Wolfeboro Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 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

Top hotels in Wolfeboro

Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St, Wolfeboro, NH
The price is €168 per night from 10 Aug to 11 Aug
€168
10 Aug - 11 Aug
includes taxes & fees
9.4/10 Exceptional! (443 reviews)
"Very helpful staff !"

Reviewed on 29 Jul 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 €323 per night from 4 Aug to 5 Aug
€323
4 Aug - 5 Aug
includes taxes & fees
8/10 Very Good! (517 reviews)
"The Wolfboro Inn is a quaint little place in an excellent area - very walkable and close to everything. The staff was nice, and the lobby was beautiful. The overall property condition however was not what I expected. This used to be a true luxury resort, and I do not think that is the case anymore. ..."

Reviewed on 16 Jul 2025

The Wolfeboro Inn
The Windrifter Resort

The Windrifter Resort

2.5 out of 5
337 South Main Street, Wolfeboro, NH
The price is €148 per night from 6 Aug to 7 Aug
€148
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (314 reviews)
"Awesome"

Reviewed on 30 Jul 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.

Frequently asked questions

How much does a Wolfeboro holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday 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 holiday package, consider travelling in January, March and December. You'll usually find better prices on accommodation and flights during these months — perfect for budget-conscious travellers.
How many days is enough for Wolfeboro?
With a well-organised 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 holiday for longer.
Is it worth booking a holiday package to Wolfeboro?
Known for its family-friendly attractions and home to leading attractions like Kingswood Golf Club, a Wolfeboro holiday 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 travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Wolfeboro holiday as a package?
Expedia holiday 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 holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 favourite time of year and the activities available will also help you decide when to holiday 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 customised Wolfeboro holiday package.

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