Hotel, Ascend Hotel Collection
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 31 Aug to 1 Sept
S$158
31 Aug - 1 Sept
includes taxes & fees
6.6/10 (1,001 reviews)
"Appears to house a lot of homeless."

Reviewed on 22 Aug, 2025

Colonial Motel And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$179 per night from 7 Sept to 8 Sept
S$179
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (872 reviews)
"Good counter service. Nice clean room. Good tv. Good breakfast."

Reviewed on 24 Aug, 2025

Hampton Inn Brattleboro
See all 286 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 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.