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Dock Square Vacation Packages

Dock Square Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
Price was $370, price is now $286 per person
$286
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Nonesuch River Golf Club are located nearby.
84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $547, price is now $352 per person
$352
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Save 100% on your flight
Price was $638, price is now $446 per person
$446
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $569, price is now $400 per person
$400
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Save 100% on your flight
Price was $477, price is now $351 per person
$351
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $997, price is now $740 per person
$740
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
Save 100% on your flight
Price was $461, price is now $343 per person
$343
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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 Maine Jewish Museum and Maine Narrow Gauge Railroad Company and Museum are located nearby.
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Save 100% on your flight
Price was $484, price is now $372 per person
$372
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,671, price is now $1,325 per person
$1,325
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
Price was $420, price is now $335 per person
$335
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Casco Bay Lines Ferry Terminal and Maine Sports Hall of Fame are located nearby.
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
Save 100% on your flight
Price was $494, price is now $395 per person
$395
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fore Street Gallery and Cross Insurance Arena are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $875, price is now $702 per person
$702
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

3-4 Night Vacations in Dock Square

Price found within the past 48 hours. Click for updated prices.
Casco Bay Inn

Casco Bay Inn

2 out of 5
Price was $338, price is now $280 per person
$280
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
84 Main

84 Main

4 out of 5
Price was $467, price is now $335 per person
$335
per person
Mar 13 - Mar 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $1,099, price is now $832 per person
$832
per person
Mar 6 - Mar 9
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $1,035, price is now $864 per person
$864
per person
Mar 15 - Mar 19
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

5-7 Night Vacations in Dock Square

Price found within the past 48 hours. Click for updated prices.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $477, price is now $351 per person
$351
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $547, price is now $352 per person
$352
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $638, price is now $446 per person
$446
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $569, price is now $400 per person
$400
per person
Mar 19 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Dock Square Last Minute Hotel Deals

White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
37 Beach Ave Kennebunk ME
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 ...
White Barn Inn & Spa, Auberge Collection
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square Kennebunkport ME
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 ...
Kennebunkport Inn
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
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 ...
Kennebunkport Captains Collection
Kings Port Inn

Kings Port Inn

2.5 out of 5
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. ...
Kings Port Inn
The Boathouse Waterfront Hotel & Marina

The Boathouse Waterfront Hotel & Marina

3 out of 5
21 Ocean Ave Kennebunkport ME
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Northlight Gallery are located ...
The Boathouse Waterfront Hotel & Marina
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave Kennebunkport ME
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Nonantum Resort
Grand Hotel

Grand Hotel

3 out of 5
1 Chase Hill Rd Kennebunk ME
Stay at this hotel in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Maine Art Gallery Framing are located ...
Grand Hotel
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
34 Maine St Kennebunkport ME
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
AWOL Kennebunkport
See all 2,501 properties in Dock Square
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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