Wolfeboro Vacations

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Find the Best Wolfeboro Vacation Packages

Wolfeboro Hotel Deals

The Wolfeboro Inn
The Wolfeboro Inn
3.5 out of 5
90 N Main St, Wolfeboro, NH
Fully refundableReserve now, pay when you stay
The price is ₩230,141 per night from Jun 25 to Jun 26
₩230,141
₩294,312 total
Jun 25 - Jun 26
includes taxes & fees
8/10 Very Good! (511 reviews)
"Great location"

Reviewed on Jun 18, 2025

The Wolfeboro Inn
Lake Wentworth Inn
Lake Wentworth Inn
2 out of 5
427 Center St, Wolfeboro, NH
The price is ₩245,453 per night from Jun 23 to Jun 24
₩245,453
₩266,316 total
Jun 23 - Jun 24
includes taxes & fees
9.4/10 Exceptional! (423 reviews)
"People at the front desk and friendly. The room’s were very clean and quiet."

Reviewed on Jun 17, 2025

Lake Wentworth Inn
The Windrifter Resort
The Windrifter Resort
2.5 out of 5
337 South Main Street, Wolfeboro, NH
The price is ₩215,851 per night from Jun 23 to Jun 24
₩215,851
₩234,202 total
Jun 23 - Jun 24
includes taxes & fees
8.8/10 Excellent! (302 reviews)
"It was a peaceful setting."

Reviewed on Jun 18, 2025

The Windrifter Resort
See all 2,086 properties in Wolfeboro
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 Wolfeboro vacation package cost?
You can grab a vacation package to this popular destination on Expedia. But how much your vacation to Wolfeboro costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Wolfeboro?
If you'd like to book a cheap Wolfeboro vacation package, consider traveling in January, March and December. You'll usually find better prices on accommodations and flights during these months --- perfect for budget-conscious travelers.
How many days is enough for Wolfeboro?
With a well-organized travel plan, you can easily visit the top Wolfeboro sights in a few days. But if you'd like to discover hidden spots or go on day trips, consider booking your Wolfeboro vacation for longer.
Is it worth booking a vacation package to Wolfeboro?
Known for its family-friendly attractions and home to leading attractions like Kingswood Golf Club, a Wolfeboro vacation is bound to impress. Another highlight to check out? Don't miss Allen Albee Beach.
How to find the best Wolfeboro package deals?
Bagging a cheap Wolfeboro package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Wolfeboro package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Wolfeboro vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Wolfeboro vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Wolfeboro?
If you're considering a spur-of-the-moment Wolfeboro getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Wolfeboro?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favorite time of year and the activities available will also help you decide when to vacation in Wolfeboro.
  2. Budget wisely: In addition to the price of your stay, you'll need to factor in other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that could arise during your trip to Wolfeboro.
  3. Decide how long to go for: Now that you're more familiar with Wolfeboro, you can work out the right length of your break. Pull together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Wolfeboro vacation package.

Discover the most popular places to visit in Wolfeboro

Wolfeboro Abenaki Ski Area

Hit the slopes at Wolfeboro Abenaki Ski Area during your trip to Wolfeboro. Stroll along the area's lakeside or simply enjoy its bars.

Wolfeboro Abenaki Ski Area

Wentworth State Park

You can take time to visit Wentworth State Park during your travels to Wolfeboro. Stroll along the lakeside in this relaxing area, or seek out the ski slopes.

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