Wolfeboro Vacation Packages 2025/2026 from $640

Wolfeboro flight + hotel vacation packages

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

Portland Harbor Hotel

Downtown Portland

$640

per person

Dec 30 - Jan 3

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Portland (PWM)

This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

84 Main

$958

per person

Dec 22 - Dec 28

found 14 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.

Cliff House Maine

$2,076

per person

Dec 22 - Dec 28

found 14 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

Blind Tiger Portland - Danforth Street.

West End

$1,127

per person

Dec 30 - Jan 3

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Portland (PWM)

This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.

Kennebunkport Captains Collection

$1,569

per person

Dec 22 - Dec 28

found 14 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.

Top Wolfeboro hotels deals

The Wolfeboro Inn

90 N Main St Wolfeboro NH

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$171 total

Nov 24 - Nov 25

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

Lake Wentworth Inn

427 Center St Wolfeboro NH

$120 nightly

$131 total

Nov 23 - Nov 24

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

$125 nightly

$136 total

Nov 16 - Nov 17

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

Amazing lakefront retreat with stunning views - near skiing & golf

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

9 Lake Street

9 Lake St, Wolfeboro, NH

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This apartment featured laundry facilities and concierge services.

Kitchen

Washer

Peaceful Cottage in Beautiful Wolfeboro, NH!!

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This cottage features laundry facilities.

Washer

Dryer

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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.

Popular places to visit

Lake Wentworth

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.

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.

Kingswood Golf Club

3/5(1 review)

Enjoy a round of golf in Wolfeboro at Kingswood Golf Club. Stroll along the lakeside or seek out the ski slopes.

Frequently asked questions

How much are vacation packages to Wolfeboro?

Travelocity provides flight and hotel packages starting from just $640. 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.