Wolfeboro Vacations from $683

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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.
The Meadowmere Resort

The Meadowmere Resort

$683
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
8.6/10 Excellent! (1,009 reviews)
Evalina Hotel

Evalina Hotel

Downtown Portland
Save 100% on your flight
$1,792
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
10/10 Exceptional! (7 reviews)
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands. The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well. We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!

Reviewed on Aug 8, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

West End
Save 100% on your flight
$2,237
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (189 reviews)
This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back

Reviewed on Jul 25, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

Moody
$939
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9/10 Wonderful! (1,017 reviews)
The hotel staff were pleasant, helpful, and welcoming. The lobby is well maintained. The room we stayed in was spacious, clean and had more toiletries than I expected. It is about 2-miles from the main intersection that has shops, restaurants and the beach, but the Ogunquit Trolley stops right in front of the hotel. The trolley runs from 9AM-9PM from 7/1 - 10/15 (cash only). For anyone considering this hotel, I would strongly recommend it.

Reviewed on Aug 10, 2026

Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
$1,463
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
A lovely historic hotel in the part of town with great restaurants and tourist attractions. Only valet parking is available, and to tip the valet you need to know their name as it is on line via a QR code! Beware technological luddites. As far as the hotel is concerned, we paid (modestly) extra for a "garden view" room. Both the first room they showed us and the one we stayed in, had one small window, oriented 45 degrees to the wall that looked out the window. So, yes, technically it was garden view if you walk up all the way to the window and look askance at the garden, but not sure I would advertise those rooms as garden view. just saying....

Reviewed on Aug 10, 2026

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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.
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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.
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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.
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Rust Pond

Rust Pond offers 210 acres of crystal-clear waters perfect for peaceful kayaking and wildlife watching. Enjoy the tranquil atmosphere while spotting loons and taking in spectacular sunrise views.
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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.
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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 lakeside in this relaxing area, or check out its lively bars.
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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.
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New Hampshire Boat Museum

9.6/10 (4 reviews)
You can spend an afternoon browsing the exhibits at New Hampshire Boat Museum during your travels in Wolfeboro. Amble around the area's lakeside, or seek out its ski slopes.
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Wolfeboro Hotel Deals

Lake Wentworth Inn

Lake Wentworth Inn

427 Center St Wolfeboro NH
$177 nightly
$192 total
Aug 12 - Aug 13
Total with taxes and fees
Lake Wentworth Inn
The Wolfeboro Inn

The Wolfeboro Inn

90 N Main St Wolfeboro NH
Fully refundableReserve now, pay when you stay
$230 nightly
$250 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (624 reviews)
"The hotel is in a great location, literally a two-minute walk to downtown Wolfeboro, which was definitely the biggest plus for us. Our room was clean, and our interactions with the front desk were perfectly fine. We did not eat at the hotel, so I can’t comment on the food. Our room, I believe #105, ..."

Reviewed on Aug 10, 2026

The Wolfeboro Inn
The Windrifter Resort

The Windrifter Resort

337 South Main Street Wolfeboro NH
$135 nightly
$146 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (411 reviews)
"Beaucoup de potentiel pour le Windrifter, mais manque d’entretient. Odeur d’amoniac, beaucoup de poussière dans notre chambre, piscine intérieure avec moisissure sur les portes."

Reviewed on Aug 6, 2026

The Windrifter Resort
See all 2,212 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.

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

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Frequently asked questions

How much does a Wolfeboro vacation package cost?
You can grab a vacation package to this popular destination from $683 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.

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