Search Deals on
Wolfeboro Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

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.

The Westin Portland Harborview

4 out of 5

Price was $458, price is now $338 per person

$338

per person

Mar 2 - Mar 6

found 11 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Portland Stage are located nearby.

The Docent’s Collection – Thompson Block

3.5 out of 5

Price was $562, price is now $391 per person

$391

per person

Mar 2 - Mar 6

found 11 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.

Portland Regency Hotel & Spa

3.5 out of 5

Price was $532, price is now $396 per person

$396

per person

Mar 2 - Mar 6

found 11 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions N.W. Barrett Gallery and Fore Street Gallery are located nearby.

Inn By The Sea

4 out of 5

Price was $755, price is now $574 per person

$574

per person

Mar 2 - Mar 6

found 11 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

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

Kennebunkport Captains Collection

4.5 out of 5

Price was $680, price is now $539 per person

$539

per person

Mar 2 - Mar 6

found 11 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

Book a stay at this luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Kennebunkport Village Green are located nearby.

Inn on Shore Road

2 out of 5

Save 100% on your flight

Price was $1,072, price is now $864 per person

$864

per person

Mar 23 - Mar 30

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

Stay at this inn in Ogunquit. Enjoy free breakfast, free WiFi, and housekeeping. Popular attractions Ogunquit Beach and Marginal Way are located nearby.

Ramada Plaza by Wyndham Portland

3 out of 5

Price was $748, price is now $603 per person

$603

per person

Mar 3 - Mar 7

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Happy Wheels Skate Center and Fore River Sanctuary are located nearby.

Inn at Perkins Cove

2 out of 5

Save 100% on your flight

Price was $937, price is now $759 per person

$759

per person

Mar 23 - Mar 30

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

Stay at this inn in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Marginal Way and Perkins Cove are located nearby.