Monticello Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Monticello

Daffodale House B&B

Daffodale House B&B

4 out of 5
620 West Washington St., Monticello, FL
The price is S$186 per night from 14 Sept to 15 Sept
S$186
14 Sept - 15 Sept
includes taxes & fees
9.6/10 Exceptional! (90 reviews)
"Been there before and would go again"

Reviewed on 13 Jun, 2025

Daffodale House B&B
BOB Hotels Tallahassee - Boutique on Budget

BOB Hotels Tallahassee - Boutique on Budget

3 out of 5
1695 Capital Circle N.W, Tallahassee, FL
Fully refundableReserve now, pay when you stay
The price is S$89 per night from 31 Aug to 1 Sept
S$89
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,339 reviews)
"Good value for the price. Room is a little small but why pay for space one doesn't need."

Reviewed on 14 Aug, 2025

BOB Hotels Tallahassee - Boutique on Budget
Four Points by Sheraton Tallahassee Downtown

Four Points by Sheraton Tallahassee Downtown

3 out of 5
316 W Tennessee St, Tallahassee, FL
Fully refundable
The price is S$127 per night from 25 Aug to 26 Aug
S$127
25 Aug - 26 Aug
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
"Overall we enjoyed our stay! Friendly service and for the most part rooms and hotel were clean-coffee cups in room had been used though. Our hotel door lock had to be serviced during our stay due to a dead battery; we were locked out temporarily but issue was fixed rather promptly."

Reviewed on 10 Aug, 2025

Four Points by Sheraton Tallahassee Downtown
See all 829 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 holiday package cost?
You can pick up a holiday package to this destination on Expedia. However, how much your holiday to Monticello costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Monticello?
June, July and December are the best times to look for cheap Monticello holiday packages. Choosing to travel in less busy months means you'll typically find reduced prices on accommodation and flights.
How many days is enough for Monticello?
The ideal length for your Monticello holiday depends on what you'd like to see. Typically, a handful of days to a week will give you time to hit all the leading attractions and explore some hidden gems along the way.
Is it worth booking a holiday package to Monticello?
Boasting a host of highlights starting with its amazing history, Monticello is a good holiday destination. Whether you want to check out sights like Monticello Opera House and Monticello Jefferson County Chamber of Commerce or venture off the beaten track, you'll have plenty to see and do on your Monticello holiday.
How to find the best Monticello package deals?
Begin your search for a Monticello package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Monticello package deal right away, simply switch up 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 holiday as a package?
You can enjoy significant savings on your next Monticello getaway by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Monticello?
If you're planning a spur-of-the-moment Monticello holiday, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Monticello?

  1. Choose when to get away: Check your schedule and get packing. Your preferred time of year and the activities on offer will also help you decide when to escape to Monticello.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to save for your trip to Monticello. Then, choose a property that suits your budget, whether that's a low-cost option or a lavish getaway.
  3. Work out your trip length: Think about how long you'd like to spend exploring Monticello. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised Monticello holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.