Randolph Vacation Packages

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Top Randolph Vacation Deals

Price found within the past 48 hours. Click for updated prices.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
8.6/10 Excellent! (1,000 reviews)
Great little place. Very friendly and clean.

Reviewed on Jul. 31, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
Views were spectacular

Reviewed on Jul. 16, 2025

The Vermont Inn

The Vermont Inn

3 out of 5
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
9.2/10 Wonderful! (407 reviews)
Was a wonderful little bed and breakfast. Will stay here again.

Reviewed on Jul. 23, 2025

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
9/10 Wonderful! (45 reviews)
Great spot! Close to food and entertainment. Great trails immediately outback. Had an issue with the lock and had ZeRo issues getting a hold of the management. They got a locksmith out and had it changed before we returned. Excellent response.

Reviewed on Jul. 21, 2025

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
9/10 Wonderful! (39 reviews)
The customer service was excellent!

Reviewed on Jul. 14, 2025

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Randolph Hotel Deals

Secluded retreat in the trees

Secluded retreat in the trees

Roxbury
10/10 Exceptional! (24 reviews)
"For the second year in a row, my family enjoyed everything about our stay in this gorgeous cottage! The surroundings are incredible. The cottage is clean, comfortable, and has everything needed for a wonderful stay. And Hannah and Cyrus are exceptional hosts!"

Reviewed on Jul. 21, 2025

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Secluded retreat in the trees
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is CA $562 per night from Sep 1 to Sep 2
CA $562
CA $678 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (530 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."

Reviewed on Jul. 30, 2025

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 24 to Aug 25
CA $191
CA $223 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (796 reviews)
"Beautiful pet friendly place in the heart of Woodstock Village. Scenery is lovely, soothing and plenty to do. Can walk to things, bike or hike."

Reviewed on Aug. 1, 2025

The Shire Woodstock
See all 1,955 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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Frequently asked questions

How much does a Randolph vacation package cost?
You can pick up a vacation package to this top destination from CA $1,187 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.