Randolph Vacations from $1,338
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The Latest Randolph vacation packages
Price found within the past 48 hours. Click for updated prices.
The Landgrove
$1,338
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
8.6/10 Excellent! (7 reviews)
We had a wonderful stay at The Landgrove! The owners were incredibly kind, welcoming, and helpful, making us feel right at home. It's a truly family-friendly place with a warm, personal touch that makes all the difference. The interiors are beautiful, cozy, and full of character, the food is delicious, and the fireplace in our room was absolutely amazing! Such a charming and special place. We would love to come back!
Reviewed on Oct 18, 2026
Mountain Green Resort
$3,551
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
$3,763
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
9.2/10 Wonderful! (68 reviews)
It is a wonderful place to stay at any time for coming foliage or ski. The location is excellent, quiet and very clean inside. We felt like at home, We will stay again when we visit woodstook area next time.
Reviewed on Oct 15, 2026
Golden Stage Inn B&B
$1,480
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
10/10 Exceptional! (46 reviews)
Just love this place. Stayed twice. Julie and Mike are such lovely hosts. So down to earth and make you so welcome. Lots of wee special touches and a lovely varied breakfast. Lots of fantastic travel advice too.
Reviewed on Oct 20, 2026
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.
Playhouse Movie Theatre
Vermont's oldest purpose-built movie theater (since 1919), the Playhouse offers nostalgic single-screen charm with modern films. Enjoy evening showings for community atmosphere or Sunday matinees with open captions.
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.
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 theater productions.
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.
Randolph Hotel Deals
Secluded retreat in the trees
Roxbury VT
$218 nightly
$244 total
Nov 2 - Nov 3
Total with taxes and fees
10/10 Exceptional! (51 reviews)
"This is a gem! The carriage house is cozy, well appointed and had everything we needed and an incredible environment inside and out. From here we went to Montpelier, Warren and their 'almost world famous' general store, Lincoln Gap, Woodstock and Queechee. Each as a great day excursion with incredible ..."
Reviewed on Oct 14, 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$156 nightly
$172 total
Oct 25 - Oct 26
Total with taxes and fees
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$409 nightly
$450 total
Nov 16 - Nov 17
Total with taxes and fees
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 Randolph Vacation Packages
Randolph Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Lebanon Municipal Airport (LEB) |
Population | 1,950 |
Max Temp Winter | 25ºF |
Max Temp Summer | 70ºF |
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Frequently asked questions
How much does a Randolph vacation package cost?
You'll find cheap prices from $1,338 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?
August, October and December are great times to look for cheap Randolph vacation packages. Opting to travel in less busy months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Randolph?
Generally, a handful of days is enough to see the main attractions during your Randolph vacation. However, if you prefer to have more time to unwind or take day trips, think about extending your trip.
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.
Does Expedia offer Book Now, Pay Later Randolph vacation packages?
Your Randolph break should be a relaxing escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
