Pinetop Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Pinetop Vacation Packages

Pinetop Hotel Deals

The Bigfork Riverside Retreat - No Cleaning Fee!

The Bigfork Riverside Retreat - No Cleaning Fee!

Bigfork
The price is ¥21,358 per night from Jul 19 to Jul 20
¥21,358
¥26,399 total
Jul 19 - Jul 20
includes taxes & fees
9.6/10 Exceptional! (21 reviews)
Cozy
"Caught a lot of fish."

Reviewed on Jun 29, 2025

The Bigfork Riverside Retreat - No Cleaning Fee!
Sportsman’s Dream on Round Lake! Lookout cabin-Minnesota Northwoods-Sleeps 8

Sportsman’s Dream on Round Lake! Lookout cabin-Minnesota Northwoods-Sleeps 8

Squaw Lake
The price is ¥43,013 per night from Jul 21 to Jul 22
¥43,013
¥70,879 total
Jul 21 - Jul 22
includes taxes & fees
8/10 Very Good! (2 reviews)
Lake trip
"Great location, cabin was very clean and fairly spacious. There's no ac but having windows open and using block fans made it work well. There were tons of bugs around, but that's to be expected. Would definitely come back!"

Reviewed on Jul 14, 2024

Sportsman’s Dream on Round Lake! Lookout cabin-Minnesota Northwoods-Sleeps 8
Quiet Lakeside log cabin with teaching/studio space available for retreats.

Quiet Lakeside log cabin with teaching/studio space available for retreats.

Bigfork
9.8/10 Exceptional! (91 reviews)
"Charming cabin on serene and beautiful property. Wonderful hospitality and communication. Would stay there again!"

Reviewed on Jun 6, 2025

Quiet Lakeside log cabin with teaching/studio space available for retreats.
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 Pinetop vacation package cost?
You can grab a vacation package to this destination on Expedia. But how much your vacation to Pinetop costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Pinetop?
If you'd like to book a cheap Pinetop vacation package, consider traveling in January, February and November. You'll generally find better rates on flights and accommodations during these months — perfect for budget-conscious travelers.
How many days is enough for Pinetop?
With a well-organized itinerary, you can easily hit the top Pinetop sights in a handful of days. But if you'd like to discover hidden gems or go on day tours, consider booking your Pinetop vacation for longer.
How to find the best Pinetop package deals?
Landing a cheap Pinetop package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Pinetop package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Pinetop vacation as a package?
You can enjoy significant savings on your Pinetop escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pinetop?
If you're planning a spontaneous Pinetop getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Pinetop?

  1. Pick your dates: What you'd like to do in Pinetop and your favorite season will help you decide when to get away.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will likely be the largest expense during your trip to Pinetop.
  3. Decide your trip length: Think about how long you'd like to spend discovering Pinetop. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, book the right Pinetop vacation package for you.