Exclusive Dock Square Vacation Deals

Dock Square vacation package deals

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

The Kennebunk Inn

2.5 out of 5
Price was $701, price is now $562 per person
$562
per person
May 23 - May 28
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a grocery/convenience store, and a library are also on offer.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,063, price is now $678 per person
$678
per person
May 23 - May 28
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $1,222, price is now $931 per person
$931
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was $1,132, price is now $879 per person
$879
per person
May 23 - May 26
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $1,085, price is now $846 per person
$846
per person
May 27 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
A restaurant and a bar/lounge are featured at this guesthouse. Free self parking and a picnic area are also offered on site.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,040, price is now $834 per person
$834
per person
May 23 - May 26
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

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 $562 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

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
$207 nightly
The price is $226 total per night
$226 total
Mar 17 - Mar 18
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
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
37 Beach Ave Kennebunk ME
$354 nightly
The price is $386 total per night
$386 total
Apr 6 - Apr 7
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 Inn

Kennebunkport Inn

3 out of 5
One Dock Square Kennebunkport ME
$148 nightly
The price is $161 total per night
$161 total
Mar 17 - Mar 18
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.
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.