Randolph Vacations from $722
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The Latest Randolph vacation packages
Price found within the past 48 hours. Click for updated prices.
Emrose Luxury Cabins
$877
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
8.8/10 Excellent! (124 reviews)
This is a unique property. Very clean, great shampoos, comfortable beds. Bring your own food and snacks. The grounds are super clean and in a safe, private area. We had an issue with the arrival instructions not opening in email but a call to the property phone number got our issue resolved quickly. Everything was great.
Reviewed on Sep 26, 2026
Days Inn by Wyndham Rutland/Killington Area
$1,024
per person
Oct 27 - Nov 3
found 20 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
6.8/10 (1,002 reviews)
TV did not work, was told no one was there to fix. Bathroom floor in room was dirty needed to be swept, tub did not drain.
Reviewed on Sep 23, 2026
Greenbrier Inn
$1,217
per person
Oct 27 - Nov 3
found 20 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
9.4/10 Exceptional! (685 reviews)
Spacious & quiet room. The Inn is a "dated" but is clean and well maintained & has everything you need for a nice relaxing stay.
The gift shop is OUTSTANDING! Never seen such a huge variety and all arranged and displayed beautifully.
Reviewed on Sep 26, 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.
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.
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.
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.
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.
Randolph Hotel Deals
Secluded retreat in the trees
Roxbury VT
$233 nightly
$261 total
Oct 13 - Oct 14
Total with taxes and fees
10/10 Exceptional! (46 reviews)
"Amazing, friendly hosts. Any needs were immediately taken care of. Only had time for a little walk in the trails, but would be worth returning for more exploring. The property in general is beautiful and serene."
Reviewed on Sep 5, 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$156 nightly
$172 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"The property is beautiful and it’s convenient to the golf course. The rooms small but clean. Not a lot of privacy in the bathroom due to sliding door. Also, no coffee machines in the room"
Reviewed on Sep 25, 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$709 nightly
$780 total
Oct 27 - Oct 28
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 $722 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.
