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Monticello Vacations

Pack those stellar shades. We have Monticello vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Monticello – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Monticello vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Monticello

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Monticello vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Monticello well.

Top Hotel Deals

See all 90 Hotels in Monticello
Econo Lodge

Econo Lodge

2616 Gamble Rd, Monticello
    2.0 out of 5.0
     
     

    Situated in the historical district, this hotel is 5.4 mi (8.8 km) from Letchworth-Love Mounds Archaeological State Park and within 12 mi (20 km) of Tallahassee ...

    Econo Lodge$60

    Econo Lodge$60
    Daffodale House B&B

    Daffodale House B&B

    620 West Washington St., Monticello
      4.0 out of 5.0
       
       

      Situated in Monticello, this bed & breakfast is close to Monticello Opera House and Monticello Vineyards & Winery. Regional attractions also include Letchworth-Love ...

      Super 8 by Wyndham Monticello

      Super 8 by Wyndham Monticello

      140 Pafford Rd, Monticello
        2.0 out of 5.0
         
         

        Situated in Monticello, this hotel is 5 mi (8 km) from Monticello Vineyards & Winery and 5.4 mi (8.7 km) from Monticello Opera House. Letchworth-Love Mounds ...

        Super 8 by Wyndham Monticello$68

        Super 8 by Wyndham Monticello$68
        1872 John Denham House Bed and Breakfast

        1872 John Denham House Bed and Breakfast

        555 W. Palmer Mill Road, Monticello
          3.5 out of 5.0
           
           

          Located in the heart of Monticello, this bed & breakfast is 0.3 mi (0.4 km) from Monticello Opera House and 3 mi (4.8 km) from Monticello Vineyards & Winery. ...

          Days Inn by Wyndham Lamont/Monticello

          Days Inn by Wyndham Lamont/Monticello

          44 Woodworth Drive, Monticello
            2.0 out of 5.0
             
             

            Situated in Monticello, this motel is 4.9 mi (7.9 km) from Monticello Vineyards & Winery and 5.3 mi (8.6 km) from Monticello Opera House. Letchworth-Love Mounds ...

            The Cottage Bed & Breakfast

            The Cottage Bed & Breakfast

            295 W Palmer Mill Rd, Monticello
              3.0 out of 5.0
               
               

              Situated in the historical district, this romantic bed & breakfast is 0.1 mi (0.2 km) from Monticello Opera House and 2.8 mi (4.6 km) from Monticello Vineyards ...

              Country Inn & Suites by Radisson, Tallahassee Northwest I-10, FL

              Country Inn & Suites by Radisson, Tallahassee Northwest I-10, FL

              3096 N Monroe St, Tallahassee
                2.5 out of 5.0
                 
                 

                Situated in Tallahassee, this hotel is within 3 mi (5 km) of The Centre of Tallahassee, Levy Park, and Lake Ella Park. Lake Jackson Mounds State Archaeological ...

                Country Inn & Suites by Radisson, Tallahassee Northwest I-10, FL$76

                Country Inn & Suites by Radisson, Tallahassee Northwest I-10, FL$76
                Best Western Plus Tallahassee North Hotel

                Best Western Plus Tallahassee North Hotel

                2727 Graves Rd, Tallahassee
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Tallahassee, this hotel is within 3 mi (5 km) of The Centre of Tallahassee, Levy Park, and Lake Ella Park. Lake Jackson Mounds State ...

                  Best Western Plus Tallahassee North Hotel$93

                  Best Western Plus Tallahassee North Hotel$93
                  Baymont by Wyndham Tallahassee

                  Baymont by Wyndham Tallahassee

                  3210 N Monroe Street, Tallahassee
                    2.5 out of 5.0
                     
                     

                    Situated in Tallahassee, this motel is within 3 mi (5 km) of The Centre of Tallahassee, Levy Park, and Lake Ella Park. Lake Jackson Mounds State Archaeological ...

                    Baymont by Wyndham Tallahassee$59

                    Baymont by Wyndham Tallahassee$59
                    Wyndham Garden Tallahassee Capitol

                    Wyndham Garden Tallahassee Capitol

                    1355 Apalachee Parkway, Tallahassee
                      3.0 out of 5.0
                       
                       

                      Located in the heart of Tallahassee, this hotel is within 1 mi (2 km) of Cascades Park and Governor's Square Mall. New Capitol Building and Florida State University ...

                      Wyndham Garden Tallahassee Capitol$76

                      Wyndham Garden Tallahassee Capitol$76

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.