Randolph Holidays

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Randolph Holiday

Our pick of the best Randolph Hotel Deals

Secluded retreat in the trees

Secluded retreat in the trees

Roxbury VT
10/10 Exceptional! (45 reviews)
"The house was exceptionally clean, beautifully maintained, and exactly as pictured in the listing. The hosts were warm, friendly, and incredibly helpful, providing excellent local recommendations that made our stay even better. I would absolutely stay here again and highly recommend it to anyone ..."

Reviewed on 16 July 2026

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Secluded retreat in the trees
Woodstock Inn & Resort

Woodstock Inn & Resort

Fourteen The Green Woodstock VT
NZ$837
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (598 reviews)
"Amazing! Will visit again."

Reviewed on 7 Aug 2026

Woodstock Inn & Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
NZ$246
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (1,021 reviews)
"Only suggestion is to provide a coffee maker."

Reviewed on 18 Aug 2026

The Mountain Inn at Killington
See all 2,039 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.

Stay near popular Randolph attractions

Allis State Park

Vermont's second oldest state park offers a historic fire tower with breathtaking 360-degree views of the Green Mountains. Hike the serene Bear Hill Nature Trail and bring binoculars for spotting distant White Mountains.
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Chandler Music Hall

This 1907 cultural landmark hosts diverse performances in a beautifully restored historic setting. Arrive early to explore the art gallery before enjoying the exceptional acoustics of concerts or theatre productions.
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Playhouse Movie Theatre

Vermont's oldest purpose-built cinema (since 1919), the Playhouse offers nostalgic single-screen charm with modern films. Enjoy evening showings for community atmosphere or Sunday matinees with open captions.
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Whale Dance Sculpture

Two massive bronze whale tails emerge from the Vermont grass, creating an illusion of diving into an imaginary sea. Capture the perfect photo with the Green Mountains as your dramatic backdrop.
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Montague Golf Club

Vermont's second oldest golf course blends tree-lined fairways and open links-style holes along the White River. Experience the contrast between the traditional front nine and Scottish-inspired back nine.
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Frequently asked questions

How much does a Randolph holiday 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 holiday 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 holiday packages. Bear in mind that school holiday 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 holiday. 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 customise 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 holiday as a package?
Expedia holiday 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 customised Randolph holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Randolph?
If you have your Randolph holiday 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, favourite 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 holiday. 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 holiday 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.