Randolph Vacation Packages

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Top Randolph Vacation Deals

Price found within the past 48 hours. Click for updated prices.
All Star Inn & Suites

All Star Inn & Suites

2 out of 5
Price was CA $1,157, price is now CA $1,034 per person
CA $1,034
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (757 reviews)
Clean, budget friendly, fun pool for the kids and friendly staff. We love it here!

Reviewed on Jul 2, 2026

Bluegreen Odyssey Dells

Bluegreen Odyssey Dells

3.5 out of 5
Lake Delton
Price was CA $1,531, price is now CA $1,314 per person
CA $1,314
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9.4/10 Exceptional! (211 reviews)
Great place to stay. Very accommodating. The staff is great and very helpful and friendly. No complaints. One of the best places we have stayed. The beds are comfortable. Loved having 2 areas to get ready. The kitchette was great we had a full size refrigerator, dishwasher, coffee maker, and 2 hot spots to make meals.

Reviewed on Jul 1, 2026

Dellshire Resort

Dellshire Resort

3.5 out of 5
Price was CA $1,528, price is now CA $1,319 per person
CA $1,319
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9/10 Wonderful! (81 reviews)
Clean rooms, nice layout. Great location. Wish the pool was a little bigger and maybe had a water slide. Also small section with loungers, they were full most of the day. Overall great stay!

Reviewed on Jul 1, 2026

Best Western Ambassador Inn & Suites

Best Western Ambassador Inn & Suites

2.5 out of 5
Price was CA $1,394, price is now CA $1,259 per person
CA $1,259
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
8.6/10 Excellent! (1,004 reviews)
The property was clean the staff was so helpful. I had asked about a place to eat and the young lady at the front desk was knowledgeable about what was around.

Reviewed on Jul 1, 2026

Amber's Inn & Suites

Amber's Inn & Suites

2 out of 5
Downtown Wisconsin Dells
Price was CA $1,212, price is now CA $1,109 per person
CA $1,109
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Madison (MSN)
9.4/10 Exceptional! (1,005 reviews)
Very Close to Dell Boat cruise

Reviewed on Jul 2, 2026

Ready to book your vacation to Randolph?

 

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Randolph Hotel Deals

Charming 2-bedroom bungalow on Beaver Dam Lake

Charming 2-bedroom bungalow on Beaver Dam Lake

Randolph WI
10/10 Exceptional! (1 review)
"Had a wonderful time, caught a bunch of fish at the dock. View was lovley. Only negatives was the water at the Cabin was awful. Smelled horrible, and tasted like crap. Couldn't hardly stand to use any water at the sinks or even shower. The dock wasnt very safe feeling, needed to be repaired. Otherwise ..."

Reviewed on May 31, 2026

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Charming 2-bedroom bungalow on Beaver Dam Lake
Cobblestone Suites - Ripon

Cobblestone Suites - Ripon

2.5 out of 5
2 Westgate Dr Ripon WI
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jul 5 to Jul 6
CA $203
CA $229 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (752 reviews)
"Hot tub water was poor, also wanted $35 to check in 1hr 20 min early. 1st I ever had a hotel want money for a early checkin. Room was clean."

Reviewed on Jun 26, 2026

Cobblestone Suites - Ripon
Days Inn by Wyndham Portage/Cascade Mountain area

Days Inn by Wyndham Portage/Cascade Mountain area

2 out of 5
North 5781 Kinney Road Portage WI
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Jul 26 to Jul 27
CA $101
CA $109 total
Jul 26 - Jul 27
includes taxes & fees
6.8/10 (1,001 reviews)
"Everything"

Reviewed on Jun 29, 2026

Days Inn by Wyndham Portage/Cascade Mountain area
See all 281 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Randolph vacation package cost?
You can grab a vacation package to this popular destination from CA $1,034 on Expedia. However, how much your vacation to Randolph costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Randolph?
You can usually find reduced prices and better availability in January, February and March. Take a look at our cheap Randolph vacation packages and you could score some great off-season discounts.
How many days is enough for Randolph?
With a well-organized schedule, you can easily hit the main Randolph attractions in a few days. But if you'd like to explore off the beaten track or go on day trips, think about booking your Randolph vacation for longer.
How to find the best Randolph package deals?
Bagging a cheap Randolph package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Randolph package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Randolph vacation as a package?
You can enjoy significant savings on your next Randolph escape by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Randolph?
If you have your Randolph vacation dates finalized, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Randolph?

  1. Choose your dates: What you plan to do in Randolph and your preferred season can help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Randolph.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Randolph. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your airfare and accommodations: After you've nailed down your dates and duration, lock in the perfect 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.