Wolfeboro Vacations from $604
Book a Hotel + Flight or Car together to unlock savings
Your Wolfeboro Vacation
Prepare to experience Wolfeboro on your terms with a custom Wolfeboro vacation package! Uncovering the charms of this fascinating city is made easier with a base in a neighborhood such as Pine River Pond, which is good for fishing, among plenty of other things. Lake Wentworth, Allen Albee Beach and Kingswood Golf Club are just some of the many attractions you'll want to check out during your trip to Wolfeboro. Check out Expedia's wide range of travel options and start organizing your dream vacation to Wolfeboro now.
The Latest Wolfeboro vacation packages
Price found within the past 48 hours. Click for updated prices.
Evalina Hotel
Downtown Portland
$888
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
10/10 Exceptional! (11 reviews)
Better than expected. This new property was in a great location. Easy to walk to restaurants and shopping. Comfortable bed, nice bathroom and a sitting area with sofa, chair and tv. I was a little concerned because we could hear music from a nearby bar, but everything stopped by 10 o’clock. Would return.
Reviewed on Sep 25, 2026
Nautical Mile
$692
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Portland (PWM)
8.6/10 Excellent! (25 reviews)
I've stayed at the Nautical Mile many times! The rooms are perfect for a get-away! The pool is always ready to cool off in and the people, both working at the Nautical Mile and guests are very friendly.
Reviewed on Sep 8, 2026
Stay near popular Wolfeboro attractions
Lake Wentworth
9.6/10 (34 reviews)
Lake Wentworth offers pristine waters and tranquility across its 3,100 acres, a serene alternative to busy Lake Winnipesaukee. Paddle through clear waters while spotting local wildlife or enjoy its picturesque shores.
Wolfeboro Abenaki Ski Area
8.0/10 (1 review)
America's oldest small ski area offers seven trails and night skiing in a welcoming community setting. Enjoy uninterrupted runs with no lift lines and warm up in the cozy lodge with its crackling wood stove.
Libby Museum
10.0/10 (1 review)
You can spend an afternoon studying the exhibits at Libby Museum during your trip to Wolfeboro. Stroll along the beautiful beaches in this relaxing area, or check out its lively bars.
Clark House Museum
You can spend an afternoon exploring the galleries in Clark House Museum in Wolfeboro. Wander the lakeside and beautiful beaches in this relaxing area.
Brewster Beach
9.6/10 (8 reviews)
This tranquil public beach offers pristine sandy shores and crystal-clear waters of Lake Winnipesaukee. Enjoy a peaceful day swimming and picnicking with panoramic lake views in charming Wolfeboro.
Allen Albee Beach
9.2/10 (20 reviews)
This peaceful lakeside retreat offers pristine sandy shores and mountain views on Lake Wentworth. Enjoy the quiet morning hours with a picnic at one of the shaded tables equipped with grills.
Wright Museum
9.2/10 (7 reviews)
The Wright Museum offers an immersive journey through America's WWII home front with authentic period settings. Explore the Time Tunnel's 1940s living spaces and see military vehicles in the Military Gallery.
McKinney Park
10.0/10 (1 review)
Explore the great outdoors at McKinney Park, a lovely green space in Wolfeboro. Wander the lakeside and beautiful beaches in this relaxing area.
Wolfeboro Hotel Deals
Lake Wentworth Inn
427 Center St Wolfeboro NH
Fully refundableReserve now, pay when you stay
$120 nightly
$130 total
Oct 13 - Oct 14
Total with taxes and fees
9.4/10 Exceptional! (630 reviews)
"Room was very clean. Recently totally remodeled not just a paint job. No breakfast. I had some trouble operating the AC but I think it was me. Kinda pricey for what it is and the time of year."
Reviewed on Sep 30, 2026
The Wolfeboro Inn
90 N Main St Wolfeboro NH
Fully refundableReserve now, pay when you stay
$207 nightly
$225 total
Oct 21 - Oct 22
Total with taxes and fees
8.2/10 Very Good! (645 reviews)
"The rooms had as much character as a holiday inn express at 3x the price! Just a basic, clean place to spend the night."
Reviewed on Sep 30, 2026
The Windrifter Resort
337 South Main Street Wolfeboro NH
$112 nightly
$121 total
Oct 13 - Oct 14
Total with taxes and fees
8.8/10 Excellent! (425 reviews)
"Everyone we met was super nice. The only issue was that the pool was closed for maintance so we werent able to use it during our stay."
Reviewed on Sep 28, 2026
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 Wolfeboro Vacation Packages
Wolfeboro Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 2,800 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Allen Albee Beach, Brewster Beach and Wolfeboro Abenaki Ski Area |
Wolfeboro Ski Vacation Packages
Do it your way with one of our Wolfeboro ski vacation packages. Whether you're looking for an adrenaline-fueled adventure, some respite at altitude or even both, your perfect getaway begins with Expedia. Make the trip to Wolfeboro from December to March and you'll find around 7 runs operating at this top winter destination in United States of America. Try your hand at tree, mogul and downhill skiing or hone your technique in a beginner-friendly area. You can rent the equipment you need from the ski village. There's also a spa and wellness center to take advantage of here. After a fun day of slopeside activities, your tired legs will appreciate a bit of pampering. If you're organizing a family ski vacation in Wolfeboro, the kids can look forward to snowshoeing, night skiing and ice skating.
How To Get Around
Many ski enthusiasts who book one of our Wolfeboro vacation packages jet into Portsmouth International Airport. From there, it's one hour before you're slaloming down the slopes of Wolfeboro's most thrilling runs. It takes 10 minutes to get to the runs from the middle of Wolfeboro, and free parking is available. If you're driving during the winter months, tire chains are recommended. Save big on your ski vacation when you book everything together. Select from a season-pass ticket or a full-day ticket, then combine your flights, hotel and a car rental into a package to get the cheapest price possible. Take a look at our Wolfeboro ski package deals for some ideas.
Wolfeboro Resort Ski Info
Cost of 1-day lift pass | Under $25 |
|---|---|
Easy runs | 2 |
Moderate runs | 1 |
Advanced runs | 4 |
More vacations you might like
Frequently asked questions
How much does a Wolfeboro vacation package cost?
You can grab a vacation package to this popular destination from $604 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're hoping to score a cheap Wolfeboro vacation package, consider planning a trip in May, August and December. You'll usually find better prices on flights and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Wolfeboro?
Usually, a handful of days is enough to go to the top sights during your Wolfeboro vacation. However, if you'd like to have time to unwind or go on day trips, consider extending your itinerary.
Is it worth booking a vacation package to Wolfeboro?
Boasting a host of highlights starting with its top-notch family-friendly attractions, Wolfeboro is a good vacation destination. Whether you'd like to discover attractions like Kingswood Golf Club and Allen Albee Beach or take the road less traveled, you'll have plenty to keep you busy during your Wolfeboro vacation.
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.
Does Expedia offer Book Now, Pay Later Wolfeboro vacation packages?
If you're like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Wolfeboro trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
Explore a world of travel with Expedia
- Hotels near Carry Beach
- North Conway Hotels
- Pet-Friendly Hotels in Wolfeboro
- Plymouth Hotels
- Gilford Hotels
- B&B in Wolfeboro
- Hotels near Lake Winnipesaukee
- Cabin Rentals in New Hampshire
- Vacation Homes in Barndoor Island
- Hotels near Allen Albee Beach
- Cabin Rentals in Barndoor Island
- Farmstay in Wolfeboro
- Hotels near Wolfeboro Abenaki Ski Area
- Treehouses in Wolfeboro
- Luxury Hotels in Keniston Island
- Portsmouth Hotels
- Gay friendly Hotels in Wolfeboro
- Resorts in Wolfeboro
- Hotels near Gunstock Mountain Resort
- Hotels on the Lake in Wolfeboro
- Honeymoon Resorts & in Wolfeboro
- Cheap Hotels in Wolfeboro
- Hotels near Wolfeboro Institute of the Arts
- Motels in Wolfeboro
- Chalets in Barndoor Island
- Concord Hotels
- Hotels near Bank of New Hampshire Pavilion at Meadowbrook
- Meredith Hotels
- Cottages in Wolfeboro
- Cabin Rentals in Wolfeboro
- Oceanfront Hotels in Hampton
- New Hampshire Hotels
- Weirs Beach Hotels
- Hotels near Kingswood Golf Club
- Laconia Hotels
- 4 Star Hotels in Wolfeboro
- Resorts & Hotels with Spas in Wolfeboro
- Hotels with a View in Wolfeboro
- Lincoln Hotels
- 3 Star Hotels in Wolfeboro
- Tilton Hotels
- Hotels with a Pool in Wolfeboro
- Beach Hotels in Wolfeboro
- Cabin Rentals in Alton Bay
- Hotels with Kitchenettes in Wolfeboro
- Family Hotels in Wolfeboro
- Alton Hotels
- Cabin Rentals in Mirror Lake
- Historic Hotels in Wolfeboro
- Wolfeboro Hotels
- Romantic Hotels in Wolfeboro
- Manchester Hotels
- Bolduc Park
- Mount Major
- Weirs Beach Vacations
- Bank of New Hampshire Pavilion at Meadowbrook
- Gunstock Mountain Resort
- Visit North Conway
- New Hampshire Boat Museum
- Endicott Rock Park
- Cate Park
- Mckinney Park
- Sanbornville Vacations
- Carry Beach
- Alton Bay Vacations
- Lake Winnipesaukee
- Visit Wolfeboro
- Winnipesaukee Scenic Railroad
- Ossipee Lake Trail
- Weirs Beach
- Hampshire Pewter Co.
- Allen Albee Beach
- Visit Alton Bay
- Ellacoya State Park
- Where to stay in Keniston Island
- Wentworth State Park
- Alton Vacations
- Castle in the Clouds
- Gilford Vacations
- New Hampshire Vacations
- Winnipesaukee Pier
- Wright Museum
- Libby Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.