Roxbury Vacations from $384

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 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

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.
Silver Fox Inn

Silver Fox Inn

2.5 out of 5
Price was $458, price is now $384 per person
$384
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
8.2/10 Very Good! (291 reviews)
The breakfast was nice

Reviewed on Sep 1, 2025

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Save 100% on your flight
Price was $605, price is now $444 per person
$444
per person
Oct 4 - Oct 7
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
9/10 Wonderful! (139 reviews)
We were very comfortable here!

Reviewed on Aug 29, 2025

The Centennial

The Centennial

4 out of 5
Price was $606, price is now $480 per person
$480
per person
Nov 18 - Nov 21
found 17 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Manchester (MHT)
8.8/10 Excellent! (997 reviews)
Beautiful property. Very clean and spacious rooms. Charming with a lot of character. Very good value for the price!! Highly highly recommend!!

Reviewed on Aug 30, 2025

White River Inn and Suites

White River Inn and Suites

2.5 out of 5
Price was $735, price is now $592 per person
$592
per person
Nov 23 - Nov 28
found 11 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Manchester (MHT)
7/10 Good! (1,003 reviews)
Old and drab building.

Reviewed on Sep 1, 2025

A Hotel Inn Sunapee

A Hotel Inn Sunapee

3 out of 5
Price was $744, price is now $620 per person
$620
per person
Nov 23 - Nov 28
found 11 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Manchester (MHT)
8.8/10 Excellent! (742 reviews)
Very clean, comfortable bed. Great ambience!

Reviewed on Aug 13, 2025

Don't see what you're looking for?
See all available trips from Columbus to Roxbury
View all trips

Discover the most popular places to visit in Roxbury

Keene featuring fall colors and street scenes

Historic Main Street

Find out about the history of Keene when you spend time at Historic Main Street. Visit the area's shops, or simply enjoy its restaurants.

Historic Main Street

Keene State College

4.5/5(58 reviews)

Take a campus tour or just explore the area of Keene State College, during your trip to Keene. While you're here, you can savor the top-notch restaurants.

Keene State College

Colonial Theatre

4.5/5(12 reviews)

You can make plans for a show at Colonial Theatre during your trip to Keene. Experience the festivals or attend a sporting event in this family-friendly area.

Colonial Theatre

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Roxbury vacation package cost?
Offering excellent value package deals from $384 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.