Wolfeboro Vacations from $738

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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.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,010, price is now $738 per person
$738
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
7.6/10 Good! (1,076 reviews)
It is an old Ramada. A little run down but staff was very quick to act when the ac went out. They fixed it right away. The bed was very comfortable and the pool was awesome. I would recommend it.

Reviewed on Jun 19, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,798, price is now $1,243 per person
$1,243
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
Did not like that our room was next to the bar across the street. Heard the music until 1 AM Only stayed one night or we would have requested another room.

Reviewed on Jun 24, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $1,474, price is now $1,065 per person
$1,065
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.6/10 Exceptional! (185 reviews)
Looks better on photos than in real life. Basically a nice B&B with dated amenities and utilities. Also a bit out of the way. But its charming.

Reviewed on Jun 12, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $2,177, price is now $1,588 per person
$1,588
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Price was good for the amenities offered and location. Our room was just recently renovated.

Reviewed on Jun 22, 2026

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Price was $1,787, price is now $1,330 per person
$1,330
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
This ida beautiful hotel close to all beaches, dining, and shopping in ogunquit and wells. It is unique because it sits on a hill. Everything was great. The only reason for 4 stars is all the stairs. Be sure you know where your room is located because you might end up dragging your stuff up and down some steep and lengthy stair cases.

Reviewed on Jun 24, 2026

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Discover the most popular places to visit in Wolfeboro

Brewster Beach

Why not spend a carefree afternoon at Brewster Beach during your travels in Wolfeboro? Stroll along the area's lakeside or simply enjoy its bars.

Brewster Beach

Allen Albee Beach

If a restful vacation is part of your travel plans, Allen Albee Beach might be the perfect place to seek out during your trip to Wolfeboro. Stroll along the area's lakeside or simply enjoy its bars.

Allen Albee Beach

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

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
$244 nightly
The price is $264 total per night from Jun 29 to Jun 30
$264 total
Jun 29 - Jun 30
Total with taxes and fees
8.2/10 Very Good! (588 reviews)
"Resort fee is a rip off. Staff were ok. On site restaurants did not work for us. Lots of options near by."

Reviewed on Jun 22, 2026

The Wolfeboro Inn
Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St Wolfeboro NH
$170 nightly
The price is $185 total per night from Jun 28 to Jun 29
$185 total
Jun 28 - Jun 29
Total with taxes and fees
9.4/10 Exceptional! (538 reviews)
"It’s an older property but has been nicely renovated. Staff was supportive and friendly. Everything was good during our 3 night stay EXCEPT our neighbors had a very large gathering right outside our door. 2nd night staff asked them to move, they did, and it was manageable. Our last night they were ..."

Reviewed on Jun 21, 2026

Lake Wentworth Inn
The Windrifter Resort

The Windrifter Resort

2.5 out of 5
337 South Main Street Wolfeboro NH
$180 nightly
The price is $196 total per night from Jun 30 to Jul 1
$196 total
Jun 30 - Jul 1
Total with taxes and fees
8.8/10 Excellent! (403 reviews)
"The was clean but dated, and if wiers beach is your destination"

Reviewed on Jun 19, 2026

The Windrifter Resort
See all 2,185 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 $738 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.