Winchester Vacations from ￥105,398

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest Winchester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Harrah’s Las Vegas – A Caesars Rewards Destination

Harrah’s Las Vegas – A Caesars Rewards Destination

3.5 out of 5
Las Vegas Strip
Price was ￥163,116, price is now ￥105,398 per person
￥105,398
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Las Vegas (LAS)
7.8/10 Good! (13,790 reviews)
Everything was amazing

Reviewed on Jan 11, 2026

StripSuite Palms Place Hotel/Resort & Casino

StripSuite Palms Place Hotel/Resort & Casino

4.5 out of 5
Save 100% on your flight
Price was ￥398,688, price is now ￥228,150 per person
￥228,150
per person
Feb 10 - Feb 15
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Las Vegas (LAS)
7/10 Good! (2 reviews)
The Orleans Hotel & Casino

The Orleans Hotel & Casino

3.5 out of 5
Price was ￥199,047, price is now ￥124,112 per person
￥124,112
per person
Mar 5 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Las Vegas (LAS)
8.4/10 Very Good! (12,698 reviews)
The check in associate seemed distracted. Not real welcoming. Being in Vegas I just assumed rooms would have at least a single serve coffee maker since there was not a complimentary coffee station in lobby area. There also was no mini fridge in the room.

Reviewed on Jan 11, 2026

W Las Vegas

W Las Vegas

4.5 out of 5
Las Vegas Strip
Price was ￥204,566, price is now ￥130,492 per person
￥130,492
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Las Vegas (LAS)
8.8/10 Excellent! (1,040 reviews)
Always a great stay. Large rooms, great breakfast right at bottom of elevator, Sports Book right down the hall, friendly staff.

Reviewed on Jan 9, 2026

One Bedroom | 1.5 Baths & Living Room | Jet Tub – Palms Place StripSuite

One Bedroom | 1.5 Baths & Living Room | Jet Tub – Palms Place StripSuite

4.5 out of 5
Save 100% on your flight
Price was ￥314,723, price is now ￥203,409 per person
￥203,409
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Las Vegas (LAS)
10/10 Exceptional! (1 review)
Staff was awesome and helpful

Reviewed on Sep 2, 2025

Where to stay in Winchester

Find the best Winchester areas and neighborhoods for the activities you enjoy most. Learn more about Winchester
Miracle Mile Shops featuring night scenes, a casino and signage

Las Vegas Strip

5 out of top 10 points of interest in this area
4/5(59,675 area reviews)

Experience the dazzling lights, contemporary architecture, and diverse attractions of this iconic destination. Indulge in celebrity chef dining, catch a Cirque du Soleil show, and explore the highly walkable area with convenient transport options.

Find hotels in Las Vegas Strip

Winchester Hotel Deals

Excalibur Hotel & Casino

Excalibur Hotel & Casino

3.5 out of 5
3850 Las Vegas Blvd S Las Vegas NV
The price is ￥1,790 per night from Jan 25 to Jan 26
￥1,790
￥10,086 total
Jan 25 - Jan 26
includes taxes & fees
8/10 Very Good! (40,078 reviews)
Room was clean and service was great; from the engineers (needed an AC fix) hospitality crew, everyone was friendly, quick, and efhe

Reviewed on Jan 6, 2026

Excalibur Hotel & Casino
Paris Las Vegas Resort & Casino

Paris Las Vegas Resort & Casino

4 out of 5
3655 Las Vegas Blvd S Las Vegas NV
The price is ￥4,831 per night from Feb 9 to Feb 10
￥4,831
￥15,314 total
Feb 9 - Feb 10
includes taxes & fees
8/10 Very Good! (26,502 reviews)
Wonderful room in Bordeux

Reviewed on Jan 8, 2026

Paris Las Vegas Resort & Casino
Planet Hollywood Resort & Casino

Planet Hollywood Resort & Casino

4 out of 5
3667 Las Vegas Blvd S Las Vegas NV
The price is ￥4,026 per night from Jan 28 to Jan 29
￥4,026
￥14,402 total
Jan 28 - Jan 29
includes taxes & fees
8/10 Very Good! (20,687 reviews)
Automated check-in was super fast. The staff was great. I had an issue with an iron. They took responsibility, acted quickly, and addressed the problem.

Reviewed on Jan 9, 2026

Planet Hollywood Resort & Casino
See all 7,912 properties in Winchester
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 Winchester vacation package cost?
Get ready to book, because a trip to Winchester starts from an affordable ￥105,398. When you bundle your hotels, flights and car rentals into a package, you'll land the lowest prices.
How do I get a cheap travel package to Winchester?
Creating your own Winchester vacation package with Expedia is a smart way to save. We have access to more than 550 airlines and 1,000,000 hotels throughout the world. With such an amazing range to choose from, you'll have no worries creating your next dream adventure.
Where should I stay in Winchester?
There's lots to explore in Winchester, so stay close to its top attractions and maximize your time sightseeing. Sunrise Hospital And Medical Center is one spot to add to your to-do list.
What are the top hotels in Winchester?
If this will be your first visit to Winchester, book a room at Gorgeous Paradise House/ Hot Tub or Amazing 1 Story Villa 3min To Convention Center 5 Min To The Strip Large Pool. Both offer comfortable beds and are popular options with many savvy travelers.
How far in advance should I book my Winchester vacation?
Travelers are usually able to look up international flights on Expedia within 12 months of departure. Booking last minute? With a little bit of luck, it's still possible to score a cheap ticket only weeks before your flight.
What does an Expedia Winchester travel package include?
Car rentals, flights and hotels — we bring you the very best bargains. All you'll have to do is select your ideal combination. After you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it easy to put together an exciting Winchester getaway.
What should I know before booking a Winchester travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you've created your package, you can add on things like sightseeing tours or experiences. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Winchester Expedia vacation package?
Yes, you can. We have more than 550 airline partners around the world, so pick the carrier that's a good fit for your travel needs.
If I'm not able to travel, can I cancel my Winchester vacation package?
If your travel plans in Winchester have been upended, it's a relief to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose fees. For more information, check our Customer Service Portal.

Discover the most popular places to visit in Winchester

Bellagio Casino

Bellagio Casino

This world-famous hotel is home to gorgeous botanical gardens, a unique glass sculpture and an elaborate fountain show.

Bellagio Casino
Las Vegas Convention Center

Las Vegas Convention Center

During your trip, find out what's happening at Las Vegas Convention Center, a top convention center in Las Vegas. Make time to visit the area's casinos, or simply enjoy its lively bars.

Las Vegas Convention Center
MGM Grand Casino featuring signage

MGM Grand Casino

Why not roll the dice by visiting MGM Grand Casino where you can enjoy the entertainment at this popular casino in Paradise? Make time to visit the area's casinos, or simply enjoy its lively bars.

MGM Grand Casino

Things to do

Nighttime view of The High Roller Observation Wheel in Las Vegas

The High Roller Observation Wheel Tickets

￥3,109
per adult
90% of travellers recommend
The High Roller Observation Wheel Tickets
Multi-Stop Grand Canyon South Rim Tour

Grand Canyon National Park South Rim Bus Tour with Professional Tour Guide

￥12,526
per traveler
90% of travellers recommend
Grand Canyon National Park South Rim Bus Tour with Professional Tour Guide
Shark Reef Aquarium & VR Experience Tickets at Mandalay Bay

Shark Reef Aquarium & VR Experience Tickets at Mandalay Bay

￥4,843
per adult
86% of travellers recommend
Shark Reef Aquarium & VR Experience Tickets at Mandalay Bay
See all activities in Las Vegas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.