Dock Square Vacation Deals: Dock Square, Kennebunkport Holidays

Dock Square vacation package deals

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

Hilton Garden Inn Portland Airport

CA $1,318

per person

Nov 20 - Nov 27

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PWM)

Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Cliff House Maine

CA $1,855

per person

Oct 27 - Oct 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Portland (PWM)

Stay at this 4.5-star 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 Ogunquit Beach and Perkins Cove are located nearby.

The Weldon Hotel

Downtown Portland

CA $1,700

per person

Nov 20 - Nov 27

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PWM)

Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.

Portland Harbor Hotel

Downtown Portland

CA $1,471

per person

Nov 20 - Nov 27

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) 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.

Inn By The Sea

CA $2,278

per person

Nov 20 - Nov 27

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) 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.

Portland Regency Hotel & Spa

Downtown Portland

CA $1,574

per person

Nov 20 - Nov 27

found 4 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PWM)

Stay at this 3.5-star 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 Thompson's Point and Maine Mall are located nearby.

Frequently asked questions

How much are vacation packages to Dock Square?

Save on your visit to Dock Square by combining your hotel and return flights into a CA $1,318 package. With all that extra money in your pocket, why not stay longer and explore even more?

Where can I get the best vacation package deals for Dock Square?

Look no further than Travelocity. With access to 400 air carriers and at least 665,000 hotels around the world, finding the best Dock Square package deal couldn't be simpler.

Why should I purchase my Dock Square vacation bundle via Travelocity?

With exceptional service, support available 24/7 and some of the most perfect escapes money can buy, you'll never wander alone. And if you find a cheaper price, we'll match it. That's our Price Match Guarantee.

Can I go on vacation to Dock Square at this time?

Discover all the info you should know about travel restrictions and quarantine policies before you fly to Dock Square. Our Covid-19 Travel Advisor is full of useful advice to help make your trip relaxed and hassle-free.

Top Dock Square hotel deals

The Colony Hotel

140 Ocean Ave, Kennebunkport, ME

CA $221

CA $241 total

Oct 20 - Oct 21

includes taxes & fees

Stay at this 3-star business-friendly hotel in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.

Pool

Pet-friendly

Kennebunkport Captains Collection

6 Pleasant Street, Kennebunkport, ME

CA $469

CA $512 total

Sep 21 - Sep 22

includes taxes & fees

Stay at this 4.5-star 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 Wells Beach are located nearby.

Breakfast included

Parking included

Kennebunkport Inn

One Dock Square, Kennebunkport, ME

CA $467

CA $562 total

Oct 20 - Oct 21

includes taxes & fees

Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.

Breakfast included

Parking included

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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.