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.
Ogunquit River Inn & Suites
Moody
Price was CA $1,970, price is now CA $1,336 per person
CA $1,336
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
The staff was very welcoming and pleasant. The view from our balcony room overlooking the Ogunquit river was beautiful and tranquil. The breakfast included was better than average with many offerings including warm entrees. Nice comfy robes (even slippers included) was a bonus.
Reviewed on Jun 22, 2026
The Meadowmere Resort
Price was CA $2,421, price is now CA $1,647 per person
CA $1,647
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Price was good for the amenities offered and location. Our room was just recently renovated.
Reviewed on Jun 22, 2026
Portland Harbor Hotel
Downtown Portland
Price was CA $1,950, price is now CA $1,452 per person
CA $1,452
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
9.4/10 Exceptional! (1,786 reviews)
Great friendly place and the location was perfect! So walkable to many shops, restaurants and sites.
Reviewed on Jun 23, 2026
Old Orchard Beach Inn
Price was CA $1,905, price is now CA $1,530 per person
CA $1,530
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.2/10 Very good! (1,001 reviews)
Cozy, quiet, clean room. Helpful staff. Great location and nice breakfast.
Reviewed on Jun 23, 2026
Hampton Inn Portland Downtown - Waterfront
Downtown Portland
Price was CA $1,909, price is now CA $1,560 per person
CA $1,560
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
8.8/10 Excellent! (1,007 reviews)
Wonderful hotel with great location. Indoor pool. Free coffee (great) 24/7
Reviewed on Jun 22, 2026
Wolfeboro Hotel Deals
The Wolfeboro Inn
90 N Main St Wolfeboro NH
The price is CA $258 per night from Jun 24 to Jun 25
CA $258
CA $318 total
Jun 24 - Jun 25
includes taxes & fees
8.2/10 Very good! (588 reviews)
"Resort fee is a rip off. Staff were ok. On site restaurants did not work for us. Lots of options near by."
Reviewed on Jun 22, 2026
Lake Wentworth Inn
427 Center St Wolfeboro NH
The price is CA $229 per night from Jun 28 to Jun 29
CA $229
CA $248 total
Jun 28 - Jun 29
includes taxes & fees
9.4/10 Exceptional! (538 reviews)
"It’s an older property but has been nicely renovated. Staff was supportive and friendly. Everything was good during our 3 night stay EXCEPT our neighbors had a very large gathering right outside our door. 2nd night staff asked them to move, they did, and it was manageable. Our last night they were ..."
Reviewed on Jun 21, 2026
The Windrifter Resort
337 South Main Street Wolfeboro NH
The price is CA $236 per night from Jun 29 to Jun 30
CA $236
CA $256 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (402 reviews)
"The was clean but dated, and if wiers beach is your destination"
Reviewed on Jun 19, 2026
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.
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
