Deals on vacations and trips to Winchester

Save when you book Winchester package deals

Choose two or more items and save on your trip:

Winchester flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Ameristar Casino Hotel Kansas City

Ameristar Casino Hotel Kansas City

4 out of 5
Birmingham Bottoms
Price was $507, price is now $361 per person
$361
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Kansas City (MCI)
A casino, 7 restaurants, and a 24-hour gym are all featured at this hotel. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Harrah's Kansas City Hotel & Casino - A Caesars Rewards Destination

Harrah's Kansas City Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $1,139, price is now $769 per person
$769
per person
Oct 1 - Oct 7
found 6 hours ago
Roundtrip flight included
Washington (DCA) to Kansas City (MCI)
This hotel features a casino, a nightclub, and 3 restaurants. Relax with a drink at one of the 2 bars/lounges and enjoy the 24-hour gym.
The Inn at Meadowbrook

The Inn at Meadowbrook

4 out of 5
Price was $1,441, price is now $1,009 per person
$1,009
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
Miami (MIA) to Kansas City (MCI)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Stoney Creek Hotel Kansas City - Independence

Stoney Creek Hotel Kansas City - Independence

3.5 out of 5
Price was $966, price is now $801 per person
$801
per person
Oct 1 - Oct 7
found 6 hours ago
Roundtrip flight included
Washington (DCA) to Kansas City (MCI)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 9 conference rooms, free WiFi in public areas, and laundry service. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
Margaritaville Hotel Kansas City

Margaritaville Hotel Kansas City

4 out of 5
I-435 West
Price was $680, price is now $573 per person
$573
per person
Nov 5 - Nov 8
found 21 hours ago
Roundtrip flight included
Baltimore (BWI) to Kansas City (MCI)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Bring the family and enjoy the waterslide, arcade/game room, and kid-friendly dining. Enjoy the indoor pool and perks like free WiFi.

Top Winchester hotels deals

Winchester KS Farmhouse Near KC - 3BR Country Home

Winchester KS Farmhouse Near KC - 3BR Country Home

Winchester KS
Get rates
A gym is featured at this farm stay, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pet friendly
Free WiFi
DoubleTree by Hilton Hotel Lawrence

DoubleTree by Hilton Hotel Lawrence

4 out of 5
200 Mcdonald Dr Lawrence KS
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $95 total per night
$95 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Pet friendly
Comfort Inn & Suites Lawrence - University Area

Comfort Inn & Suites Lawrence - University Area

2.5 out of 5
151 Mcdonald Dr Lawrence KS
Free Cancellation
$84 nightly
The price is $99 total per night
$99 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Saint George Hotel

Saint George Hotel

2 out of 5
500 Main St Weston MO
Free Cancellation
Reserve now, pay when you stay
$53 nightly
The price is $58 total per night
$58 total
Aug 30 - Aug 31
Total with taxes and fees
Free WiFi in public areas is available at this hotel.
Free WiFi
Leavenworth Local Hotel

Leavenworth Local Hotel

2.5 out of 5
600 Shawnee St Leavenworth KS
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $95 total per night
$95 total
Sep 27 - Sep 28
Total with taxes and fees
This aparthotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and express check-in. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Breakfast included
Kitchen
Spark by Hilton Lansing

Spark by Hilton Lansing

3 out of 5
120 EXPRESS DRIVE Lansing KS
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $82 total per night
$82 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Winchester
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 Winchester?
With vacation packages available from as low as $361, it's not necessary to max out the credit card for your getaway to Winchester. Travelocity can help. Bundle your hotels, flights and experiences into a convenient package and score some impressive discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Winchester?
Snapping up a great package deal to Winchester is a breeze with Travelocity. With around 400 air carriers and 1,000,000 properties across the globe, you'll have loads of choice when selecting your flights and hotels.
Why should I book my Winchester vacation package with Travelocity?
Whether you're planning a weeks-long vacation or a last-minute weekend escape, we have many exciting destinations to choose from at an affordable rate. And on top of that, we provide round-the-clock support, excellent service and a Price Match Guarantee. Save yourself money and time and book your dream vacation today.
Will I save money on my Winchester car rental if I bundle it with my hotel or flight?
Sure can — bundle your flight, car and hotel into a Winchester vacation package and you can save a handsome sum. With so many places to explore in and around Winchester, that set of wheels will make it easy to explore. Once you've buckled up, get out on the wide open road and head to Worlds of Fun, a top attraction around 45 mi from Winchester.
Which airport is best for Winchester?
The primary airport for Winchester is Kansas City Intl. Airport (MCI). You'll find it 30 mi west of downtown.

Photos of local treasures

Browse Winchester vacation photos for more inspiration