Roxbury Vacations from $610
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Your Roxbury Vacation
Cuisine, art, entertainment and more … There's a whole lot to discover with a Roxbury vacation package. And with the ability to easily customize your city break, you know it'll be one that's difficult to forget. You'll want to do some exploring during your trip to Roxbury. Drop by leading attractions such as Keene State College, Colonial Theatre and Central Square. Expedia will help you escape your routine. Tailor your vacation to Roxbury to match your travel style, whatever that may be!
The Latest Roxbury vacation packages
Price found within the past 48 hours. Click for updated prices.
RiverWalk Resort at Loon Mountain
$699
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Manchester (MHT)
9.2/10 Wonderful! (1,010 reviews)
The grounds were just beautiful. Loved the pool area and the vineyard with walking path. The room was spotlessly clean and very comfortable. Loved our stay there.
Reviewed on Sep 20, 2026
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 coffeehouses and its festivals while you're in the area.
Roxbury Hotel Deals
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
$84 nightly
$93 total
Sep 27 - Sep 28
Total with taxes and fees
6.6/10 (61 reviews)
"A large area for the property. It looked like they were refurbishing many things to the property. The room was odd in that it was big but no comforts, like a sofa chair. The interior doors did not have trim to the bathroom or pass though door to other suite. I found the bathtub tile a bit dirty and ..."
Reviewed on Sep 21, 2026
Latchis Hotel
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
$108 nightly
$119 total
Sep 22 - Sep 23
Total with taxes and fees
8.6/10 Excellent! (987 reviews)
"Great time in Brattleboro"
Reviewed on Sep 20, 2026
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
$130 nightly
$141 total
Sep 23 - Sep 24
Total with taxes and fees
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.
Find the Best Roxbury Vacation Packages
Roxbury Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Colonial Theatre, Granite Gorge and Cheshire Childrens Museum |
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Frequently asked questions
How much does a Roxbury vacation package cost?
Offering excellent value package deals from $610 on Expedia, you'll be surprised at how little a vacation to Roxbury costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Roxbury?
You can usually find reduced prices and better availability in October, November and December. Take a look at our cheap Roxbury vacation packages and you could land some great off-season deals.
How many days is enough for Roxbury?
Usually, a handful of days is enough to go to the major attractions during your Roxbury vacation. However, if you prefer to have some time to rest or take day tours, 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 vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can customize 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 vacation 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.
Does Expedia offer Book Now, Pay Later Roxbury vacation packages?
Your Roxbury break is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to give you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
