Cumberland Vacations from $207

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Cumberland Vacation

When you organize a vacation package to Cumberland, you can relax and enjoy your getaway knowing that all your travel plans have been made in advance. Discover the many gems of this city while based in a neighborhood like Lockerbie Square, which is good for history. If taking in sights is on the cards during your trip to Cumberland, stop by popular attractions like Post Road Recreation Center, Indiana Avenue Historic District and Mid-America Motorcycle Speedway. Whoever you're taking time off with and whatever the size of your budget, your dream Cumberland vacation is just a few clicks away with Expedia.

The Latest Cumberland Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express Hotel & Suites Greenwood by IHG

Save 100% on your flight

$207

per person

Nov 7 - Nov 9

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to Indianapolis (IND)

9/10 Wonderful! (1,007 reviews)

Hilton Garden Inn Bloomington

Downtown Bloomington

Save 100% on your flight

$1,938

per person

Oct 16 - Oct 18

found 1 day ago

Roundtrip flight included

New York (NYC) to Indianapolis (IND)

8.6/10 Excellent! (1,008 reviews)

Omni Severin Hotel

Downtown Indianapolis

Save 100% on your flight

$314

per person

Oct 30 - Nov 2

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Indianapolis (IND)

9.4/10 Exceptional! (1,331 reviews)

Very nice hotel. The valet service was wonderful and great location for being next to the Lucas Oil Stadium for football game!

Reviewed on Sep 14, 2026

Bottleworks Hotel

Downtown Indianapolis

$556

per person

Nov 7 - Nov 9

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to Indianapolis (IND)

9.8/10 Exceptional! (1,893 reviews)

Comfort Inn Avon-Indianapolis West

$625

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip non-stop flight included

Washington (DCA) to Indianapolis (IND)

8/10 Very Good! (702 reviews)

Our room's Mini fridge did not work, toilet did not stop running, had to go up to the 3rd floor for ice when room Was on 1st floor. The woman working the breakfast was extremely rude. Due to I was on the first floor did not see signs for when the breakfast was and the staff when I check in was trying to deal with a power outage so they did not run through the normal info, but when I was trying to see when breakfast was at 9:02 am everything was gone and she pretty much accused me of being stupid. Will not be back.

Reviewed on Sep 7, 2026

Where to stay in Cumberland

Find the best Cumberland areas and neighborhoods for the activities you enjoy most. Learn more about Cumberland

A river with people walking along the banks, a modern building labeled 'Indiana State Museum', and a city skyline in the background.

Downtown Indianapolis

5 out of top 10 points of interest in this area

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.

A city street with modern and historic buildings, a statue, and a clear blue sky.

Mile Square

It is just one of the 370 square miles that make up Indianapolis, but this founding district is the city’s heart.

A theater lobby with a reception desk, a map of the USA on the wall, and a 'EXIT' sign.

Wholesale District

If you're spending some time in Wholesale District, Gainbridge Fieldhouse and Indiana Repertory Theatre are top sights worth seeing.

A street lined with parked cars, storefronts, and a tree.

Speedway

1 out of top 10 points of interest in this area

Home to the Indianapolis Motor Speedway, this enclave of Indianapolis boasts a historic district listed on the National Register of Historic Places and a public library for leisurely exploration.

A cityscape with a prominent downtown area, a river, and a bridge.

Castleton

Castleton is known for its abundant dining options, and you can plan a trip to Castleton Square and Dave & Buster's while you're in town.

Cumberland Hotel Deals

Ironworks Hotel Indy

2721 E 86th Street Indianapolis IN

Fully refundableReserve now, pay when you stay

$169 nightly

$198 total

Oct 15 - Oct 16

Total with taxes and fees

9.8/10 Exceptional! (2,090 reviews)

"Everything was so beautiful and clean. Staff were all so friendly. We were surprised with an upgrade for my recent birthday by Emily. We had been having a really bad couple of weeks and her kindness meant so much. We will most definitely return. Also Rize and Provision were also amazing. Couldn’t ..."

Reviewed on Sep 14, 2026

Embassy Suites by Hilton Indianapolis North

3912 Vincennes Rd Indianapolis IN

Fully refundableReserve now, pay when you stay

$135 nightly

$158 total

Sep 27 - Sep 28

Total with taxes and fees

8.2/10 Very Good! (1,005 reviews)

"Customer service was ok for some of the staff members not bad just a little dry not really personable, but overall good"

Reviewed on Sep 14, 2026

Omni Severin Hotel

40 West Jackson Place Indianapolis IN

Fully refundableReserve now, pay when you stay

$144 nightly

$170 total

Oct 4 - Oct 5

Total with taxes and fees

9.4/10 Exceptional! (1,371 reviews)

"Very nice hotel. The valet service was wonderful and great location for being next to the Lucas Oil Stadium for football game!"

Reviewed on Sep 14, 2026

See all 2,509 properties in Cumberland

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.