Search Deals onDock Square Vacation Packages
Dock Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Brookside Inn & Cottages
Price was $448, price is now $409 per person
$409
per person
Oct 20 - Oct 25
found 2 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this motel in Saco. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Engine and Old Orchard Beach are located nearby.

The Weldon Hotel
Save 100% on your flight
Price was $1,507, price is now $1,093 per person
$1,093
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.

The Docent's Collection
Save 100% on your flight
Price was $1,480, price is now $1,158 per person
$1,158
per person
Oct 19 - Oct 25
found 4 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.

Inn By The Sea
Save 100% on your flight
Price was $1,789, price is now $1,415 per person
$1,415
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 4-star 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.

Dormir
Price was $849, price is now $717 per person
$717
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebago Lake and Seacoast Adventure are located nearby.

Hampton Inn Portland Downtown - Waterfront
Price was $1,044, price is now $903 per person
$903
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Blind Tiger Portland - Danforth Street.
Price was $1,819, price is now $1,584 per person
$1,584
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.

Cambria Hotel Portland Downtown-Old Port
Price was $1,137, price is now $997 per person
$997
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Blind Tiger Portland – Carleton Street
Price was $1,077, price is now $954 per person
$954
per person
Nov 7 - Nov 11
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.

Longfellow Hotel
Price was $1,323, price is now $1,171 per person
$1,171
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 4-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.

Comfort Inn & Suites Scarborough - Portland
Price was $575, price is now $509 per person
$509
per person
Nov 7 - Nov 11
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this business-friendly hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Old Orchard Beach Pier are located nearby.

Quality Inn & Suites
Price was $655, price is now $588 per person
$588
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
3-4 Night Vacations in Dock Square
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Dock Square
Price found within the past 48 hours. Click for updated prices.



Dock Square Last Minute Hotel Deals

The Colony Hotel
140 Ocean Ave, Kennebunkport, ME
Stay at this 3-star business-friendly hotel in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...

Kennebunkport Captains Collection
6 Pleasant Street, Kennebunkport, ME
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Kennebunkport Inn
One Dock Square, Kennebunkport, ME
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 ...

The Boathouse Waterfront Hotel & Marina
21 Ocean Ave, Kennebunkport, ME
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Wells Beach are located ...

Nonantum Resort
95 Ocean Ave, Kennebunkport, ME
Stay at this 3.5-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...

Kings Port Inn
18 Western Ave, Kennebunk, ME
Stay at this hotel in Kennebunk. Enjoy free breakfast, cable TV channels, and housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. ...

White Barn Inn & Spa, Auberge Resorts Collection
37 Beach Ave, Kennebunk, ME
Stay at this 5-star luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and Wells Beach are located ...

Grand Hotel
1 Chase Hill Rd, Kennebunk, ME
Stay at this 3-star hotel in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Wells Beach are located ...
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.
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