Exclusive Dock Square Vacation Deals

Dock Square vacation package deals

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

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,578, price is now CA $1,130 per person
CA $1,130
per person
Mar 15 - Mar 21
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was CA $1,775, price is now CA $1,389 per person
CA $1,389
per person
Mar 15 - Mar 21
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Preble and Portland Harbor Museum are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was CA $1,527, price is now CA $1,256 per person
CA $1,256
per person
Mar 15 - Mar 21
found 16 hours 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 N.W. Barrett Gallery and Fore Street Gallery are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was CA $2,069, price is now CA $1,719 per person
CA $1,719
per person
Mar 15 - Mar 21
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this 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.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was CA $1,586, price is now CA $1,324 per person
CA $1,324
per person
Mar 15 - Mar 21
found 16 hours 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 Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was CA $1,340, price is now CA $1,148 per person
CA $1,148
per person
Mar 15 - Mar 21
found 16 hours 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 breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Portland Stage 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 $1,130 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

White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
37 Beach Ave Kennebunk ME
The price is CA $437 per night
CA $437
CA $537 total
Feb 16 - Feb 17
includes taxes & fees
Book a stay at this luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and St. Anthony's Franciscan Monastery are located nearby.
Pool
Spa
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
The price is CA $204 per night
CA $204
CA $261 total
Feb 17 - Feb 18
includes taxes & fees
Book a stay at this 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 Kennebunkport Village Green are located nearby.
Breakfast included
Parking included
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square Kennebunkport ME
The price is CA $179 per night
CA $179
CA $239 total
Jan 20 - Jan 21
includes taxes & fees
Stay at this 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 First Families Kennebunkport Museum 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.

Best Lodging Options Near Dock Square