Roxbury Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Roxbury

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
The price is 4.160.747 ₫ per night from 19 Jul to 20 Jul
4.160.747 ₫
4.576.848 ₫ total
19 Jul - 20 Jul
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
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Reviewed on 8 Jul 2026

Best Western Plus Waterbury - Stowe
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is 3.569.957 ₫ per night from 27 Jul to 28 Jul
3.569.957 ₫
3.926.953 ₫ total
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"Very nice property and within walking distance of restaurants and shops. Their restaurant was quite good with reasonably priced options and drinks. We sat outside on the deck, which was great. Room was very nice and bed was comfortable. Could use extra sleeping pillows. The bathroom could be upgraded ..."

Reviewed on 12 Jul 2026

Middlebury Inn
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
The price is 3.588.871 ₫ per night from 27 Jul to 28 Jul
3.588.871 ₫
3.911.870 ₫ total
27 Jul - 28 Jul
includes taxes & fees
9.4/10 Exceptional! (484 reviews)
"You get what you pay for here, and in a short two-night stay end up realizing how important quality of bedsheets are! Like truly the cheapest sheets I've ever slept in. Also, while there was AC, the room felt soooo damp, like the weirdest most uncomfortable feeling of being cold and damp."

Reviewed on 10 Jul 2026

My Place Hotel-Randolph VT
See all 929 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.

Frequently asked questions

How much does a Roxbury holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Roxbury costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Roxbury?
To pick up cheap Roxbury holiday packages, organise your getaway outside of busy periods like public holidays and major events. You'll generally find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Roxbury?
Generally, a handful of days is enough to go to the major attractions during your Roxbury holiday. However, if you'd like to have more time to kick back or go on day tours, think about extending your trip.
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 holiday package as early as possible.
Is it cheaper to book a Roxbury holiday as a package?
Expedia holiday 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 customised Roxbury holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Roxbury?

  1. Choose your travel dates: What you plan to do in Roxbury and your favourite season will help you decide when to travel.
  2. Budget wisely: Besides the cost of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Roxbury.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to get to in Roxbury. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Roxbury holiday package that brings all your bookings together.

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