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.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,042, price is now $696 per person
$696
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,506, price is now $876 per person
$876
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,290, price is now $827 per person
$827
per person
Jul 24 - Jul 28
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,399, price is now $947 per person
$947
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,245, price is now $846 per person
$846
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

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.
Kitchen
Washer
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $88 total per night
$88 total
May 11 - May 12
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
Breakfast included
Pet friendly
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
$93 nightly
The price is $108 total per night
$108 total
May 12 - May 13
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.
Pool
Hot Tub
Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

2.5 out of 5
1602 W Beltline Hwy Madison WI
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $78 total per night
$78 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Hot Tub
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
$73 nightly
The price is $84 total per night
$84 total
May 18 - May 19
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.
Pool
Breakfast included
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
$63 nightly
The price is $73 total per night
$73 total
May 11 - May 12
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.
Pool
Hot Tub
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 $696. 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