Westby Vacations from $698
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Your Westby Vacation
Our Westby vacation packages give you endless opportunities to discover new sights, sounds and flavors. And with all the details worked out, you can relax and enjoy your city break without a care in the world. Any trip to Westby needs a well-thought-out itinerary. Fill yours with major attractions such as Branches Winery, Snowflake Ski & Golf Club and Dregnes Scandinavian Gifts. Whoever you're heading away with and whatever you plan to spend, your ultimate Westby vacation is just clicks away with Expedia.
The Latest Westby vacation packages
Price found within the past 48 hours. Click for updated prices.
Gundersen Hotel & Suites
Powell-Poage-Hamilton
$698
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to La Crosse (LSE)
9.2/10 Wonderful! (1,009 reviews)
David at the front desk was excellent answered all questions about the area and local restaurants.
The bathroom was the biggest issue as the water from the shower ran out on the bathroom floor. And there were no towel racks to hang the towels after the shower
I appreciate that fact that we could get coffee and pop in the beverage bar- 24/7. That was very nice.
Reviewed on Oct 6, 2026
Hatchery Riverside Hotel & Event Venue
Historic Downtown La Crosse
$1,101
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to La Crosse (LSE)
10/10 Exceptional! (99 reviews)
The room and property were very elegant and welcoming. Beautiful location and very nice amenities such as the steam shower and heated floor.
Reviewed on Sep 27, 2026
Pearl Street Hotel & Suites
Historic Downtown La Crosse
$1,341
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to La Crosse (LSE)
8/10 Very Good! (623 reviews)
The room was clean. Mattress was still good. Bathroom was okay though we had to keep the tub drain closed because there was an unpleasant odor when it was open. Common areas were a bit run down and the floors could do with some vacuuming and cleaning. Plenty of nicks and scrapes and other signs of a formerly lovely hotel that is still a decent place to stay but could use some care and attention from owners. Our room rate with tax was under $200 and I wouldn’t pay more than that. Definitely not worth their $459 list rate for a king room! No breakfast. Restaurant and bar was closed off and being used as storage space.
Reviewed on Oct 6, 2026
GrandStay Hotel & Suites
Historic Downtown La Crosse
$745
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Tucson (TUS) to La Crosse (LSE)
9/10 Wonderful! (1,177 reviews)
Great quiet location near couple nice restaurants. Nice big rooms. Friendly staff and great breakfast choices. Would absolutely stay again!
Reviewed on Oct 7, 2026
Stay near popular Westby attractions
Branches Winery
9.0/10 (4 reviews)
This boutique winery in Wisconsin's Driftless Area crafts award-winning cold-climate wines from estate-grown grapes and local fruits. Enjoy wine tastings with wood-fired pizzas while taking in scenic vineyard views.
Jersey Valley County Park
This peaceful 56-acre lake offers excellent fishing for bass and panfish amid scenic hiking trails. Explore the open pine forests and cool off at the designated swimming beach during summer months.
Snowflake Ski & Golf Club
This unique club pairs a scenic nine-hole golf course with towering ski jumps nestled in Wisconsin's bluffs. Relax in the cozy clubhouse after your round or witness thrilling winter ski jumping competitions.
Dregne's Scandinavian Gifts
8.8/10 (3 reviews)
This charming store celebrates Norwegian heritage with authentic Scandinavian treasures. Browse traditional sweaters, handcrafted clogs, and imported delicacies while staff share cultural insights about each unique item.
Jersey Valley County Park Beach
This tranquil 52-acre lake offers a perfect blend of swimming, fishing, and hiking through pine forests. Circle the water on the scenic 3.25-mile loop trail while watching for abundant panfish and bass.
Westby Hotel Deals
Cabin in Beautiful Timber Coulee
Westby WI
10/10 Exceptional! (116 reviews)
"The pictures do not do this place justice! Absolutely beautiful. We cannot wait to come back!!"
Reviewed on Oct 3, 2026
Quiet countryside shipping container home. Relax or enjoy outdoor recreation
Westby WI
10/10 Exceptional! (101 reviews)
"Perfect location for a trout fishing trip to the driftless. Very comfortable and picturesque"
Reviewed on Sep 25, 2026
Stoney Creek Hotel La Crosse - Onalaska
3060 S Kinney Coulee Rd Onalaska WI
$118 nightly
$134 total
Oct 13 - Oct 14
Total with taxes and fees
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 Westby Vacation Packages
Westby Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | La Crosse Municipal Airport (LSE) |
Population | 2,300 |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Vernon Vineyards, Branches Winery and Fortney Underground Theater |
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Frequently asked questions
How much does a Westby vacation package cost?
You'll find cheap prices from $698 on Expedia for your Westby break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Westby costs.
What are the cheapest months to go to Westby?
November, December and January are the best times to search for cheap Westby vacation packages. Traveling in quieter months means you can generally find lower prices on hotels and flights.
How many days is enough for Westby?
With a well-organized travel plan, you can easily tick off the top Westby sights in a few days. But if you want to discover hidden gems or take day trips, consider booking your Westby vacation for longer.
How to find the best Westby package deals?
Start your search for a Westby package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" 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 Westby package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westby escape off to a flying start.
Is it cheaper to book a Westby vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights individually. Better still, you can tailor your Westby getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Westby?
If you have your Westby vacation dates locked in, book early to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Westby vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Westby trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
