Randolph Vacations from $839

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The Latest Randolph vacation packages

Price found within the past 48 hours. Click for updated prices.
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
Price was $1,053, price is now $839 per person
$839
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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

Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $4,572, price is now $3,657 per person
$3,657
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,307, price is now $1,097 per person
$1,097
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Rutland (RUT)
9.2/10 Wonderful! (1,004 reviews)
Food delish for dinners . Breakfast boring. Pool nice

Reviewed on Aug 2, 2026

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,074, price is now $904 per person
$904
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
9/10 Wonderful! (858 reviews)

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,154, price is now $977 per person
$977
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Rutland (RUT)
6.8/10 (1,011 reviews)
Just a quick trip up for a work event, easy to check in, pool is open late so everyone an relax even after a late check in. So many restaurants to choose from!

Reviewed on Aug 2, 2026

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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
$224 nightly
The price is $251 total per night from Aug 12 to Aug 13
$251 total
Aug 12 - Aug 13
Total with taxes and fees
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 Jul 16, 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
$154 nightly
The price is $170 total per night from Aug 12 to Aug 13
$170 total
Aug 12 - Aug 13
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"Food delish for dinners . Breakfast boring. Pool nice"

Reviewed on Aug 2, 2026

The Mountain Inn at Killington
See all 2,049 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 $839 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.