Hill Point Vacations from $385

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The Latest Hill Point vacation packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Madison, WI

Country Inn & Suites by Radisson, Madison, WI

3 out of 5
Monona
Price was $464, price is now $385 per person
$385
per person
Jan 29 - Feb 1
found 13 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Madison (MSN)
8.6/10 Excellent! (1,001 reviews)
We had a great stay! This hotel is perfectly located, right off the belt line. The lobby is warm and inviting, check-in was quick and easy, rooms are very clean, beds are comfy, rooms are well laid-out with a microwave, mini-fridge, coffee pot and extra pillows and blankets. The entire staff was super helpful, accommodating and friendly (shout-out to Douglas at the front desk—he was just GREAT!) We will definitely be back, thanks for a wonderful stay

Reviewed on Dec 1, 2025

Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Downtown Madison
Price was $536, price is now $397 per person
$397
per person
Jan 29 - Feb 1
found 13 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Madison (MSN)
8.6/10 Excellent! (1,004 reviews)
Location was very convenient and close to downtown restaurants. Room was very clean and amenities provided were perfect for our four night stay. Will definitely come back when I return to Madison.

Reviewed on Dec 1, 2025

The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
Price was $700, price is now $570 per person
$570
per person
Jan 29 - Feb 1
found 13 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Madison (MSN)
9.2/10 Wonderful! (1,003 reviews)
Our stay was amazing! This was a special get-away for us, our Christmas present to each other. We enjoyed the warm welcome, treat waiting for us in our room, floor to ceiling windows, and exploring Madison from the great location. The Christmas decorations in the hotel were fabulous and made for great picture taking opportunities!

Reviewed on Dec 8, 2025

MainStay Suites Madison - Monona

MainStay Suites Madison - Monona

2.5 out of 5
Price was $474, price is now $390 per person
$390
per person
Jan 29 - Feb 1
found 13 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Madison (MSN)
9.4/10 Exceptional! (441 reviews)
Clean spacious room

Reviewed on Nov 27, 2025

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Price was $532, price is now $445 per person
$445
per person
Feb 17 - Feb 20
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Madison (MSN)
9.4/10 Exceptional! (3,305 reviews)
Everything was great!

Reviewed on Dec 9, 2025

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Hill Point Hotel Deals

Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
1400 Great Wolf Dr Baraboo WI
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $167 total per night from Dec 14 to Dec 15
$167 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Everything

Reviewed on Nov 30, 2025

Great Wolf Lodge Wisconsin Dells
The Wisconsin Hotel & Conference Center

The Wisconsin Hotel & Conference Center

2.5 out of 5
60 North Gasser Road Wisconsin Dells WI
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $135 total per night from Dec 15 to Dec 16
$135 total
Dec 15 - Dec 16
Total with taxes and fees
9.4/10 Exceptional! (185 reviews)
Clean room and staff was amazing

Reviewed on Dec 7, 2025

The Wisconsin Hotel & Conference Center
Tru By Hilton Wisconsin Dells

Tru By Hilton Wisconsin Dells

2.5 out of 5
981 Wisconsin Dells Parkway S. Baraboo WI
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $89 total per night from Dec 21 to Dec 22
$89 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (622 reviews)
Breakfast was nothing special, eggs super watery not a lot of fresh hot options. Staff at check in were super friendly. I calked the front desk asking if we could check out later due to our games starting late, owner accommodated us. Only complaint I would say I had that it snowed over night and ...

Reviewed on Dec 7, 2025

Tru By Hilton Wisconsin Dells
See all 749 properties in Hill Point
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 Hill Point Vacation Packages

Hill Point Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Hill Point vacation package cost?
You can snap up a vacation package to this popular destination from $385 on Expedia. But how much your vacation to Hill Point costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Hill Point?
If you're hoping to snag a cheap Hill Point vacation package, consider visiting in November, December and January. You'll usually find lower prices on accommodations and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Hill Point?
Typically, a handful of days is enough to go to the main sights during your Hill Point vacation. But if you want to have some time to kick back or take day trips, consider extending your itinerary.
How to find the best Hill Point package deals?
Start your search for a Hill Point package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Hill Point package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hill Point adventure underway.
Is it cheaper to book a Hill Point vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still get the freedom to create a customized Hill Point vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Hill Point?
If you're considering a spontaneous Hill Point getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Hill Point?

  1. Choose your travel dates: What you want to do in Hill Point and your preferred season will help you decide when to travel.
  2. Set your budget: Factor in costs like flights, transportation and food when calculating how much to put aside for your trip to Hill Point. Then, pick a hotel that fits your budget, whether that's an economical stay or a deluxe getaway.
  3. Discover Hill Point with Expedia's trip planning tool: Gain insights into the top attractions and best stays for your trip to Hill Point. You can also save your favorite places, collaborate with your group and manage all your plans in one place.
  4. Work out your trip length: Consider how long you'd like to spend exploring Hill Point. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Hill Point vacation package that brings all your bookings together.
  6. Book experiences or activities ahead of time: Whether it's a ticket to a major attraction or a day trip, you won't have to worry about missing out on Hill Point's highlights. Find all the fun things to do in Hill Point with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Hill Point vacation packages?
Set off on your dream getaway to Hill Point with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.