
Exclusive Cross Insurance Arena Vacation Deals

Cross Insurance Arena vacation package deals
Price found within the past 48 hours. Click for updated prices.

Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
Price was $437, price is now $281 per person
$281
per person
Mar 6 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

Cliff House Maine
Bald Head
Save 100% on your flight
Price was $918, price is now $688 per person
$688
per person
Mar 6 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

The Docent’s Collection – Thompson Block
Downtown Portland
Price was $388, price is now $297 per person
$297
per person
Mar 6 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.

The McKernan Inn
Price was $416, price is now $319 per person
$319
per person
Mar 6 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage are also on offer.

Portland Regency Hotel & Spa
Downtown Portland
Price was $390, price is now $309 per person
$309
per person
Mar 6 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.

Inn By The Sea
Price was $519, price is now $423 per person
$423
per person
Mar 6 - Mar 8
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.
Frequently asked questions
Top Cross Insurance Arena hotel deals

The Westin Portland Harborview
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $108 total per night
$108 total
Feb 8 - Feb 9
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Spa
Pet friendly

Portland Regency Hotel & Spa
20 Milk Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $142 total per night
$142 total
Jan 19 - Jan 20
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.
Hot Tub
Spa

Portland Harbor Hotel
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $157 total per night
$157 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Pet friendly
Free WiFi
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View all propertiesLowest 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.