Wolfeboro Vacation Packages

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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.

Top Wolfeboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,368 reviews)
Great valet service and all around a wonderful experience

Reviewed on Aug. 17, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
The decor and private garden were nice, as was the self-service pantry on the 2nd floor. The destination fee was a little annoying on top of the proxy room rate, as the credit for the bar was not useful for one member of our party who does not drink. Very convenient to Old Port.

Reviewed on Aug. 17, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
9.6/10 Exceptional! (219 reviews)
This property was beyond expectation. As long as you are comfortable using the app, check in was super easy and so was getting into our suite. The kitchen had everything we could have possibly needed, and having a living space was a great lift from a normal hotel room.

Reviewed on Aug. 16, 2025

River View Resort

River View Resort

2.5 out of 5
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
8.8/10 Excellent! (294 reviews)
It was a basic suite-like motel. Could use an upgrade. Very 70s

Reviewed on Mar. 30, 2025

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Downtown Portland
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Portland (PWM)
8.8/10 Excellent! (1,005 reviews)
$40 per night to park is WAY overpriced.

Reviewed on Aug. 17, 2025

Ready to book your vacation to Wolfeboro?

 

Choose your dates

Wolfeboro Hotel Deals

Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
427 Center St, Wolfeboro, NH
The price is CA $240 per night from Sep 17 to Sep 18
CA $240
CA $261 total
Sep 17 - Sep 18
includes taxes & fees
9.4/10 Exceptional! (459 reviews)
Had a pleasant relaxing time.
"We loved having the pool and the lake access. The bed was comfortable. The room was clean. It has a nice common area with access to complimentary coffee, tea, snacks etc. Nice sitting areas and games to play."

Reviewed on Aug. 15, 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 CA $210 per night from Sep 17 to Sep 18
CA $210
CA $273 total
Sep 17 - Sep 18
includes taxes & fees
8/10 Very Good! (522 reviews)
"Peace and tranquillity calmness , too bad everything shuts down early in Wolfeboro."

Reviewed on Aug. 12, 2025

The Wolfeboro Inn
The Windrifter Resort

The Windrifter Resort

2.5 out of 5
337 South Main Street, Wolfeboro, NH
The price is CA $155 per night from Sep 7 to Sep 8
CA $155
CA $169 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (317 reviews)
"Awesome"

Reviewed on Jul. 30, 2025

The Windrifter Resort
See all 2,070 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.
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Discover the most popular places to visit in Wolfeboro

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

Frequently asked questions

How much does a Wolfeboro vacation package cost?
You'll find cheap prices from CA $967 on Expedia for your Wolfeboro escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Wolfeboro costs.
What are the cheapest months to go to Wolfeboro?
You can generally find lower prices and better availability in January, March and December. Take a look at our cheap Wolfeboro vacation packages and you could get some great off-season discounts.
How many days is enough for Wolfeboro?
Generally, a handful of days is enough to explore the main attractions during your Wolfeboro vacation. However, if you'd like to have more time to unwind or go on day trips, consider extending your itinerary.
Is it worth booking a vacation package to Wolfeboro?
From leading attractions such as Kingswood Golf Club and Allen Albee Beach to its excellent family-friendly attractions, a Wolfeboro vacation is sure to exceed your expectations. With so much to do and see, it's time to find out for yourself why Wolfeboro is such a good vacation destination.
How to find the best Wolfeboro package deals?
Begin your search for a Wolfeboro package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Wolfeboro package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Wolfeboro escape underway.
Is it cheaper to book a Wolfeboro vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Wolfeboro vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Wolfeboro?
If you're planning a spontaneous Wolfeboro trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Wolfeboro?

  1. Pick your dates: What you plan to do in Wolfeboro and your preferred season will help you decide when to get away.
  2. Set a budget: Consider costs such as flights, food and transportation when working out how much to set aside for your trip to Wolfeboro. Then, select a hotel that works with your budget, whether that's a low-cost option or a high-end getaway.
  3. Decide how long to go away for: Now that you're up to speed on Wolfeboro, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Wolfeboro vacation package that brings all your bookings together.

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