Deals on vacations and trips to Monticello

Save when you book Monticello package deals

Choose two or more items and save on your trip:

Monticello flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $474, price is now $259 per person
$259
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $528, price is now $271 per person
$271
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $961, price is now $492 per person
$492
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $473, price is now $262 per person
$262
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,039, price is now $576 per person
$576
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Top Monticello hotels 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
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

2.5 out of 5
2810 Coho Street Madison WI
Free Cancellation
Reserve now, pay when you stay
$51 nightly
The price is $59 total per night
$59 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Relax with a drink at the bar/lounge and enjoy free perks like full breakfast and free self parking. A business center, free WiFi in public areas, and a lobby fireplace are also on offer.
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
483 Commerce Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $68 total per night
$68 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Best Western West Towne Suites

Best Western West Towne Suites

2.5 out of 5
650 Grand Canyon Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $88 total per night
$88 total
Dec 2 - Dec 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Quality Inn Madison West Near University Area

Quality Inn Madison West Near University Area

2.5 out of 5
6900 Seybold Road Madison WI
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $75 total per night
$75 total
Dec 3 - Dec 4
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A computer station and luggage storage are also provided.
AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

3 out of 5
516 Grand Canyon Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $87 total per night
$87 total
Nov 29 - Nov 30
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Don't see what you're looking for?
See all available properties in Monticello
View all properties
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 are vacation packages to Monticello?
With Travelocity vacation packages, you could be living it up in Monticello from just $259. Activities, flights and hotels — we have it all. You can save some cash just by combining your bookings together. With everything taken care of before you go, you won't have a care in the world.
Where can I get the best vacation package deals for Monticello?
You can score terrific Monticello package deals with Travelocity. Mix and match from as many as 400 air carriers and 1,000,000 worldwide properties and turn those vacation daydreams into reality.
Why should I book my Monticello vacation bundle with Travelocity?
Travel should be about making fantastic new memories and leaving all your worries behind — which is why we provide you with a friendly team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our superb range of vacation packages. So what are you waiting for? There's no time like the present to secure the vacation of a lifetime.
Will I save money on my Monticello car rental if I book it with a hotel or flight?
Bundling your car, flight and hotel into a Monticello vacation package is an easy way to land the best prices. Plus, having your own wheels gives you the freedom to make your way to all those famous sights you're hoping to check out. Located 110 mi from Monticello, Wrigley Field is one place that should feature on your itinerary. Load up the car and make a day trip of it.
Which airport is best for Monticello?
There's a good chance you'll land at Dane County Regional Airport (MSN), situated 30 mi northeast of inner Monticello. Rockford, IL (RFD-Greater Rockford) (45 mi away from central Monticello) and Dubuque Regional Airport (DBQ) (60 mi away from central Monticello) are other options.
Where should I stay when visiting Monticello?
If you're looking for somewhere to lay your head, consider the Jaggi Swiss Gasthaus. It's the top pick for many visitors.

Photos of local treasures

Browse Monticello vacation photos for more inspiration