Gregory Trips (flight + hotel)

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Top hotels in Gregory

Arrowwood Resort at Cedar Shore

Arrowwood Resort at Cedar Shore

3 out of 5
1500 Shoreline Drive, Oacoma, SD
Fully refundableReserve now, pay when you stay
The price is P8,164 per night from Aug 24 to Aug 25
P8,164
P9,698 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"the bed was great, but we were on the first floor and ended up sharing our patio when the room next door who had a gathering with portable chairs on the lawn outside the room. This caused us to keep our blinds drawn. The hotel scenery around the rive was nice and the outdoor bar area was nice to ..."

Reviewed on Aug 7, 2025

Arrowwood Resort at Cedar Shore
Howard Johnson Hotel & Suites by Wyndham Oacoma

Howard Johnson Hotel & Suites by Wyndham Oacoma

2 out of 5
203 E Hwy 16, Oacoma, SD
Fully refundableReserve now, pay when you stay
The price is P6,623 per night from Sep 8 to Sep 9
P6,623
P7,314 total
Sep 8 - Sep 9
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Wonderful sleep"

Reviewed on Aug 10, 2025

Howard Johnson Hotel & Suites by Wyndham Oacoma
A Bridge View Inn

A Bridge View Inn

2 out of 5
115 N River St, Chamberlain, SD
Fully refundableReserve now, pay when you stay
The price is P4,712 per night from Sep 8 to Sep 9
P4,712
P5,236 total
Sep 8 - Sep 9
includes taxes & fees
8.2/10 Very Good! (435 reviews)
"We love staying here!"

Reviewed on Aug 11, 2025

A Bridge View Inn
See all 51 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.

Frequently asked questions

How much does a Gregory vacation package cost?
You'll find cheap prices 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?
If you're looking to snag a cheap Gregory vacation package, consider planning a trip in January, February and November. You'll typically find better prices on flights and accommodations during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Gregory?
With a well-organized schedule, you can easily hit the main Gregory attractions in a handful of days. But if you want to discover lesser-known spots or take day trips, consider booking your Gregory vacation for longer.
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.
How to plan a trip to Gregory?

  1. Pick your dates: The things you want to do in Gregory and your preferred season will help you decide when to go.
  2. Set your budget: Consider costs like food, flights and transportation when working out how much to put aside for your trip to Gregory. Then, select a hotel that matches your budget, whether that's a low-cost option or a lavish retreat.
  3. Decide how long to go for: Now that you know more about Gregory, you can figure out the perfect length of your break. Create a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Gregory vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.