Dock Square Vacation Deals: Dock Square, Kennebunkport Holidays

Dock Square vacation package deals

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

Spinneys Guesthouse & Beach Cottages

per person

Jun. 20 - Jun. 23

found 12 hours ago

Roundtrip non-stop flight included

Calgary (YYC) 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.

Chebeague Island Inn

per person

Jun. 20 - Jun. 23

found 12 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PWM)

Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.

Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

per person

Jun. 20 - Jun. 23

found 12 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PWM)

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

AC Hotel by Marriott Portland Downtown/Waterfront, ME

East Bayside

per person

Jun. 20 - Jun. 23

found 12 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PWM)

Stay at this 3.5-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.

Inn on Shore Road

per person

Jun. 20 - Jun. 23

found 12 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PWM)

Stay at this inn in Ogunquit. Enjoy free breakfast, free WiFi, and housekeeping. Popular attractions Ogunquit Beach and Marginal Way are located nearby.

The Beach House Inn

per person

Jun. 20 - Jun. 23

found 12 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PWM)

Book a stay at this beach hotel in Kennebunk. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Webhannet Golf Club and Mother's Beach 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 $922 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 Inn

One Dock Square, Kennebunkport, ME

CA $170

CA $230 total

includes taxes & fees

30 Mar - 31 Mar

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

The Boathouse Waterfront Hotel & Marina

21 Ocean Ave, Kennebunkport, ME

CA $185

CA $246 total

includes taxes & fees

30 Mar - 31 Mar

Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Northlight Gallery are located nearby.

Breakfast included

Parking included

White Barn Inn & Spa, Auberge Resorts Collection

37 Beach Ave, Kennebunk, ME

CA $450

CA $553 total

includes taxes & fees

13 Apr - 14 Apr

Stay at this 5-star luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions St. Anthony's Franciscan Monastery and Kennebunkport Village Green are located nearby.

Pool

Spa

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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.