Search Deals onPaddleworks Vacation Packages
Paddleworks Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Spinneys Guesthouse & Beach Cottages
Price was $764, price is now $651 per person
$651
per person
Oct 17 - Oct 21
found 11 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
Stay at this 3-star beach guesthouse in Phippsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Popham Beach and Fort Popham State Historic Site are located nearby.
And. N B&B
Price was $861, price is now $703 per person
$703
per person
Oct 13 - Oct 17
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star B&B in Gray. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Spring Meadows Golf Course and Little Sebago Lake are located nearby.
Classic Inn
Price was $1,087, price is now $962 per person
$962
per person
Oct 11 - Oct 18
found 15 hours ago
Roundtrip flight included
Fargo (FAR) to Portland (PWM)
Stay at this motel in Saco. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Engine and Old Orchard Beach are located nearby.
Hilton Garden Inn Freeport Downtown
Price was $1,402, price is now $1,282 per person
$1,282
per person
Oct 10 - Oct 15
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Freeport. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions LL Bean Flagship Store and Freeport Historical Society are located nearby.
The Docent's Collection
Save 100% on your flight
Price was $1,965, price is now $1,418 per person
$1,418
per person
Oct 10 - Oct 14
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Harbor Hotel
Save 100% on your flight
Price was $1,800, price is now $1,304 per person
$1,304
per person
Oct 10 - Oct 14
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Canopy by Hilton Portland Waterfront
Price was $1,745, price is now $1,376 per person
$1,376
per person
Oct 10 - Oct 14
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Hampton Inn Portland Downtown - Waterfront
Price was $1,533, price is now $1,256 per person
$1,256
per person
Oct 10 - Oct 14
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Comfort Inn & Suites Scarborough - Portland
Price was $864, price is now $728 per person
$728
per person
Oct 10 - Oct 14
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Old Orchard Beach Pier are located nearby.
The Westin Portland Harborview
Price was $1,473, price is now $1,266 per person
$1,266
per person
Oct 10 - Oct 14
found 19 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 bar and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Inn By The Sea
Save 100% on your flight
Price was $3,189, price is now $2,744 per person
$2,744
per person
Oct 10 - Oct 14
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Stay at this 4-star 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.
Longfellow Hotel
Price was $1,770, price is now $1,526 per person
$1,526
per person
Oct 10 - Oct 14
found 19 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Stay at this 4-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
3-4 Night Vacations in Paddleworks
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Paddleworks
Price found within the past 48 hours. Click for updated prices.
Paddleworks Last Minute Hotel Deals
Charming Orr's Island Cottage w/ Ocean Views
Orrs Island
Stay at this 3-star cottage in Orrs Island. Enjoy free parking and patios. Popular attractions Paddleworks and Bailey Island Bridge are located nearby.
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.
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