Exclusive Paddleworks Vacation Deals

Paddleworks vacation package deals

Price found within the past 48 hours. Click for updated prices.
Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Price was CA $1,665, price is now CA $1,309 per person
CA $1,309
per person
Aug 7 - Aug 9
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Casco Bay Lines Ferry Terminal and State Theatre are located nearby.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was CA $2,916, price is now CA $2,250 per person
CA $2,250
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions State Theatre and Casco Bay Lines Ferry Terminal are located nearby.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Price was CA $2,461, price is now CA $2,038 per person
CA $2,038
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions State Theatre and Thompson's Point are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $1,860, price is now CA $1,559 per person
CA $1,559
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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 Casco Bay Lines Ferry Terminal and State Theatre are located nearby.
The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

3.5 out of 5
Downtown Portland
Price was CA $2,349, price is now CA $1,981 per person
CA $1,981
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Casco Bay Lines Ferry Terminal and State Theatre are located nearby.
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
Price was CA $2,217, price is now CA $1,892 per person
CA $1,892
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Stay at this 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 Portland Head Light are located nearby.

Frequently asked questions

How much are vacation packages to Paddleworks?
You'll want to check out Travelocity's awesome CA $1,309 Paddleworks package deal. With the extra cash saved on your hotel and return flights, you can treat yourself to some local travel experiences. Paddleworks, here you come!
Where can I get the best vacation package deals for Paddleworks?
Travelocity has everything you need to score an amazing Paddleworks package deal. Choose from as many as 400 partner airlines and 665,000 properties across the globe and craft a vacation package that's suited to you. With so many options, it's easy to organize your next great escape.
Why should I book my Paddleworks vacation bundle with Travelocity?
Fantastic savings, an abundance of exciting destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.
Can I go on vacation to Paddleworks at this time?
Discover all the info you need to know about quarantine policies and travel restrictions ahead of your flight to Paddleworks. Our Covid-19 Travel Advisor is full of advice to help make your trip relaxed and hassle-free.

Top Paddleworks hotel deals

Charming, comfortable 2 Bedroom, One Bath, home, gorgeous views of Lowell's Cove--A great homeba...

Charming, comfortable 2 Bedroom, One Bath, home, gorgeous views of Lowell's Cove--A great homeba...

Orr's Island ME
Stay at this vacation home in Orrs Island. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Paddleworks and Bailey Island Bridge are located nearby.
Private Waterfront Access, 1890s Cottage, Thoughtfully Renovated, Curated Design

Private Waterfront Access, 1890s Cottage, Thoughtfully Renovated, Curated Design

Harpswell ME
Stay at this cottage in Orrs Island. Popular attractions Paddleworks and Bailey Island Bridge are located nearby.
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.

Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.

Harpswell ME
Stay at this vacation home in Orrs Island. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Paddleworks and Bailey Island Bridge are located nearby.
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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.