Randolph Vacations from $410

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The Latest Randolph vacation packages

Price found within the past 48 hours. Click for updated prices.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $481, price is now $410 per person
$410
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
No reviews
Chateau Rooms

Chateau Rooms

4.5 out of 5
Save 100% on your flight
Price was $3,095, price is now $2,322 per person
$2,322
per person
Jul 11 - Jul 18
found 4 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9.2/10 Wonderful! (66 reviews)
Such a beautiful time, So clean, and cozy. Such a beautiful, peaceful, and romantic place. Very enchanting, and the owner is so kind, and caring. Def cant wait to go back again.

Reviewed on Jan 4, 2026

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $977, price is now $789 per person
$789
per person
Jul 11 - Jul 18
found 4 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
6.6/10 (1,009 reviews)
The hotel was reasonably well maintianed and had a decent breakfast bar.

Reviewed on May 24, 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $950, price is now $820 per person
$820
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
9.4/10 Exceptional! (926 reviews)
great place to stay, we love it :) wishing the pricing was better. But I get it 😊

Reviewed on May 25, 2026

Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $935, price is now $821 per person
$821
per person
Aug 6 - Aug 10
found 6 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Rutland (RUT)
9.4/10 Exceptional! (1,189 reviews)
Quiet, spacious room. Friendly staff. Exterior entry. So-so breakfast but delicious cookies.

Reviewed on May 24, 2026

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Discover the most popular places to visit in Randolph

Playhouse Movie Theatre

You can enjoy a show at Playhouse Movie Theatre on your trip to Randolph. While you're in the area, wander around the parks.

Playhouse Movie Theatre

Montague Golf Club

Enjoy a round of golf in Randolph at Montague Golf Club. While you're in the area, wander around the parks.

Montague Golf Club

Whale Dance Sculpture

Learn about the local history of Randolph when you take a trip to Whale Dance Sculpture. While you're in the area, wander around the parks.

Whale Dance Sculpture

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 May 26 to May 27
$242 total
May 26 - May 27
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
$139 nightly
The price is $152 total per night from May 31 to Jun 1
$152 total
May 31 - Jun 1
Total with taxes and fees
7.4/10 Good! (1,000 reviews)
"Place is beautiful well kept rooms are clean nice sized. My only “complaint” was hot tub area which is fabulous opens at 10am, and we were leaving that day at 9. But that was a very minor inconvenience I will be back next year for sure!"

Reviewed on May 15, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$399 nightly
The price is $439 total per night from May 26 to May 27
$439 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (580 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."

Reviewed on May 22, 2026

Woodstock Inn & Resort
See all 2,080 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 $410 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.