Keys Vacations from $500

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Your Keys Vacation

Food, history, entertainment and more … There's so much to experience with a Keys vacation package. And with the ability to easily customize your city getaway, it's guaranteed to be one that's difficult to forget. If taking in sights is part of the plan during your trip to Keys, look around top attractions like Cherokee Landing State Park, Cherokee Heritage Center and George M. Murrell Home. Expedia can help you escape your routine. Tailor your vacation to Keys to suit your travel style, whatever that may be.

The Latest Keys vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Tulsa Downtown

Hampton Inn & Suites Tulsa Downtown

2.5 out of 5
Downtown Tulsa
Price was $640, price is now $500 per person
$500
per person
Jan 30 - Feb 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Tulsa (TUL)
8.8/10 Excellent! (1,013 reviews)
clean room, polite staff. Parking is a hassle but found free parking on the street.

Reviewed on Nov 7, 2025

Harwelden Mansion

Harwelden Mansion

3.5 out of 5
Maple Ridge
Save 100% on your flight
Price was $1,457, price is now $763 per person
$763
per person
Jan 30 - Feb 2
found 9 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Tulsa (TUL)
10/10 Exceptional! (28 reviews)
The loveliest accommodations! We felt so well taken care of…and the attention to details! We will definitely stay again on our next trip.

Reviewed on Nov 9, 2025

Duets Bed & Breakfast

Duets Bed & Breakfast

3.5 out of 5
Pearl District
Price was $964, price is now $662 per person
$662
per person
Jan 30 - Feb 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Tulsa (TUL)
10/10 Exceptional! (9 reviews)
Duets was the PERFECT stay for my wife and I on our wedding night. The location is perfect and the room was AMAZING. Even if you’re from Tulsa, consider this a little staycation due to the Leon Russell memorabilia and location. 10/10 we will be back!!

Reviewed on Oct 26, 2025

Economy Suites Extended Stay Tulsa

Economy Suites Extended Stay Tulsa

2 out of 5
Save 100% on your flight
Price was $1,733, price is now $1,194 per person
$1,194
per person
Dec 20 - Dec 27
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Tulsa (TUL)
6.6/10 (35 reviews)
Rooms were pretty clean, especially for the value. The staff was very pleasant. Loved that it was gated at dark!! We enjoyed our short stay.

Reviewed on Nov 12, 2025

River Spirit Casino Resort

River Spirit Casino Resort

4 out of 5
South Tulsa
Price was $694, price is now $571 per person
$571
per person
Jan 30 - Feb 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Tulsa (TUL)
9.4/10 Exceptional! (2,518 reviews)
Nice hotel! Stay here at least once a year and it's always pleasant!

Reviewed on Nov 11, 2025

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Discover the most popular places to visit in Keys

Cherokee Landing State Park

4.5/5(5 reviews)

You can take time to visit Cherokee Landing State Park during your travels to Park Hill. Wander the riverfront in this family-friendly area.

Cherokee Landing State Park

George M. Murrell Home

4.5/5(4 reviews)

You can browse the exhibits at George M. Murrell Home, a museum with a story of its own, during your trip to Park Hill. Wander the riverfront in this family-friendly area.

George M. Murrell Home

Keys Hotel Deals

Tahlequah Inn

Tahlequah Inn

2 out of 5
3296 S Muskogee Ave, Tahlequah, OK
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $79 total per night from Nov 21 to Nov 22
$79 total
Nov 21 - Nov 22
Total with taxes and fees
6.6/10 (443 reviews)
Great

Reviewed on Nov 3, 2025

Tahlequah Inn
Days Inn & Suites by Wyndham Tahlequah

Days Inn & Suites by Wyndham Tahlequah

2.5 out of 5
701 Holiday Dr, Tahlequah, OK
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Nov 13 to Nov 14
$91 total
Nov 13 - Nov 14
Total with taxes and fees
6.4/10 (215 reviews)
Great

Reviewed on Nov 6, 2025

Days Inn & Suites by Wyndham Tahlequah
Holiday Inn Express & Suites Tahlequah by IHG

Holiday Inn Express & Suites Tahlequah by IHG

2.5 out of 5
2142 Mahaney Avenue, Tahlequah, OK
Fully refundable
$116 nightly
The price is $132 total per night from Nov 23 to Nov 24
$132 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (641 reviews)
Our bed was very firm, and the A/C wasn't cooling our room very well, it wasn't hot just warm.

Reviewed on Oct 22, 2025

Holiday Inn Express & Suites Tahlequah by IHG
See all 199 properties in Keys
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.

Find the Best Keys Vacation Packages

Keys Essential Information

Language
English
Currency
U.S dollars
Population
570
Top Sights
Cherokee Landing State Park and George M. Murrell Home

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Frequently asked questions

How much does a Keys vacation package cost?
You can pick up a vacation package to this top destination from $500 on Expedia. But how much your vacation to Keys costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Keys?
You can usually find lower prices and better availability in January, September and December. Explore our cheap Keys vacation packages and you could land some excellent off-season deals.
How many days is enough for Keys?
Typically, a handful of days is enough to visit the top attractions during your Keys vacation. However, if you want to have some time to chill out or go on day tours, consider extending your trip.
How to find the best Keys package deals?
Finding a cheap Keys package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Keys package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Keys vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still have the flexibility to create a customized Keys vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Keys?
If you have your Keys travel dates finalized, book as soon as you can to bag some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Keys vacation packages?
Your Keys getaway should be an escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.