Roxbury Vacations from $430

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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.
The Waitsfield Inn

The Waitsfield Inn

2.5 out of 5
Price was $549, price is now $430 per person
$430
per person
Oct 30 - Nov 3
found 5 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Burlington (BTV)
9/10 Wonderful! (307 reviews)
Farmers Market located across street. Nice continental breakfast. The hosts were very hospitable. The room was nice. Would stay here again. Ben & Jerry’s factory tour about 15 miles away.

Reviewed on Sep 21, 2025

Grand Summit Hotel at Attitash

Grand Summit Hotel at Attitash

3 out of 5
Price was $615, price is now $479 per person
$479
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Burlington (BTV)
8.6/10 Excellent! (1,008 reviews)
Room was clean, staff warm and welcoming, great location.

Reviewed on Sep 27, 2025

Innsbruck Inn at Stowe

Innsbruck Inn at Stowe

2.5 out of 5
Price was $565, price is now $442 per person
$442
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
9.4/10 Exceptional! (560 reviews)
Nice stay. Great staff. Breakfast was delicious!

Reviewed on Sep 27, 2025

Old Stagecoach Inn

Old Stagecoach Inn

3 out of 5
Price was $1,067, price is now $844 per person
$844
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
9.4/10 Exceptional! (361 reviews)
Inn is almost 200 years old. The rooms had everything we needed, Owner and staff wonderful. Area beautiful.

Reviewed on Sep 18, 2025

Smugglers' Notch Resort Private Suites

Smugglers' Notch Resort Private Suites

3.5 out of 5
Price was $1,922, price is now $1,551 per person
$1,551
per person
Dec 1 - Dec 6
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Burlington (BTV)
7.8/10 Good! (19 reviews)
Located in a nice place, but just be informed - this is a privately owned property by wrote task (not a Smuggler’s notch property). Expedia does not mention this while booking. Expedia also misguides when it says you will have access to all the resort amenities. It was shocking to find out after a non-refundable booking that a separate company owns Telemark rentals, and that it is not associated with Smuggler’s notch. That can be a deal breaker for many. Address provided was 1.5 miles away from the actual location. Terrible experience with that. Also, check-in time is 5 pm (not 4), and they charge you security deposit after you book. Very surprising. Property itself was good. No complaints about it.

Reviewed on Sep 2, 2025

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Roxbury Hotel Deals

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
$150 nightly
The price is $165 total per night from Oct 26 to Oct 27
$165 total
Oct 26 - Oct 27
Total with taxes and fees
9.4/10 Exceptional! (1,019 reviews)
"Really great hotel with lots of amenities! The pool area is open until 10 pm which is an added perk."

Reviewed on Sep 24, 2025

Best Western Plus Waterbury - Stowe
Comfort Inn & Suites Montpelier-Berlin

Comfort Inn & Suites Montpelier-Berlin

2.5 out of 5
213 Paine Turnpike N, Berlin, Montpelier, VT
$137 nightly
The price is $151 total per night from Oct 29 to Oct 30
$151 total
Oct 29 - Oct 30
Total with taxes and fees
9.4/10 Exceptional! (1,014 reviews)
"Best hotel I’ve stayed at in a long time. Immaculately clean, soft bath towels, full breakfast. We arrived in the evening after a long drive and glad it was steps away from Applebees for late nite snack. Great beds after long road trip. Definitely will stay there again when we visit family."

Reviewed on Sep 24, 2025

Comfort Inn & Suites Montpelier-Berlin
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $202 total per night from Sep 29 to Sep 30
$202 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
"Enjoyed the stay"

Reviewed on Sep 19, 2025

Middlebury Inn
See all 894 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.

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Frequently asked questions

How much does a Roxbury vacation package cost?
Offering excellent value package deals from $430 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.