Westport Vacations

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    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Westport Vacation Packages

Westport Hotel Deals

Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

3 out of 5
1405 Highway 71 Okoboji IA
Fully refundableReserve now, pay when you stay
The price is SARĀ 391 per night from Aug 16 to Aug 17
SARĀ 391
SARĀ 466 total
16 Aug - 17 Aug
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"We enjoyed our stay"

Reviewed on 17 July 2026

Lake Okoboji Resort & Conference Center
Vintage Block Inn & Suites

Vintage Block Inn & Suites

2.5 out of 5
1107 Sanborn Ave Okoboji IA
The price is SARĀ 454 per night from Aug 3 to Aug 4
SARĀ 454
SARĀ 514 total
3 Aug - 4 Aug
includes taxes & fees
Vintage Block Inn & Suites
AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

3 out of 5
1005 Brooks Park Dr Okoboji IA
Fully refundableReserve now, pay when you stay
The price is SARĀ 537 per night from Aug 16 to Aug 17
SARĀ 537
SARĀ 591 total
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (630 reviews)
"Clean room, clean pool area, clean lobby. Wonderful continental breakfast selection. Staff were great. Very impressed!"

Reviewed on 14 July 2026

AmericInn by Wyndham Okoboji
See all 458 properties in Westport
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 Westport vacation package cost?
You can pick up a vacation package to this popular destination on Expedia. But how much your vacation to Westport costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Westport?
You can usually find reduced prices and better availability in January, February and March. Check out our cheap Westport vacation packages and you could land some great off-season deals.
How to find the best Westport package deals?
Begin your search for a Westport package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Westport package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Westport escape off to a flying start.
Is it cheaper to book a Westport vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays separately. Better still, you can personalize your Westport getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Westport?
If you have your Westport travel dates finalized, book as early as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Westport?

  1. Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to go to Westport.
  2. Plan your budget wisely: On top of the price of your stay, you should factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that may crop up during your trip to Westport.
  3. Decide how many days away: Start by listing all the activities and attractions you want to get to in Westport. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Westport vacation package.