Search Deals onMonument Square Vacation Packages
Monument Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort
Price was $1,132, price is now $825 per person
$825
per person
Sep 12 - Sep 16
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Marginal Way are located nearby.
Ogunquit River Inn & Suites
Price was $1,424, price is now $1,037 per person
$1,037
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip flight included
Dallas (DFW) 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 Moody Beach are located nearby.
Inn at Diamond Cove
Price was $1,321, price is now $973 per person
$973
per person
Sep 12 - Sep 16
found 18 hours ago
Roundtrip flight included
Nashville (BNA) 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 Cross Insurance Arena are located nearby.
Blind Tiger Portland - Danforth Street.
Price was $2,096, price is now $1,626 per person
$1,626
per person
Sep 12 - Sep 16
found 18 hours ago
Roundtrip flight included
Nashville (BNA) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions State Theatre and Cross Insurance Arena are located nearby.
Blind Tiger Portland – Carleton Street
Price was $1,976, price is now $1,548 per person
$1,548
per person
Sep 12 - Sep 16
found 18 hours ago
Roundtrip flight included
Nashville (BNA) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions State Theatre and Cross Insurance Arena are located nearby.
The Docent's Collection at 121 Middle Street
Save 100% on your flight
Price was $2,581, price is now $2,092 per person
$2,092
per person
Sep 1 - Sep 7
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Casco Bay Lines Ferry Terminal and Cross Insurance Arena are located nearby.
Kennebunkport Captains Collection
Price was $4,161, price is now $3,437 per person
$3,437
per person
Sep 10 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
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 our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Inn By The Sea
Price was $1,792, price is now $1,492 per person
$1,492
per person
Sep 7 - Sep 11
found 18 hours ago
Roundtrip flight included
Dallas (DFW) 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 Higgins Beach and Portland Head Light are located nearby.
Ramada Plaza by Wyndham Portland
Price was $1,041, price is now $869 per person
$869
per person
Sep 1 - Sep 7
found 24 hours ago
Roundtrip flight included
Nashville (BNA) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Harbor Hotel
Save 100% on your flight
Price was $2,687, price is now $2,266 per person
$2,266
per person
Sep 1 - Sep 7
found 24 hours ago
Roundtrip flight included
Nashville (BNA) 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 Casco Bay Lines Ferry Terminal are located nearby.
AWOL Kennebunkport
Price was $1,323, price is now $1,116 per person
$1,116
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
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. Popular attractions Dock Square and Wells Beach are located nearby.
Bourne's Ocean Acres Ogunquit
Price was $986, price is now $834 per person
$834
per person
Sep 4 - Sep 8
found 14 hours ago
Roundtrip flight included
Dallas (DFW) 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 Footbridge Beach 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
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 ...
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 ...
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 ...
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 ...
Canopy by Hilton Portland Waterfront
9 Center Street Portland ME
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. ...
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 ...
The Press Hotel, Marriott Autograph Collection
119 Exchange Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our ...
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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