Vacations Close To Monument Square

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Monument Square Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Scarborough - Portland

Comfort Inn & Suites Scarborough - Portland

2.5 out of 5
per person
Jun 9 - Jun 14
found 8 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)

Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)

The Weldon Hotel

The Weldon Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
East Bayside
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)

Casco Bay Inn

Casco Bay Inn

2 out of 5
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)

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Best Lodging Options Near Monument Square

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
0.5 km from Monument Square
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
0.37 km from Monument Square
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the ...
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET, Portland, ME
0.93 km from Monument Square
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 ...
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
0.47 km from Monument Square
Stay at this 3.5-star 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 ...
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

3 out of 5
88 Spring St, Portland, ME
0.44 km from Monument Square
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Hyatt Place Portland-Old Port

Hyatt Place Portland-Old Port

3 out of 5
433 Fore St, Portland, ME
0.38 km from Monument Square
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the ...
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
0.43 km from Monument Square
Stay at this 4-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

3 out of 5
379 Commercial Street, Portland, ME
0.66 km from Monument Square
Stay at this 3-star hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the bar and the helpful staff ...
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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.