Randolph Vacations from $599

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The Latest Randolph vacation packages

Price found within the past 48 hours. Click for updated prices.
Killington Haus

Killington Haus

2 out of 5
Price was $648, price is now $599 per person
$599
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
9.2/10 Wonderful! (46 reviews)
It was a very quick trip for me, but it was a great, clean, and reasonably priced option. Access was easy and I felt safe. Thank you!

Reviewed on Jul 22, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $831, price is now $702 per person
$702
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
9.2/10 Wonderful! (1,013 reviews)
Location is excellent

Reviewed on Jul 26, 2026

Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
Price was $963, price is now $833 per person
$833
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Rutland (RUT)
10/10 Exceptional! (45 reviews)
Julie and Mike were the nicest most amazing hosts! The breakfast was fantastic, the atmosphere was perfect for rest and relaxation. Our room was clean and cool and cozy, the bathroom was nice and the bath products were great, and sold on sight. We had such a nice time! We will definitely be back!

Reviewed on Jul 6, 2026

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $753, price is now $691 per person
$691
per person
Aug 27 - Aug 30
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
6.8/10 (1,003 reviews)
It was ok

Reviewed on Jul 25, 2026

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $780, price is now $723 per person
$723
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
8.8/10 Excellent! (1,002 reviews)

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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.
See properties

Randolph Hotel Deals

Secluded retreat in the trees

Secluded retreat in the trees

Roxbury VT
$222 nightly
The price is $248 total per night from Jul 30 to Jul 31
$248 total
Jul 30 - Jul 31
Total with taxes and fees
10/10 Exceptional! (44 reviews)
"The property is absolutely stunning and the hosts are incredibly nice. They gave us a ton of recommendations, and all of them were great!"

Reviewed on Jul 8, 2026

Secluded retreat in the trees
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$479 nightly
The price is $527 total per night from Aug 16 to Aug 17
$527 total
Aug 16 - Aug 17
Total with taxes and fees
Woodstock Inn & Resort
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $153 total per night from Jul 28 to Jul 29
$153 total
Jul 28 - Jul 29
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
"Location is excellent"

Reviewed on Jul 26, 2026

The Mountain Inn at Killington
See all 2,059 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.

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 $599 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.