Harpswell Vacations 2025/2026 from CA $622

Harpswell flight + hotel packages

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

Ramada Plaza by Wyndham Portland

Nasons Corner

per person

Sep 12 - Sep 15

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Inn at Diamond Cove

per person

Sep 12 - Sep 15

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Thompson's Point and Little Diamond Island are located nearby.

Portland Harbor Hotel

Downtown Portland

per person

Oct 10 - Oct 13

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) 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.

Blind Tiger Portland – Carleton Street

West End

per person

Oct 10 - Oct 13

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.

Canopy by Hilton Portland Waterfront

Downtown Portland

per person

Oct 10 - Oct 13

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) 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.

Top Harpswell hotels deals

Days Inn by Wyndham Airport/Maine Mall

461 Maine Mall Rd, South Portland, ME

Free cancellation

Reserve now, pay when you stay

CA $151

CA $165 total

Aug 24 - Aug 25

includes taxes & fees

Book a stay at this business-friendly hotel in South Portland. 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 Thompson's Point are located nearby.

Pool

Breakfast included

Clarion Hotel Portland

1230 Congress St, Portland, ME

Free cancellation

Reserve now, pay when you stay

CA $210

CA $232 total

Aug 11 - Aug 12

includes taxes & fees

Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, 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.

Pool

Hot tub

Comfort Inn Airport

90 Maine Mall Rd, South Portland, ME

Free cancellation

Reserve now, pay when you stay

CA $185

CA $202 total

Sep 1 - Sep 2

includes taxes & fees

Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.

Breakfast included

Free airport shuttle

Ramada Plaza by Wyndham Portland

155 Riverside St, Portland, ME

Free cancellation

Reserve now, pay when you stay

CA $187

CA $207 total

Sep 1 - Sep 2

includes taxes & fees

Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Pool

Hot tub

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

80 John Roberts Rd., South Portland, ME

Free cancellation

Reserve now, pay when you stay

CA $223

CA $243 total

Aug 17 - Aug 18

includes taxes & fees

Stay at this 3.5-star business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.

Breakfast included

Free airport shuttle

The Westin Portland Harborview

157 High St, Portland, ME

Free cancellation

Reserve now, pay when you stay

CA $280

CA $314 total

Sep 1 - Sep 2

includes taxes & fees

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.

Spa

Pet-friendly

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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.

Popular places to visit

Ash Cove Pottery

Enjoy an outing to Ash Cove Pottery during your stay in Harpswell. Amble around the area's seaside, or seek out its hiking trails.

Mitchell Field

Explore the great outdoors at Mitchell Field, a lovely green space in Harpswell. Discover the area's sunsets and mountain views.

Frequently asked questions

How much are vacation packages to Harpswell?

With deals starting as low as CA $622, flight and hotel packages are a fantastic way to make your budget stretch further. Watch out Harpswell — here you come!

Where can I get the best vacation package deals for Harpswell?

Your dream escape is waiting for you at Travelocity. With access to 400 airlines and 1,000,000 properties around the world, selecting the ultimate Harpswell package deal couldn't be easier.

Why should I book my Harpswell vacation bundle with Travelocity?

Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you can rely on 24/7 customer support. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.

Can I save on my Harpswell car rental if I book it with my hotel or flight?

Absolutely — and if you also add a tour or an experience to your Harpswell vacation package, you'll pocket even greater savings. With one of our packages, you can find things to do in the area that are perfect for you, Then, jump in your rental car and work your way through the list. Fenway Park is one much-loved sight to stick on your itinerary. It's located 193 kilometers from Harpswell.

What is there to do in Harpswell?

Ash Cove Pottery is the perfect place to kick off your sightseeing adventures. Bring some comfy sneakers, because this neighborhood will keep you on the move.