Plain Vacations from $529

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Your Plain Vacation

Our vacation packages to Plain let you create your own adventure. Tailor your journey to your style and interests and make every moment count in this fantastic city. Fill your trip to Plain with visits to some of its big-hitting attractions. Where to first? Head straight for Spring Green Preserve State Natural Area. Your ideal Plain vacation is just a few clicks away. Search airfares, hotels and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Plain vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Madison Monona Terrace

Hilton Madison Monona Terrace

4 out of 5
Downtown Madison
Price was $727, price is now $529 per person
$529
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Alexandria (AEX) to Madison (MSN)
8.6/10 Excellent! (1,009 reviews)
Great place that is dog friendly.

Reviewed on Oct 26, 2025

Christmas Mountain Campground

Christmas Mountain Campground

3 out of 5
Price was $1,413, price is now $1,083 per person
$1,083
per person
Nov 30 - Dec 7
found 6 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Madison (MSN)
9/10 Wonderful! (71 reviews)
Great well kept grounds. Missing wash cloths for bathroom. Not to big of a deal and that was the only hiccup. Very comfortable beds!

Reviewed on Oct 19, 2025

The Speckled Hen Inn B&B

The Speckled Hen Inn B&B

4 out of 5
Price was $1,179, price is now $919 per person
$919
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Alexandria (AEX) to Madison (MSN)
9.8/10 Exceptional! (9 reviews)
Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $1,413, price is now $1,120 per person
$1,120
per person
Nov 30 - Dec 7
found 6 hours ago
Roundtrip non-stop flight included
Knoxville (TYS) to Madison (MSN)
8.4/10 Very Good! (121 reviews)
All was great and will come back again

Reviewed on Sep 29, 2025

Fairfield by Marriott Inn & Suites Madison South

Fairfield by Marriott Inn & Suites Madison South

2.5 out of 5
Price was $670, price is now $535 per person
$535
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Alexandria (AEX) to Madison (MSN)
9.2/10 Wonderful! (93 reviews)
Breakfast was good. Rooms were not clean.

Reviewed on Oct 13, 2025

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Plain Hotel Deals

Best Western Baraboo Inn

Best Western Baraboo Inn

2.5 out of 5
725 W Pine St, Baraboo, WI
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $86 total per night from Nov 6 to Nov 7
$86 total
Nov 6 - Nov 7
Total with taxes and fees
8.2/10 Very Good! (1,038 reviews)
Worked with me for an early check-in. Clean and spacious room.

Reviewed on Oct 26, 2025

Best Western Baraboo Inn
Fairfield Inn & Suites by Marriott Baraboo

Fairfield Inn & Suites by Marriott Baraboo

2.5 out of 5
932 GATEWAY DRIVE, Baraboo, WI
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $111 total per night from Nov 16 to Nov 17
$111 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (406 reviews)
Friendly service, clean rooms, and a decent breakfast. The outdoor hot tub is a wonderful bonus. We will definitely return.

Reviewed on Oct 22, 2025

Fairfield Inn & Suites by Marriott Baraboo
AmericInn & Suites By Wyndham Baraboo Event Center

AmericInn & Suites By Wyndham Baraboo Event Center

2.5 out of 5
626 W Pine Street, Baraboo, WI
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $87 total per night from Nov 2 to Nov 3
$87 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
L

Reviewed on Oct 19, 2025

AmericInn & Suites By Wyndham Baraboo Event Center
See all 291 properties in Plain
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 Plain Vacation Packages

Plain Essential Information

Language
English
Currency
U.S dollars
Population
780
Top Sights
American Players Theatre, Natural Bridge State Park and Tower Hill State Park

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Frequently asked questions

How much does a Plain vacation package cost?
You can grab a vacation package to this top destination from $529 on Expedia. But how much your vacation to Plain costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Plain?
You can generally find lower prices and greater availability in November, December and January. Take a look at our cheap Plain vacation packages and you could land some excellent off-season deals.
How many days is enough for Plain?
With a well-planned schedule, you can easily tick off the most popular Plain attractions in a handful of days. But if you want to discover hidden spots or take day trips, think about booking your Plain vacation for longer.
How to find the best Plain package deals?
Begin your search for a Plain package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Plain package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Plain escape underway.
Is it cheaper to book a Plain vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can customize your Plain trip to fit your exact style. 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 Plain?
If you've got your Plain travel dates finalized, book as early as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Plain vacation packages?
Jet off on your dream getaway to Plain with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for your next paycheck — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up travel deals before they disappear.

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