Gregory Vacations from $744

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The Latest Gregory vacation packages

Price found within the past 48 hours. Click for updated prices.
Howard Johnson Hotel & Suites by Wyndham Oacoma

Howard Johnson Hotel & Suites by Wyndham Oacoma

2 out of 5
Price was $760, price is now $744 per person
$744
per person
Apr 17 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pierre (PIR)
8.6/10 Excellent! (1,001 reviews)
Other than pool being cool, it was a great experience!

Reviewed on Mar 11, 2026

Cedar Shore Resort

Cedar Shore Resort

3 out of 5
Price was $780, price is now $761 per person
$761
per person
Apr 17 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Pierre (PIR)
8.2/10 Very Good! (1,001 reviews)
Pets welcome. Slow time of year plenty of rooms. Nice and quiet.

Reviewed on Mar 4, 2026

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Gregory Hotel Deals

Rustic Ridge

Rustic Ridge

Gregory SD
$326 nightly
The price is $342 total per night from Mar 13 to Mar 14
$342 total
Mar 13 - Mar 14
Total with taxes and fees
9.6/10 Exceptional! (5 reviews)
Every thing was great

Reviewed on Nov 15, 2025

Rustic Ridge
AmericInn by Wyndham Chamberlain - Conference Center

AmericInn by Wyndham Chamberlain - Conference Center

2.5 out of 5
1981 East King Street Chamberlain SD
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Mar 19 to Mar 20
$108 total
Mar 19 - Mar 20
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Clean rooms,

Reviewed on Mar 8, 2026

AmericInn by Wyndham Chamberlain - Conference Center
Cedar Shore Resort

Cedar Shore Resort

3 out of 5
1500 Shoreline Drive Oacoma SD
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Mar 15 to Mar 16
$119 total
Mar 15 - Mar 16
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Pets welcome. Slow time of year plenty of rooms. Nice and quiet.

Reviewed on Mar 4, 2026

Cedar Shore Resort
See all 72 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.

Find the Best Gregory Vacation Packages

Gregory Essential Information

Language
English
Currency
U.S dollars
Population
1,300
Max Temp Winter
30ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Gregory vacation package cost?
You'll find cheap prices from $744 on Expedia for your Gregory getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Gregory costs.
What are the cheapest months to go to Gregory?
October, November and December are the best times to search for cheap Gregory vacation packages. Traveling in quieter periods means you can usually find reduced prices on flights and accommodations.
How many days is enough for Gregory?
The ideal duration of your Gregory vacation depends on what you'd like to see. Generally, a few days to a week will give you time to go to all the main attractions and explore some hidden treasures along the way.
How to find the best Gregory package deals?
Use Expedia's handy filters to find some terrific Gregory package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Gregory package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Gregory vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights separately. Better still, you can tailor your Gregory trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Gregory?
If you're planning a spur-of-the-moment Gregory getaway, check out 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 land sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Gregory vacation packages?
Jet off on your ideal getaway to Gregory with Expedia's Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.