Wolfeboro Vacation Packages 2025/2026 from $708

Wolfeboro flight + hotel vacation packages

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

River View Resort

Save 100% on your flight

$708

per person

Oct 26 - Nov 1

found 14 hours ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This motel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.

Cliff House Maine

Save 100% on your flight

$818

per person

Nov 13 - Nov 16

found 8 hours ago

Roundtrip flight included

Los Angeles (LAX) 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.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,066

per person

Oct 25 - Oct 31

found 13 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) 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.

Inn By The Sea

$805

per person

Dec 10 - Dec 14

found 9 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Admiral Peary Inn

Save 100% on your flight

$877

per person

Oct 26 - Nov 1

found 14 hours ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A coffee shop, a garden, and a snack bar/deli are also on offer.

Top Wolfeboro hotels deals

Lake Wentworth Inn

427 Center St, Wolfeboro, NH

$120 nightly

$131 total

Oct 14 - Oct 15

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

Sep 17 - Sep 18

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

$233 nightly

$253 total

Sep 17 - Sep 18

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 - Wolfeboro, New Hampshire

Get rates

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

Kitchen

Washer

On Lake Winnipesaukee!,Year round house, private beach and great yard

Get rates

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Winnisquam Lake Inn

788 Laconia Rd, Tilton, NH

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$86 total

Oct 5 - Oct 6

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.

Breakfast included

Parking included

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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 $708. 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.