Randolph Vacations from $589

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The Latest Randolph vacation packages

Price found within the past 48 hours. Click for updated prices.
The Putney Inn

The Putney Inn

2.5 out of 5
Price was $694, price is now $589 per person
$589
per person
Sep 10 - Sep 15
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Rutland (RUT)
8.6/10 Excellent! (1,000 reviews)
convenient to the freeway. Light and Airy room. good Internet reception.

Reviewed on Jun 21, 2026

Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $893, price is now $719 per person
$719
per person
Sep 10 - Sep 15
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Rutland (RUT)
9.4/10 Exceptional! (681 reviews)
My friends and I had a great time at The Greenbrier Inn while we were on a weekend trip skiing. I was able to book my room quickly and they had availability even the week before at exceptional pricing. Steve was very accommodating even when we got to the inn late Friday night. We called prior our arrival to make sure we could get our keys as the front desk does have its hours and were told specific instructions to obtain our keys. The property is lovely and close to everything needed for a short or extended stay and our room was very comfortable. Breakfast in the morning was great and the coffee was brewed fresh to start our morning. Will definitely recommend or stay here again in the future!

Reviewed on Apr 5, 2026

The Vermont Inn

The Vermont Inn

3 out of 5
Price was $857, price is now $721 per person
$721
per person
Sep 10 - Sep 15
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Rutland (RUT)
9.2/10 Wonderful! (429 reviews)
Clean room | Hot tub | Pet-friendly

Reviewed on Apr 8, 2026

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
Price was $1,340, price is now $1,178 per person
$1,178
per person
Aug 2 - Aug 8
found 22 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
8.8/10 Excellent! (1,000 reviews)
Lovely hotel ( looks more like condos) on the edge of town surrounded by trees and green. Staff was very helpful and available early and late. We had a suite (highly recommend). Very cute town, good restaurants, farmers market on Saturday. We took the train from Rutland to NYC. It was a 2 hour drive from Albany.

Reviewed on Jun 21, 2026

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $779, price is now $687 per person
$687
per person
Sep 10 - Sep 15
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Rutland (RUT)
No 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.
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Randolph Hotel Deals

Secluded retreat in the trees

Secluded retreat in the trees

Roxbury VT
$216 nightly
The price is $242 total per night from Jun 30 to Jul 1
$242 total
Jun 30 - Jul 1
Total with taxes and fees
10/10 Exceptional! (43 reviews)
"Lovely location with babbling brook next to the home. Everything was well stocked with nice amenities. Memory foam mattress was the most comfortable I slept on. Well maintained dirt road for about a mile or so to get there. All & all, excellent place to stay."

Reviewed on May 4, 2026

Secluded retreat in the trees
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $143 total per night from Jul 5 to Jul 6
$143 total
Jul 5 - Jul 6
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
"We loved the large beautiful hot tub outside and the firepit. We spent a lot of time there. Staff was amazing food was good."

Reviewed on Jun 23, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
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 Jun 28 to Jun 29
$527 total
Jun 28 - Jun 29
Total with taxes and fees
9.4/10 Exceptional! (588 reviews)
"Had a short stay with my family to the Woodstock Inn and would love to return some day. Hospitality at its best in a beautiful town. The grounds and amenities were immaculate and authentic to the area. A memorable stay."

Reviewed on Jun 25, 2026

Woodstock Inn & Resort
See all 2,061 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 $589 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.