Randolph Vacations from $574

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The Latest Randolph vacation packages

Price found within the past 48 hours. Click for updated prices.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $656, price is now $574 per person
$574
per person
Jun 26 - Jun 29
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
8.8/10 Excellent! (1,002 reviews)
Hotel is not near any resturants and it had no on-premisis restaurant for breakfast.

Reviewed on May 17, 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $836, price is now $639 per person
$639
per person
Jun 26 - Jun 29
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
9.4/10 Exceptional! (926 reviews)
The condo was spacious and well equipped. The continental breakfast was convenient. The views of the lake are breathtaking. The staff was friendly and helpful. The restaurant was pretty good and we loved the live music.

Reviewed on May 17, 2026

Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $1,697, price is now $1,472 per person
$1,472
per person
Jun 20 - Jun 26
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center

2 out of 5
Price was $1,079, price is now $977 per person
$977
per person
Jun 20 - Jun 26
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
8.8/10 Excellent! (143 reviews)
It was like staying at a resort. The receptionist accidentally re-charged me for the same booking- which when I inquired about later since it exceeded the typical hold for damages the receptionist was friendly and helpful, and immediately refunded the money. They used keys instead of updated key pads. There was no lotion in the room which is not a huge deal. I bring my own supplies. Breakfast I was told was at 7 for grab and go and 7:30 for hot food. It was actually 7:30 8 a.m. for hot food. I didn't mind I just sat and waited the view by the windows was breathtaking. The only other thing that I would say is check the website for activities they admit that's the best way for accuracy. Breakfast was good. Staff was friendly. The view from the lakefront hotel was beautiful. The beach was small and private. I loved the hiking trails, and quiet atmosphere. I would recommend this to a friend. Oh, there is wifi, but there was no television in the room, or microwaves. The restaurant was also not open, and there were limited places to go to eat. So be prepared. :) The parking lot was also limited, and it took me a few minutes to find where our room was, the buttons for handicapped also didn't work. Nothing to deter me from coming back.

Reviewed on Apr 28, 2026

Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $830, price is now $766 per person
$766
per person
Jun 26 - Jun 29
found 8 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
9/10 Wonderful! (118 reviews)
This was our second time staying here and it never disappoints! I booked this trip during our kids' spring break for a quick getaway and to use the amazing heated outdoor pool. It's a great location convenient to all the amazing sites Vermont has to offer. Would love to go back again in the fall!

Reviewed on Apr 19, 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
$218 nightly
The price is $244 total per night from May 20 to May 21
$244 total
May 20 - May 21
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
$122 nightly
The price is $134 total per night from May 25 to May 26
$134 total
May 25 - May 26
Total with taxes and fees
7.4/10 Good! (1,001 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
$359 nightly
The price is $395 total per night from May 25 to May 26
$395 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (578 reviews)
"Everything was excellent"

Reviewed on May 5, 2026

Woodstock Inn & Resort
See all 2,084 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 $574 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.