Randolph Vacations

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Find the Best Randolph Vacation Packages

Randolph Hotel Deals

Secluded retreat in the trees

Secluded retreat in the trees

Roxbury
10/10 Exceptional! (24 reviews)
"For the second year in a row, my family enjoyed everything about our stay in this gorgeous cottage! The surroundings are incredible. The cottage is clean, comfortable, and has everything needed for a wonderful stay. And Hannah and Cyrus are exceptional hosts!"

Reviewed on Jul 21, 2025

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Secluded retreat in the trees
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is ￥60,426 per night from Sep 1 to Sep 2
￥60,426
￥72,970 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (530 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."

Reviewed on Jul 30, 2025

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (799 reviews)
"Overall we had a comfortable quiet night in a clean room with a good bed and clean bathroom. HOWEVER , we booked a room with river views and found ourselves with views of parking lots. Also the room could use a microwave. And the shower floor was dangerously slippery."

Reviewed on Aug 9, 2025

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The Shire Woodstock
See all 1,958 properties in Randolph
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 Randolph vacation package cost?
You'll find cheap prices on Expedia for your Randolph getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Randolph costs.
What are the cheapest months to go to Randolph?
Plan your trip for the low or shoulder season and you're likely to score cheap Randolph vacation packages. Bear in mind that school vacation periods and major festivals and events can impact prices, so do some research before you go.
How many days is enough for Randolph?
Typically, a handful of days is enough to see the main sights during your Randolph vacation. However, if you prefer to have more time to kick back or go on day trips, think about extending your itinerary.
How to find the best Randolph package deals?
Landing a cheap Randolph package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add some filters and see what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Randolph package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Randolph vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Randolph vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Randolph?
If you have your Randolph vacation dates locked in, book as early as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Randolph?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Randolph.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Randolph.
  3. Decide how long to go away for: Now that you're up to speed on Randolph, you can work out the ideal length of your vacation. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Randolph vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.