Gregory Vacations from $385

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • Better together

    Save up to $1,045 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

The Latest Gregory vacation packages

Price found within the past 48 hours. Click for updated prices.
River Spirit Casino Resort

River Spirit Casino Resort

4 out of 5
South Tulsa
Price was $494, price is now $385 per person
$385
per person
Nov 25 - Nov 28
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Tulsa (TUL)
9.4/10 Exceptional! (2,501 reviews)
Loved the room, view and all the different options for dining! Highly recommend for a weekend get away!

Reviewed on Oct 9, 2025

Harwelden Mansion

Harwelden Mansion

3.5 out of 5
Maple Ridge
Price was $1,243, price is now $831 per person
$831
per person
Dec 20 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tulsa (TUL)
10/10 Exceptional! (27 reviews)
The Sycamore Suite was very comfortable and inviting. Lots of room. The patio was nice as well. Beautiful grounds.

Reviewed on Jul 7, 2025

Landing Tulsa Southbrook

Landing Tulsa Southbrook

4 out of 5
South Tulsa
Price was $726, price is now $572 per person
$572
per person
Nov 25 - Nov 28
found 14 hours ago
Roundtrip flight included
Denver (DEN) to Tulsa (TUL)
No reviews
Duets Bed & Breakfast

Duets Bed & Breakfast

3.5 out of 5
Pearl District
Price was $913, price is now $747 per person
$747
per person
Dec 20 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tulsa (TUL)
10/10 Exceptional! (8 reviews)
I love this place. This was my first time there and the staff could not have been more accommodating. Very cool property. Secluded as well. The singing from the restaurant downstairs was a little annoying but they stopped right when they closed.

Reviewed on Oct 3, 2025

DoubleTree by Hilton Tulsa - Warren Place

DoubleTree by Hilton Tulsa - Warren Place

4 out of 5
South Tulsa
Price was $586, price is now $482 per person
$482
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Tulsa (TUL)
8.2/10 Very Good! (576 reviews)
The staff were friendly and the room was clean. The shower head wasn’t great. I also asked for a fan but was never brought one or let me know they couldn’t find one.

Reviewed on Oct 10, 2025

Don't see what you're looking for?
See all available trips from Columbus to Gregory
View all trips

Gregory Hotel Deals

Sky Tree

Sky Tree

2.5 out of 5
8175 E Skelly Dr, Tulsa, OK
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $61 total per night from Oct 14 to Oct 15
$61 total
Oct 14 - Oct 15
Total with taxes and fees
7.8/10 Good! (645 reviews)
"I came here because the hotel that I was staying at wasn't safe. I was greeted with a smile and warm welcome from the lady at the front desk. This place is secured because only guests with keycard can enter. Breakfast is great and plentiful, they are always filling the trays with more food. If I ..."

Reviewed on Oct 10, 2025

Sky Tree
Hard Rock Hotel and Casino Tulsa

Hard Rock Hotel and Casino Tulsa

4 out of 5
777 West Cherokee Street, Catoosa, OK
$159 nightly
The price is $169 total per night from Oct 19 to Oct 20
$169 total
Oct 19 - Oct 20
Total with taxes and fees
9/10 Wonderful! (1,933 reviews)
"Just a BEAUTIFUL HOTEL"

Reviewed on Oct 7, 2025

Hard Rock Hotel and Casino Tulsa
Stoney Creek Hotel Tulsa - Broken Arrow

Stoney Creek Hotel Tulsa - Broken Arrow

3 out of 5
200 West Albany Street, Broken Arrow, OK
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $131 total per night from Nov 10 to Nov 11
$131 total
Nov 10 - Nov 11
Total with taxes and fees
9.2/10 Wonderful! (2,088 reviews)
"The hotel is beautiful and in a great location. The rooms could use updating."

Reviewed on Oct 8, 2025

Stoney Creek Hotel Tulsa - Broken Arrow
See all 529 properties in Gregory
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.

Gregory Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tulsa Intl. Airport (TUL)
Top Sights
Arkansas River Historical Society Museum, Hard Rock Casino Tulsa and Claremore Lake Park

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Gregory vacation package cost?
You can snap up a vacation package to this popular destination from $385 on Expedia. However, how much your vacation to Gregory costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Gregory?
If you're hoping to score a cheap Gregory vacation package, consider traveling in January, September and December. You'll usually find lower rates on hotels and airfares during these months — ideal for a budget-friendly break.
How many days is enough for Gregory?
The ideal duration for your Gregory vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to visit all the major sights and discover some hidden gems along the way.
How to find the best Gregory package deals?
Use Expedia's filters to help you find some of the best Gregory package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Gregory package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Gregory vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Gregory vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Gregory?
If you're considering a spontaneous Gregory getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Gregory vacation packages?
Your Gregory break is meant to be an escape from your daily routine, not a source of money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no 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.