Exclusive Dock Square Vacation Deals

Dock Square vacation package deals

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

Newagen Seaside Inn

3.5 out of 5
Price was $642, price is now $464 per person
$464
per person
Jun 8 - Jun 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a bowling alley and a playground, and families will appreciate the picnic area. Enjoy the gym and perks like free self parking and free WiFi.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,874, price is now $1,350 per person
$1,350
per person
Jul 8 - Jul 13
found 1 day 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.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,669, price is now $1,204 per person
$1,204
per person
Jun 4 - Jun 7
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free WiFi in public areas is also provided.
The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was $1,182, price is now $859 per person
$859
per person
Jun 3 - Jun 8
found 18 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Price was $1,022, price is now $747 per person
$747
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Portland (PWM)
This hotel doesn't skimp on freebies - guests receive free continental 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 $1,973, price is now $1,504 per person
$1,504
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.

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 $464 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
$333 nightly
The price is $363 total per night
$363 total
Apr 28 - Apr 29
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.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
$204 nightly
The price is $222 total per night
$222 total
Apr 29 - Apr 30
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.
Kings Port Inn

Kings Port Inn

2.5 out of 5
18 Western Ave Kennebunk ME
$133 nightly
The price is $145 total per night
$145 total
Apr 28 - Apr 29
Total with taxes and fees
Free WiFi in public areas is available at this hotel. Enjoy the free continental breakfast each morning.
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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.