Windermere Vacations from $261

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Your Windermere Vacation

Take the stress and hassle out of organizing your next adventure by booking a Windermere vacation package. Soak in the sounds and sights of this captivating neighborhood and enjoy what it has to offer. Kick off your trip to Windermere with a visit to nearby attractions such as Topgolf, Nickel Plate District Amphitheater and Sky Zone Sports. Whatever your dream Windermere vacation looks like, you can turn it into reality with Expedia.

The Latest Windermere Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Indianapolis South

Baymont by Wyndham Indianapolis South

2.5 out of 5
Save 100% on your flight
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
7.4/10 Good! (333 reviews)
The lady in the front was really nice while checking me in and everything went smoothly.

Reviewed on Jul 6, 2025

Hampton Inn Indianapolis Downtown IUPUI

Hampton Inn Indianapolis Downtown IUPUI

2.5 out of 5
Downtown Indianapolis
Save 100% on your flight
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
8.8/10 Excellent! (605 reviews)
Very clean, quiet very good staff

Reviewed on Jun 29, 2025

Hampton Inn & Suites Indianapolis-Keystone

Hampton Inn & Suites Indianapolis-Keystone

2.5 out of 5
Save 100% on your flight
per person
Aug 7 - Aug 10
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
9.4/10 Exceptional! (888 reviews)
Safe, Lots of parking, Free washers & Dryers, Clean all over, Nice breakfast bar! Cracker No but nice breakfast with pota

Reviewed on Jul 8, 2025

Homewood Suites by Hilton Indianapolis Downtown IUPUI

Homewood Suites by Hilton Indianapolis Downtown IUPUI

3 out of 5
Downtown Indianapolis
Save 100% on your flight
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
9.2/10 Wonderful! (509 reviews)
Great room and really clean, good food

Reviewed on Jul 7, 2025

Embassy Suites by Hilton Indianapolis Downtown

Embassy Suites by Hilton Indianapolis Downtown

3.5 out of 5
Downtown Indianapolis
Save 100% on your flight
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
8.4/10 Very Good! (1,001 reviews)
I love how when you first walk in the smell was so pleasant and bright very clean as well

Reviewed on Jul 7, 2025

Where to stay in Windermere

Find the best Windermere areas and neighborhoods for the activities you enjoy most. Learn more about Windermere
Central Canal which includes landscape views, a river or creek and a city

Downtown Indianapolis

5 out of top 10 points of interest in this area
4.5/5(2,481 area reviews)

As the city's cultural, political, and economic hub, this neighborhood boasts historic districts, performing arts venues, and museums. Enjoy nightlife on Meridian Street and Massachusetts Avenue, or stroll along the Indianapolis Canal Walk.

Find hotels in Downtown Indianapolis

Windermere Hotel Deals

Sheraton Indianapolis Hotel at Keystone Crossing
Sheraton Indianapolis Hotel at Keystone Crossing
4 out of 5
8787 Keystone Crossing, Indianapolis, IN
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $129 total per night from Jul 13 to Jul 14
$129 total
Jul 13 - Jul 14
Total includes taxes and fees
8.6/10 Excellent! (1,259 reviews)
Retired Army!
"It was a good one"

Reviewed on Jul 6, 2025

Sheraton Indianapolis Hotel at Keystone Crossing
Sheraton Indianapolis City Centre Hotel
Sheraton Indianapolis City Centre Hotel
4 out of 5
31 W Ohio St, Indianapolis, IN
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $130 total per night from Jul 20 to Jul 21
$130 total
Jul 20 - Jul 21
Total includes taxes and fees
8.4/10 Very Good! (1,005 reviews)
"The rooftop pool was great, my 6 year old son had a blast. Our suite was clean and spacious. The only downside was the parking garage being closed, however that is temporary."

Reviewed on Jul 2, 2025

Sheraton Indianapolis City Centre Hotel
Embassy Suites by Hilton Indianapolis Downtown
Embassy Suites by Hilton Indianapolis Downtown
3.5 out of 5
110 West Washington Street, Indianapolis, IN
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $194 total per night from Jul 20 to Jul 21
$194 total
Jul 20 - Jul 21
Total includes taxes and fees
8.4/10 Very Good! (1,005 reviews)
Fum family getaway
"Amazing time for our family for the 4th of July weekend!"

Reviewed on Jul 6, 2025

Embassy Suites by Hilton Indianapolis Downtown
See all 2,339 properties in Windermere
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Windermere

Downtown Indianapolis

Lucas Oil Stadium

4.5/5(891 reviews)

Admire the innovative redbrick design of this large arena and watch a game of professional football in the downtown district of Indianapolis.

Lucas Oil Stadium
Indianapolis Motor Speedway featuring interior views

Indianapolis Motor Speedway

4.5/5(515 reviews)

Buckle up at the world’s most famous speedway and experience G-force thrills usually reserved for race car drivers.

Indianapolis Motor Speedway
Indiana Convention Center which includes signage and flowers

Indiana Convention Center

4.5/5(555 reviews)

A multipart venue welcomes visitors to downtown Indianapolis for conference and trade events, exciting sports competitions and performing artist concerts.

Indiana Convention Center

Things to do

Step into the shadows and discover the haunting tales of our city's past.

Indianapolis Ghosts: Haunts, Spirits, and Phantoms Walking Tour

$32
per adult
Indianapolis Ghosts: Haunts, Spirits, and Phantoms Walking Tour
Group with axes for throwing in Indianapolis

30-Minute Walk-In Axe Throwing Experience Indianapolis

$22
per adult
100% of travellers recommend
30-Minute Walk-In Axe Throwing Experience Indianapolis
Bike and Brews Seeing Indy on an E-Bike

Bike and Brews Seeing Indy on an E-Bike

$140
per adult
Bike and Brews Seeing Indy on an E-Bike
See all activities in Indianapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.