Roxbury Vacations from $630

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Your Roxbury Vacation

Our vacation packages to Roxbury give you countless opportunities to immerse yourself in new sights, sounds and experiences. And with all the travel planning worked out, you'll be free to enjoy your city adventure without a care in the world. If your trip to Roxbury includes a little sightseeing, hit up major attractions such as Norwich University, Blueberry Lake Cross Country and Snowshoeing Center and Oles Cross Country Center. Expedia can help you escape the everyday. Tailor your vacation to Roxbury to suit your travel style, whatever that may look like.

The Latest Roxbury vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Colchester
Green Mountain Inn
Club Wyndham Smugglers’ Notch Vermont
Middlebury Inn
Topnotch Resort
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Roxbury Hotel Deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $169 total per night from May 4 to May 5
$169 total
May 4 - May 5
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Very pleasant staff. Room larger than expected. Excellent restaurant on site.

Reviewed on Apr 28, 2026

Middlebury Inn
Best Western Plus Waterbury - Stowe

Best Western Plus Waterbury - Stowe

3 out of 5
45 Blush Hill Rd Waterbury VT
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $143 total per night from May 10 to May 11
$143 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
The breakfast was very good. Quite a variety of choices. The room was clean and the staff was very nice.

Reviewed on Apr 29, 2026

Best Western Plus Waterbury - Stowe
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $116 total per night from May 26 to May 27
$116 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (435 reviews)
This was a lucky find. Will definitely stay here again.

Reviewed on Apr 28, 2026

My Place Hotel-Randolph VT
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

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Frequently asked questions

How much does a Roxbury vacation package cost?
Offering excellent value package deals from $630 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.