Search Deals onMonument Square Vacation Packages
Monument Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Best Western Freeport Inn
Price was $599, price is now $486 per person
$486
per person
Aug 4 - Aug 8
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LL Bean Flagship Store and Eartha are located nearby.
Inn at Diamond Cove
Save 100% on your flight
Price was $1,214, price is now $743 per person
$743
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Casco Bay Lines Ferry Terminal and State Theatre are located nearby.
Ogunquit River Inn & Suites
Save 100% on your flight
Price was $1,929, price is now $1,236 per person
$1,236
per person
Aug 23 - Aug 31
found 12 hours ago
Roundtrip non-stop flight included
White Plains (HPN) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Footbridge Beach are located nearby.
The Meadowmere Resort
Save 100% on your flight
Price was $2,578, price is now $1,674 per person
$1,674
per person
Aug 23 - Aug 31
found 12 hours ago
Roundtrip non-stop flight included
White Plains (HPN) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Ogunquit Playhouse are located nearby.
Blind Tiger Portland – Carleton Street
Save 100% on your flight
Price was $1,411, price is now $927 per person
$927
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions State Theatre and Thompson's Point are located nearby.
The Weldon Hotel
Save 100% on your flight
Price was $1,753, price is now $1,324 per person
$1,324
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Columbus (CMH) 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 State Theatre and Casco Bay Lines Ferry Terminal are located nearby.
Driftaway Hotel and Pool
Save 100% on your flight
Price was $1,677, price is now $1,282 per person
$1,282
per person
Aug 23 - Aug 31
found 12 hours ago
Roundtrip non-stop flight included
White Plains (HPN) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Footbridge Beach are located nearby.
Portland Harbor Hotel
Save 100% on your flight
Price was $1,188, price is now $919 per person
$919
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Columbus (CMH) 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 Casco Bay Lines Ferry Terminal and State Theatre are located nearby.
Blind Tiger Portland - Danforth Street.
Save 100% on your flight
Price was $1,590, price is now $1,268 per person
$1,268
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions State Theatre and Casco Bay Lines Ferry Terminal are located nearby.
Saco Bay Hotel
Price was $1,497, price is now $1,201 per person
$1,201
per person
Aug 23 - Aug 31
found 12 hours ago
Roundtrip non-stop flight included
White Plains (HPN) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Orchard Beach and Saco Museum are located nearby.
Nautical Mile
Price was $1,735, price is now $1,405 per person
$1,405
per person
Aug 23 - Aug 31
found 12 hours ago
Roundtrip non-stop flight included
White Plains (HPN) to Portland (PWM)
Stay at this aparthotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ogunquit Beach and Wells Beach are located nearby.
Bourne's Ocean Acres Ogunquit
Price was $1,291, price is now $1,065 per person
$1,065
per person
Aug 23 - Aug 31
found 12 hours ago
Roundtrip non-stop flight included
White Plains (HPN) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Marginal Way 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 ...
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
340 Park Ave Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
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 ...
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 ...
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 ...
Hampton Inn Portland Downtown - Waterfront
209 Fore St Portland ME
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 ...
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 ...
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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