Hill Point Vacations from $309

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The Latest Hill Point vacation packages

Price found within the past 48 hours. Click for updated prices.
Valued Stay Mayflower

Valued Stay Mayflower

2 out of 5
Burr Oaks
Price was $383, price is now $309 per person
$309
per person
Nov 13 - Nov 17
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
6.2/10 (376 reviews)
Staff was nice and location was good

Reviewed on Sep 22, 2025

The Saddlery Madison Downtown

The Saddlery Madison Downtown

2 out of 5
Downtown Madison
Save 100% on your flight
Price was $865, price is now $643 per person
$643
per person
Nov 13 - Nov 17
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
9.4/10 Exceptional! (60 reviews)
Had an Amazing stay at the saddlery! Went to visit my son at college! Right across from lake! You could smell the lake air getting out of the car while parking! Excellent parking right behind the building! Very cute lobby, room was excellent! Very warm and inviting! Will definitely stay here again! From the charm/cleanliness/ great location/ even the soap and shampoo smelled lovely! Thanks for the great stay! What a gem 😀

Reviewed on Oct 2, 2025

Cambria Hotel Madison East

Cambria Hotel Madison East

3 out of 5
Price was $638, price is now $541 per person
$541
per person
Nov 7 - Nov 10
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
8.8/10 Excellent! (1,006 reviews)
Our overall stay was great, whenever i needed room services they were always quick with making sure our needs were taken care of. The room suite was cute and comfy we stayed for 3 nights and we had more then enough room. Hwy was close by and many other stores. I just wish that atleast free breakfast was included with the hotel. However they did have a restaurant. I would definitely recommend this place! Super friendly staff that makes you feel welcomed!!

Reviewed on Sep 29, 2025

The Speckled Hen Inn B&B

The Speckled Hen Inn B&B

4 out of 5
Price was $785, price is now $682 per person
$682
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
9.8/10 Exceptional! (9 reviews)
Quality Inn & Suites Lodi I-90

Quality Inn & Suites Lodi I-90

2.5 out of 5
Price was $472, price is now $410 per person
$410
per person
Nov 7 - Nov 10
found 8 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
8.8/10 Excellent! (1,002 reviews)
Always a great stay. Staff is super

Reviewed on Oct 1, 2025

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Hill Point Hotel Deals

Best Western Baraboo Inn

Best Western Baraboo Inn

2.5 out of 5
725 W Pine St, Baraboo, WI
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Oct 12 to Oct 13
$81 total
Oct 12 - Oct 13
Total with taxes and fees
8.2/10 Very Good! (1,024 reviews)
"Parking fine. Laundry machines were not working but we didn't need them."

Reviewed on Sep 30, 2025

Best Western Baraboo Inn
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
$84 nightly
The price is $94 total per night from Oct 12 to Oct 13
$94 total
Oct 12 - Oct 13
Total with taxes and fees
9.2/10 Wonderful! (543 reviews)
"Nice Hotel - definitely will stay again"

Reviewed on Sep 30, 2025

Tru By Hilton Wisconsin Dells
avid Hotel Wisconsin Dells – Lake Delton by IHG

avid Hotel Wisconsin Dells – Lake Delton by IHG

2.5 out of 5
1273 Kalahari Drive, Baraboo, WI
$89 nightly
The price is $100 total per night from Oct 8 to Oct 9
$100 total
Oct 8 - Oct 9
Total with taxes and fees
9.2/10 Wonderful! (447 reviews)
"Was awesome"

Reviewed on Sep 30, 2025

avid Hotel Wisconsin Dells – Lake Delton by IHG
See all 890 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.

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 $309 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.