Roxbury Vacations from $1,098
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Roxbury Vacation Packages
- Stowe Motel & Snowdrift
Oct 6 - Oct 10Stowe Motel & Snowdrift + Flight
West Branch4 nights2.0 star property8.8/10 - Excellent (1,003 reviews)"I came many times at this hotel 25-30 years ago with my parents, when I was a teenager. It is a pleasure to discover Stowe, the Stowe & Snowdrift motel (including the game room, the bikes, hamac and pool) again as an adult with my teenagers. Thank you for your hospitality!"Reviewed July 25, 2026Roundtrip • Charlotte (CLT) - Burlington (BTV)CLT - BTV • Nonstop BTV - CLT • Nonstop$1,396$1,098found 5 hours agoper traveler - The Essex Resort & Spa
Oct 9 - Oct 12The Essex Resort & Spa + Flight
Essex Junction3 nights4.0 star property9.0/10 - Wonderful (1,009 reviews)"Beautiful property with a relaxing spa"Reviewed July 28, 2026Roundtrip • Charlotte (CLT) - Burlington (BTV)CLT - BTV • Nonstop BTV - CLT • Nonstop$1,646$1,326found 1 day agoper traveler - von Trapp Family Lodge & Resort
Oct 19 - Oct 24von Trapp Family Lodge & Resort + Flight
Stowe4 nights3.5 star property9.2/10 - Wonderful (1,001 reviews)Roundtrip • Denver (DEN) - Burlington (BTV)DEN - BTV • 1 stop BTV - DEN • Nonstop$1,370$1,105found 1 day agoper traveler - Topnotch Resort
Oct 9 - Oct 12Topnotch Resort + Flight
Stowe3 nights4.0 star property9.0/10 - Wonderful (941 reviews)Roundtrip • Charlotte (CLT) - Burlington (BTV)CLT - BTV • Nonstop BTV - CLT • Nonstop$1,799$1,472found 1 day agoper traveler - Smugglers' Notch Resort Private Suites
Oct 9 - Oct 12Smugglers' Notch Resort Private Suites + Flight
Jeffersonville3 nights3.5 star property7.8/10 - Good (21 reviews)"DO NOT STAY HERE——What should have been a relaxing stay turned into an infuriating and exhausting ordeal due to gross negligence and unprofessional conduct by the property management company overseeing this privately owned condo. On my second day I left briefly for breakfast and after I returned I was shocked to discover that the door code to my condo did not work, leaving me locked out of the property. I called the property management office multiple times before anyone answered. When I..."Reviewed October 15, 2025Roundtrip • Charlotte (CLT) - Burlington (BTV)CLT - BTV • Nonstop BTV - CLT • Nonstop$1,637$1,341found 1 day agoper traveler
Roxbury Hotel Deals
Comfort Inn & Suites Montpelier-Berlin
Comfort Inn & Suites Montpelier-Berlin
Frequently Asked Questions
How much does a Roxbury vacation package cost?
Offering excellent value package deals from $1,098 on Expedia, you'll be thrilled with how little a vacation to Roxbury costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Roxbury?
If you'd like to book a cheap Roxbury vacation package, consider visiting in April, May and December. You're likely to find better rates on hotels and flights during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Roxbury?
Generally, a handful of days is enough to tick off the major sights during your Roxbury vacation. But if you want to have some time to rest or go on day trips, consider extending your itinerary.
How to find the best Roxbury package deals?
Use Expedia's handy filters to help you find some unbeatable Roxbury package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Roxbury package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Roxbury vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still have the flexibility to create a customized Roxbury vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Roxbury?
If you're considering an impromptu Roxbury getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Roxbury vacation packages?
Jet off on your perfect trip to Roxbury with help from our Book Now, Pay Later vacations. No need to scrimp and save or hold off until the next payday — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up travel deals before they disappear.