Search Deals onMonument Square Vacation Packages
Monument Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Nicholson Inn
Price was $1,076, price is now $926 per person
$926
per person
Jul 29 - Aug 3
found 15 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Stay at this B&B in Freeport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LL Bean Flagship Store and Harrington House are located nearby.
Portland Harbor Hotel
Price was $1,735, price is now $1,325 per person
$1,325
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 State Theatre and Thompson's Point are located nearby.
Chebeague Island Inn
Save 100% on your flight
Price was $1,276, price is now $1,016 per person
$1,016
per person
Jul 29 - Aug 3
found 15 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Book a stay at this beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
Canopy by Hilton Portland Waterfront
Price was $2,206, price is now $1,769 per person
$1,769
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Portland Head Light are located nearby.
The Docent's Collection at 178 Middle Street
Price was $2,346, price is now $1,958 per person
$1,958
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions State Theatre and Thompson's Point are located nearby.
Ocean Gate Inn
Price was $1,144, price is now $957 per person
$957
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Juniper Point and Maine State Aquarium are located nearby.
Portland Regency Hotel & Spa
Price was $1,599, price is now $1,350 per person
$1,350
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 State Theatre and Thompson's Point are located nearby.
Hampton Inn Portland Downtown - Waterfront
Price was $1,575, price is now $1,332 per person
$1,332
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 State Theatre and Thompson's Point are located nearby.
Dormir
Price was $1,816, price is now $1,566 per person
$1,566
per person
Jul 24 - Jul 30
found 17 hours ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
Book a stay at this 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.
The Docent's Collection at 121 Middle Street
Price was $2,168, price is now $1,879 per person
$1,879
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Thompson's Point and Portland Head Light are located nearby.
The Kennebunk Inn
Price was $1,840, price is now $1,599 per person
$1,599
per person
Jul 24 - Jul 30
found 17 hours ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
Stay at this hotel in Kennebunk. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
The Weldon Hotel
Price was $2,289, price is now $2,003 per person
$2,003
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Victoria Mansion are located nearby.
3-4 Night Vacations in Monument Square
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Monument Square
Price found within the past 48 hours. Click for updated prices.
Monument Square Last Minute Hotel Deals
Portland Harbor Hotel
468 Fore Street Portland ME
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 ...
Portland Regency Hotel & Spa
20 Milk Street Portland ME
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 ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
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 ...
The Westin Portland Harborview
157 High St Portland ME
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 ...
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hyatt Place Portland Downtown - Old Port Square
433 Fore St Portland ME
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 ...
Hilton Garden Inn Portland Downtown Waterfront
65 Commercial St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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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