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Winchester Vacations

Pack those stellar shades. We have Winchester 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 Winchester – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Winchester 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 Winchester

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 Winchester 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 Winchester well.

Winchester Flight + Hotel packages

Top Hotel Deals

See all 672 Hotels in Winchester
Extended Stay America - Las Vegas - Midtown

Extended Stay America - Las Vegas - Midtown

3045 S Maryland Pkwy, Las Vegas
    2.5 out of 5.0
     
     

    Located in Winchester, this hotel is 0.7 mi (1.1 km) from Boulevard Mall and within 3 mi (5 km) of Las Vegas Convention Center and University of Nevada-Las Vegas. ...

    Extended Stay America - Las Vegas - Midtown$63

    Extended Stay America - Las Vegas - Midtown$63
    Country Club Luxury Suites

    Country Club Luxury Suites

    850 East Desert Inn Road, Las Vegas
      3.5 out of 5.0
       
       

      This condo building is located in Las Vegas (Winchester), close to Las Vegas Country Club, Las Vegas Convention Center, and University of Nevada-Las Vegas. Also ...

      Circus Circus Hotel, Casino & Theme Park

      Circus Circus Hotel, Casino & Theme Park

      2880 Las Vegas Blvd S, Las Vegas
        3.0 out of 5.0
         
         

        Iconic hotel located on the Las Vegas Strip, Circus Circus is close to shopping, the Las Vegas Convention Center and downtown Las Vegas.

        Circus Circus Hotel, Casino & Theme Park$17

        Circus Circus Hotel, Casino & Theme Park$17
        TI - Treasure Island Hotel and Casino

        TI - Treasure Island Hotel and Casino

        3300 Las Vegas Blvd S, Las Vegas
          4.0 out of 5.0
           
           

          Treasure Island - TI Hotel & Casino is connected to the Fashion Show shopping mall by bridge as well as The Mirage by tram, and within easy walking distance ...

          TI - Treasure Island Hotel and Casino$42

          TI - Treasure Island Hotel and Casino$42
          Westgate Las Vegas Resort & Casino

          Westgate Las Vegas Resort & Casino

          3000 Paradise Road, Las Vegas
            4.0 out of 5.0
             
             

            Adjacent to the Las Vegas Convention Center, this resort is a 10-minute drive from McCarran International Airport. The on-site stop for the Las Vegas Monorail ...

            Westgate Las Vegas Resort & Casino$33

            Westgate Las Vegas Resort & Casino$33
            Flamingo Las Vegas - Hotel & Casino

            Flamingo Las Vegas - Hotel & Casino

            3555 Las Vegas Blvd S, Las Vegas
              3.5 out of 5.0
               
               

              The historic Flamingo Las Vegas has been welcoming guests for 70 years. The centrally-located hotel is filled with retro charm while offering modern ...

              Flamingo Las Vegas - Hotel & Casino$33

              Flamingo Las Vegas - Hotel & Casino$33
              The Venetian Las Vegas

              The Venetian Las Vegas

              3355 Las Vegas Blvd S, Las Vegas
                5.0 out of 5.0
                 
                 

                This all-suite resort and casino on the Las Vegas Strip is a short drive from Fashion Show Mall, the convention center, Downtown, and McCarran Airport.

                The Venetian Las Vegas$112

                The Venetian Las Vegas$112
                Excalibur Hotel Casino

                Excalibur Hotel Casino

                3850 Las Vegas Blvd S, Las Vegas
                  3.0 out of 5.0
                   
                   

                  Located at the southern end of the Las Vegas Strip and close to McCarran Airport, this castle-shaped hotel features royal accommodations and a traditional action-packed ...

                  Excalibur Hotel Casino$27

                  Excalibur Hotel Casino$27
                  Hard Rock Hotel & Casino

                  Hard Rock Hotel & Casino

                  4455 Paradise Rd, Las Vegas
                    4.0 out of 5.0
                     
                     

                    The Hard Rock, which contains a 5-acre water playground popular with the young and the hip, is within 2 miles of the Las Vegas Strip, Las Vegas Convention Center, ...

                    Hard Rock Hotel & Casino$49

                    Hard Rock Hotel & Casino$49
                    Mandalay Bay Resort And Casino

                    Mandalay Bay Resort And Casino

                    3950 Las Vegas Blvd S, Las Vegas
                      4.0 out of 5.0
                       
                       

                      3 miles from the airport, the 43-story Mandalay Bay Resort sits on 60 acres at the south end of the Strip; a complimentary monorail connects it to the Luxor ...

                      Mandalay Bay Resort And Casino$70

                      Mandalay Bay Resort And Casino$70

                      Top Flight Deals

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