Dock Square Vacation Deals: Dock Square, Kennebunkport Holidays

Dock Square vacation package deals

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

Cambria Hotel Portland Downtown-Old Port

East Bayside

per person

Jun. 29 - Jul. 4

found 1 hour ago

Roundtrip non-stop flight included

Ottawa (YOW) to Portland (PWM)

Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Portland Harbor Hotel

Downtown Portland

per person

Jun. 29 - Jul. 4

found 1 hour ago

Roundtrip non-stop flight included

Ottawa (YOW) 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.

The Weldon Hotel

Downtown Portland

per person

Jun. 29 - Jul. 4

found 1 hour ago

Roundtrip non-stop flight included

Ottawa (YOW) to Portland (PWM)

Stay at this 4-star 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.

Inn at Diamond Cove

per person

Jun. 29 - Jul. 4

found 1 hour ago

Roundtrip non-stop flight included

Ottawa (YOW) 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 Regency Hotel & Spa

Downtown Portland

per person

Jun. 29 - Jul. 4

found 1 hour ago

Roundtrip non-stop flight included

Ottawa (YOW) 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.

Hyatt Place Portland-Old Port

Downtown Portland

per person

Jun. 29 - Jul. 4

found 1 hour ago

Roundtrip non-stop flight included

Ottawa (YOW) to Portland (PWM)

Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff 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 $1,707 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

Kennebunkport Captains Collection

6 Pleasant Street, Kennebunkport, ME

CA $354

CA $386 total

May 21 - May 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.

Breakfast included

Parking included

Kennebunkport Inn

One Dock Square, Kennebunkport, ME

CA $264

CA $334 total

May 21 - May 22

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 First Families Kennebunkport Museum and Dock Square are located nearby.

Breakfast included

Parking included

Kings Port Inn

18 Western Ave, Kennebunk, ME

CA $184

CA $239 total

May 18 - May 19

includes taxes & fees

Stay at this hotel in Kennebunk. Enjoy free breakfast, cable TV channels, and housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Art Gallery Framing and Kennebunkport Harbor are located nearby.

Breakfast included

Free WiFi

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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.