
Gregory Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 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
Gregory Hotel Deals

Rustic Ridge
Gregory
The price is CA $212 per night from Jul 28 to Jul 29
CA $212
CA $380 total
Jul 28 - Jul 29
includes taxes & fees
10/10 Exceptional! (1 review)
"We stayed here while renovating a home we brought in the same town. Host was super kind and very quick to respond. Property was clean and comfortable. Will book again when we return to the area"
Reviewed on Jul. 20, 2025

AmericInn by Wyndham Chamberlain - Conference Center
1981 East King Street, Chamberlain, SD
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Aug 25 to Aug 26
CA $224
CA $246 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Very nice hotel! Great decor, clean, spacious and staff was very helpful."
Reviewed on Jul. 19, 2025

Howard Johnson Hotel & Suites by Wyndham Oacoma
203 E Hwy 16, Oacoma, SD
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Jul 28 to Jul 29
CA $181
CA $199 total
Jul 28 - Jul 29
includes taxes & fees
8.4/10 Very Good! (1,016 reviews)
"Great stay. Decent breakfast."
Reviewed on Jul. 24, 2025
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
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.