Wolfeboro Vacation Packages 2026 from $483

Wolfeboro flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Dormir

$483

per person

Dec 23 - Dec 26

found 8 hours ago

Roundtrip flight included

Orlando (MCO) to Portland (PWM)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Inn By The Sea

$1,707

per person

Nov 25 - Nov 29

just found

Roundtrip non-stop flight included

Washington (IAD) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, laundry service, and free valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

The Meadowmere Resort

$730

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Wilmington (ILM) to Portland (PWM)

2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. There's a restaurant and a bar/lounge for dining and drinks, and also a sauna on site.

Nautical Mile

$585

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Wilmington (ILM) to Portland (PWM)

A seasonal outdoor pool is featured at this aparthotel, along with free self parking. A picnic area and a computer station are also provided.

The Docent's Collection at 121 Middle Street

Downtown Portland

$1,354

per person

Jan 8 - Jan 13

found 22 hours ago

Roundtrip flight included

Philadelphia (PHL) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is also provided.

Top Wolfeboro hotels deals

Lake Wentworth Inn

427 Center St Wolfeboro NH

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$131 total

Oct 27 - Oct 28

Total with taxes and fees

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A terrace and a computer station are also provided.

Pool

Pet friendly

The Windrifter Resort

337 South Main Street Wolfeboro NH

$123 nightly

$133 total

Nov 24 - Nov 25

Total with taxes and fees

This hotel features an indoor pool and a gym. Families will appreciate the playground and barbecue grills. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.

Pool

Parking included

The Wolfeboro Inn

90 N Main St Wolfeboro NH

Free Cancellation

Reserve now, pay when you stay

$232 nightly

$252 total

Nov 15 - Nov 16

Total with taxes and fees

This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.

On private beach

Pet friendly

Mill Falls Resort Collection at the Lake

281 Daniel Webster Hwy Meredith NH

$219 nightly

$237 total

Oct 28 - Oct 29

Total with taxes and fees

This smoke-free hotel features a full-service spa, a marina, and 4 restaurants. Enjoy the outdoor pool and perks like free self parking. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Hot Tub

Best Western Plus Landmark Inn

480 Main Street Laconia NH

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$110 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Parking included

Fireside Inn & Suites Gilford

17 Harris Shore Road Gilford NH

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$135 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking.

Pool

Hot Tub

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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.

Stay near popular Wolfeboro attractions

Lake Wentworth

9.6/10 (34 reviews)

Commune with nature and explore the great outdoors at Lake Wentworth during your travels in Wolfeboro. Stroll along the area's lakeside or simply enjoy its bars.

See properties

Frequently asked questions

How much are vacation packages to Wolfeboro?

Travelocity provides flight and hotel packages starting from just $483. With these kinds of bargains, you'll be saying hello to Wolfeboro in the blink of an eye.

How long should my Wolfeboro vacation be?

Generally, 2 nights is how long the majority of travelers spend familiarizing themselves with the delights of Wolfeboro. Wondering if that'll be enough time to fit in everything on your must-see list? Stay a couple more nights and experience everything this place has to offer.

Where can I get the best vacation package deals for Wolfeboro?

Landing the perfect package deal to Wolfeboro is a cinch with Travelocity. With access to 400 air carriers and 1,000,000 properties around the world, you'll have loads of choice when selecting your flights and hotels.

Why should I purchase my Wolfeboro vacation bundle via Travelocity?

The three S's — savings, support and a stress-free booking — are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.

Can I save money on my Wolfeboro car rental if I bundle it with a hotel or flight?

Sure can — bundle your hotel, flight and car into a Wolfeboro vacation package and you'll save loads. With so much to discover in and around Wolfeboro, that rental car will more than come in handy. Once you're behind the wheel, hit the wide open road and make your way to Fenway Park, a top sight about 85 mi from Wolfeboro.

Which airport is best for Wolfeboro?

For many wanderers, heading to Wolfeboro means going through Portland Intl. Jetport Airport (PWM). This busy airport sits 45 mi east of the downtown area. You could also opt to jet into Manchester-Boston Regional Airport (MHT) (45 mi away from central Wolfeboro) or Lebanon Municipal Airport (LEB) (55 mi away from central Wolfeboro).

What is there to do in Wolfeboro?

There's a particular magic in the air as you wander the streets of Wolfeboro. Lake Wentworth and Kingswood Golf Club are just a couple of famous sights that make this city so popular, so put them at the top of your travel itinerary.

Where should I stay when visiting Wolfeboro?

If you're searching for someplace comfortable to base yourself, have a look at the The Wolfeboro Inn. It's the top pick for many visitors.