Brewster Vacations from $283

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The Latest Brewster vacation packages

Price found within the past 48 hours. Click for updated prices.
Valley Inn

Valley Inn

2.5 out of 5
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sioux Falls (FSD)
7.6/10 Good! (1,010 reviews)
Everything was excellent

Reviewed on Aug 11, 2025

Historic Twin Tudors Inn

Historic Twin Tudors Inn

3 out of 5
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sioux Falls (FSD)
8.8/10 Excellent! (3 reviews)
We were upgraded to staying at the Victorian Inn- i would highly recommended. The house is charming and located in the historic downtown of Sioux Falls.

Reviewed on Jun 16, 2025

Hotel On Phillips

Hotel On Phillips

2.5 out of 5
Downtown Sioux Falls
per person
Nov 3 - Nov 6
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Sioux Falls (FSD)
9.6/10 Exceptional! (1,120 reviews)
Beautiful property. Clean and classy.

Reviewed on Aug 11, 2025

Historic Victorian Inn

Historic Victorian Inn

3 out of 5
Cathedral
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sioux Falls (FSD)
8.8/10 Excellent! (56 reviews)
No staff present. Remote guy emailed us like 20 times. Unexpected fee of $300 deposit. I think that’s a bit excessive. So so many rules. I was literally afraid to touch anything. House is ready for serious restoration. Could be a really fabulous place. I wouldn’t stay there again.

Reviewed on Jul 11, 2025

AmericInn by Wyndham Sioux Falls North

AmericInn by Wyndham Sioux Falls North

2.5 out of 5
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Sioux Falls (FSD)
9/10 Wonderful! (1,397 reviews)
Bed was comfortable

Reviewed on Aug 11, 2025

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Brewster Hotel Deals

AmericInn by Wyndham Worthington

AmericInn by Wyndham Worthington

2.5 out of 5
1475 Darling Dr, Worthington, MN
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $121 total per night from Sep 3 to Sep 4
$121 total
Sep 3 - Sep 4
Total includes taxes and fees
7.8/10 Good! (884 reviews)
"Awesome service, room was clean and comfortable. Great value!!"

Reviewed on Aug 8, 2025

AmericInn by Wyndham Worthington
Ramada by Wyndham Spirit Lake/Okoboji

Ramada by Wyndham Spirit Lake/Okoboji

2.5 out of 5
2704 17th St, Intersection of Highway 9 & 71, Spirit Lake, IA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from Sep 7 to Sep 8
$94 total
Sep 7 - Sep 8
Total includes taxes and fees
7.8/10 Good! (625 reviews)
"Very clean, and personable friendly staff"

Reviewed on Aug 1, 2025

Ramada by Wyndham Spirit Lake/Okoboji
Super 8 by Wyndham Spirit Lake/Okoboji

Super 8 by Wyndham Spirit Lake/Okoboji

2 out of 5
2203 Circle Drive West, Spirit Lake, IA
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $87 total per night from Sep 1 to Sep 2
$87 total
Sep 1 - Sep 2
Total includes taxes and fees
8/10 Very Good! (543 reviews)
"The staff - Bobby and Sheila were awesome host. They went out of their way to make sure we were taken care of. When slow, they kept busy cleaning, which is why we love the place as it is very clean. A definite repeat hotel for us every time in Okabogi/Spirit Lake"

Reviewed on Aug 10, 2025

Super 8 by Wyndham Spirit Lake/Okoboji
See all 107 properties in Brewster
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.

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Frequently asked questions

How much does a Brewster vacation package cost?
Offering great value package deals from $283 on Expedia, you'll be pleasantly surprised at how much a vacation to Brewster costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Brewster?
January, February and March are the best times to look for cheap Brewster vacation packages. Traveling in quieter months means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Brewster?
With a well-planned schedule, you can easily visit the main Brewster sights in a few days. But if you prefer to explore off the beaten track or go on day tours, consider booking your Brewster vacation for longer.
How to find the best Brewster package deals?
Bagging a cheap Brewster package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Brewster package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Brewster vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights individually. Better still, you can personalize your Brewster escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Brewster?
Enjoy incredible discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Brewster getaway.
Does Expedia offer Book Now, Pay Later Brewster vacation packages?
Your Brewster getaway should be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden 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.