Wolfeboro Vacations

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Find the Best Wolfeboro Vacation Packages

Wolfeboro Hotel Deals

Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St, Wolfeboro, NH
The price is ₩248,189 per night from Aug 12 to Aug 13
₩248,189
₩269,285 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (447 reviews)
"It couldn't have been better. The staff knows everyone who is staying here and walks around the property greeting folks they see. The rooms have decks looking out onto a spacious private field. The common area in the hotel is really comfortable and has a quiet library, a game table, and a TV room. ..."

Reviewed on Aug 4, 2025

Lake Wentworth Inn
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 ₩264,666 per night from Sep 2 to Sep 3
₩264,666
₩332,277 total
Sep 2 - Sep 3
includes taxes & fees
8/10 Very Good! (519 reviews)
"Such a beautiful property"

Reviewed on Jul 29, 2025

The Wolfeboro Inn
The Windrifter Resort

The Windrifter Resort

2.5 out of 5
337 South Main Street, Wolfeboro, NH
The price is ₩218,257 per night from Aug 17 to Aug 18
₩218,257
₩236,812 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (315 reviews)
"Awesome"

Reviewed on Jul 30, 2025

The Windrifter Resort
See all 2,094 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.

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

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.

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