Monticello Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Monticello Vacation Packages

Monticello Hotel Deals

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Monticello WI
10/10 Exceptional! (162 reviews)
"We had a wonderful stay! I would love to come back and stay again. We loved the house. Everything was comfortable. Communication was excellent."

Reviewed on 13 July 2026

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3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is SARĀ 284 per night from Jul 30 to Jul 31
SARĀ 284
SARĀ 328 total
30 Jul - 31 Jul
includes taxes & fees
8.8/10 Excellent! (1,241 reviews)
"Liked the variety of items offered for breakfast! The room was very inviting and clean. Comfortable bed. Nice bath towels. Hot tub needs cleaning/repair of tiles on steps. $40 room damage deposit was very unexpected when credit card was charged for room. Very small sign at checkout area is not sufficient. ..."

Reviewed on 17 July 2026

AmericInn by Wyndham Madison West
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
Fully refundableReserve now, pay when you stay
The price is SARĀ 306 per night from Aug 3 to Aug 4
SARĀ 306
SARĀ 354 total
3 Aug - 4 Aug
includes taxes & fees
Tru by Hilton Madison West, WI
See all 163 properties in Monticello
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.

Frequently asked questions

How much does a Monticello vacation package cost?
You'll find cheap prices on Expedia for your Monticello escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Monticello costs.
What are the cheapest months to go to Monticello?
The off-season is the best time to head to Monticello if you're hoping to keep costs down. Another tip for finding cheap Monticello vacation packages? Try to avoid public holidays and any major festivals or events.
How to find the best Monticello package deals?
Start your search for a Monticello package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Monticello package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Monticello escape off to a flying start.
Is it cheaper to book a Monticello vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays separately. Better still, you can customize your Monticello getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Monticello?
If you're considering an impromptu Monticello adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Monticello?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Monticello.
  2. Plan your budget wisely: On top of the cost of your stay, you should factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may arise during your trip to Monticello.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you'd like to experience in Monticello. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Monticello vacation package that brings all your bookings together.