Exclusive Dock Square Vacation Deals

Dock Square vacation package deals

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

Kennebunkport Captains Collection

4.5 out of 5
Price was $599, price is now $491 per person
$491
per person
Mar 6 - Mar 8
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Luggage storage and concierge services are also provided.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $918, price is now $688 per person
$688
per person
Mar 6 - Mar 8
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $718, price is now $559 per person
$559
per person
Mar 17 - Mar 20
found 7 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $804, price is now $648 per person
$648
per person
Mar 17 - Mar 20
found 7 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $731, price is now $600 per person
$600
per person
Mar 17 - Mar 20
found 7 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,030, price is now $851 per person
$851
per person
Mar 16 - Mar 20
found 2 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

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 $491 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 1,000,000 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.

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
$362 nightly
The price is $394 total per night
$394 total
Feb 2 - Feb 3
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. Enjoy the seasonal outdoor pool and perks like free valet parking.
Pool
Spa
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
$180 nightly
The price is $196 total per night
$196 total
Jan 21 - Jan 22
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Luggage storage and concierge services are also provided.
Breakfast included
Parking included
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square Kennebunkport ME
$158 nightly
The price is $172 total per night
$172 total
Jan 15 - Jan 16
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. A terrace, a lobby fireplace, and luggage storage are also on offer.
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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.