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Wolfeboro Vacation Packages

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An aerial view of a lakeside town with colorful autumn foliage, a church, and a marina with boats.

Wolfeboro
New Hampshire
United States of America
North America
Hotwire.com

Wolfeboro Flight + Hotel Packages

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

Inn By The Sea

4 out of 5

Price was $746, price is now $646 per person

$646

per person

Dec 11 - Dec 14

found 4 hours ago

Roundtrip flight included

Houston (IAH) to Portland (PWM)

Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.

84 Main

4 out of 5

Price was $1,234, price is now $1,000 per person

$1,000

per person

Dec 20 - Dec 23

found 21 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Portland (PWM)

Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.

The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.

Reviewed on Jul 17, 2026

The Meadowmere Resort

2.5 out of 5

Price was $906, price is now $745 per person

$745

per person

Dec 15 - Dec 18

found 20 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Marginal Way and Ogunquit Beach are located nearby.

Nautical Mile

2.5 out of 5

Price was $867, price is now $729 per person

$729

per person

Dec 24 - Dec 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

Stay at this aparthotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Moody Beach and Footbridge Beach are located nearby.

The Kendall Inn

3.5 out of 5

Price was $1,022, price is now $904 per person

$904

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

Stay at this B&B in Freeport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LL Bean Flagship Store and Freeport Historical Society are located nearby.

We truly enjoyed our stay at the Kendall Inn. The staff were very welcoming and their cooking was excellent. They even accommodated my gluten allergy at meals. Would highly recommend staying here!

Reviewed on Oct 31, 2026

Cliff House Maine

4.5 out of 5

Price was $1,336, price is now $1,190 per person

$1,190

per person

Dec 18 - Dec 21

found 20 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

Book a stay at this luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Perkins Cove and Marginal Way are located nearby.

Peaceful Home With Forest Views & Great Yard - Minutes to Town

2.5 out of 5

Price was $3,109, price is now $2,804 per person

$2,804

per person

Dec 26 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

Stay at this vacation home in Wiscasset. Enjoy free parking and laundry facilities. Popular attractions Lincoln County Jail Museum and Wiscasset Historic District are located nearby.

The Kennebunk Inn

2.5 out of 5

Price was $1,014, price is now $917 per person

$917

per person

Dec 20 - Dec 23

found 21 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Portland (PWM)

Stay at this hotel in Kennebunk. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square and Kennebunk Free Library are located nearby.