Wolfeboro Vacation Packages 2025/2026 from $352

Wolfeboro flight + hotel vacation packages

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

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$352

per person

Dec 11 - Dec 14

found 17 hours ago

Roundtrip flight included

New York (JFK) 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.

Cliff House Maine

Save 100% on your flight

$582

per person

Nov 21 - Nov 23

found 21 hours ago

Roundtrip flight included

New York (JFK) 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.

The Docent's Collection

Downtown Portland

Save 100% on your flight

$477

per person

Dec 11 - Dec 14

found 17 hours ago

Roundtrip flight included

New York (JFK) to Portland (PWM)

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

Portland Regency Hotel & Spa

Downtown Portland

Save 100% on your flight

$492

per person

Dec 11 - Dec 14

found 17 hours ago

Roundtrip flight included

New York (JFK) to Portland (PWM)

A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.

The Weldon Hotel

Downtown Portland

$501

per person

Dec 11 - Dec 14

found 17 hours ago

Roundtrip flight included

New York (JFK) to Portland (PWM)

A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free WiFi in public areas is also provided.

Top Wolfeboro hotels deals

The Windrifter Resort

337 South Main Street, Wolfeboro, NH

$125 nightly

$136 total

Oct 15 - Oct 16

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.

Lake Wentworth Inn

427 Center St, Wolfeboro, NH

$120 nightly

$131 total

Oct 26 - Oct 27

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.

The Wolfeboro Inn

90 N Main St, Wolfeboro, NH

Free Cancellation

Reserve now, pay when you stay

$173 nightly

$188 total

Nov 2 - Nov 3

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.

Lake Wentworth - Wolfeboro, New Hampshire

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Winnisquam Lake Inn

788 Laconia Rd, Tilton, NH

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$86 total

Nov 1 - Nov 2

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a library, and a picnic area are also on offer.

Mill Falls Resort Collection at the Lake

281 Daniel Webster Hwy, Meredith, NH

$161 nightly

$175 total

Oct 20 - Oct 21

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.

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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.

Allen Albee Beach

4/5(1 review)

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.

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.

Frequently asked questions

How much are vacation packages to Wolfeboro?

Travelocity provides flight and hotel packages starting from just $352. 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.