Randolph Vacation Packages

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Top Randolph Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was CA $1,531, price is now CA $1,331 per person
CA $1,331
per person
Sep 9 - Sep 14
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
No reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was CA $1,710, price is now CA $1,441 per person
CA $1,441
per person
Sep 9 - Sep 14
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.2/10 Wonderful! (1,013 reviews)
I really enjoyed the heated pool

Reviewed on Jun 29, 2026

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was CA $1,844, price is now CA $1,644 per person
CA $1,644
per person
Sep 9 - Sep 14
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9/10 Wonderful! (99 reviews)
The lock situation on the door to my cabin was concerning. The key was required to lock it from both the inside and the outside (presenting a hazard if I needed to escape quickly), and there was no deadbolt. There was another lock that had a keyhole on both the inside and outside, but my key did not work on it. As a single woman staying on the property entirely alone in the off season, I felt the need to barricade my door each night to ensure nobody could get in, since I couldn't deadbolt it.

Reviewed on Jun 18, 2026

Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was CA $1,539, price is now CA $1,376 per person
CA $1,376
per person
Sep 9 - Sep 14
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.4/10 Exceptional! (681 reviews)

Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was CA $1,594, price is now CA $1,453 per person
CA $1,453
per person
Sep 9 - Sep 14
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.4/10 Exceptional! (1,226 reviews)
The staff was so helpful and friendly and the room was very cute. Breakfast was great and the property was quiet and well maintained. The only complaint I have was one of the mattresses in our room was very loud and uncomfortable. Overall a very pleasant stay.

Reviewed on Jul 1, 2026

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Randolph Hotel Deals

Secluded retreat in the trees

Secluded retreat in the trees

Roxbury VT
The price is CA $179 per night from Jul 5 to Jul 6
CA $179
CA $343 total
Jul 5 - Jul 6
includes taxes & 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
The price is CA $208 per night from Jul 12 to Jul 13
CA $208
CA $228 total
Jul 12 - Jul 13
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"Great place went 2 weekends in a row"

Reviewed on Jul 1, 2026

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

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is CA $1,276 per night from Jul 18 to Jul 19
CA $1,276
CA $1,466 total
Jul 18 - Jul 19
includes taxes & fees
9.4/10 Exceptional! (589 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 2,057 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.
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Stay near popular Randolph attractions

Allis State Park

You can take time to visit Allis State Park during your travels to Randolph. While you're in the area, wander around the parks.
See properties

Frequently asked questions

How much does a Randolph vacation package cost?
You can pick up a vacation package to this top destination from CA $1,331 on Expedia. But how much your vacation to Randolph costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Randolph?
The off-season is the best time to visit Randolph if you're trying to save. Another tip for finding cheap Randolph vacation packages? Try to avoid public holidays and any major festivals.
How many days is enough for Randolph?
Generally, a handful of days is enough to visit the top sights during your Randolph vacation. However, if you want to have some time to unwind or go on day trips, consider extending your itinerary.
How to find the best Randolph package deals?
Use Expedia's filters to find some great Randolph package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Randolph package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Randolph vacation as a package?
You can enjoy significant savings on your next Randolph escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Randolph?
If you're considering an impromptu Randolph adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Randolph?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Randolph.
  2. Set a budget: Factor in costs like transportation, flights and meals when calculating how much to put aside for your trip to Randolph. Then, select a property that works with your budget, whether that's an affordable option or a lavish retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Randolph. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, book the ideal Randolph vacation package for you.

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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.