Cliff Walk Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Cliff Walk Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Portland Regency Hotel & Spa
Downtown Portland
Price was $1,006, price is now $894 per person
$894
per person
Dec 25 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) 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.
I was so exit
Reviewed on Nov 13, 2026
The Docent's Collection at 178 Middle Street
Downtown Portland
Price was $1,767, price is now $1,507 per person
$1,507
per person
Dec 25 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) 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.
The Docent's Collection at 121 Middle Street
Downtown Portland
Price was $1,650, price is now $1,409 per person
$1,409
per person
Dec 25 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions State Theatre and Thompson's Point are located nearby.
The property was excellent. We stayed in a 1 bedroom loft and it was great. Nice sitting area, fully equipped kitchen, beautiful bathroom and nice size bedroom. It was quiet and comfy, and also walking distance to great restaurants. Highly recommend.
Reviewed on Nov 12, 2026
Evalina Hotel
Downtown Portland
Price was $2,137, price is now $1,860 per person
$1,860
per person
Dec 25 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions State Theatre and Thompson's Point are located nearby.
The Weldon Hotel
Downtown Portland
Price was $1,394, price is now $1,223 per person
$1,223
per person
Dec 25 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) 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 Cross Insurance Arena and State Theatre are located nearby.
It was so spacious, kitchen area was well kept and they have QR codes to help travels understand how to use certain things
Reviewed on Nov 8, 2026
West End Collection at 49 Neal
West End
Price was $1,376, price is now $1,241 per person
$1,241
per person
Dec 25 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Portland (PWM)
Stay at this inn in Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions State Theatre and Thompson's Point are located nearby.
Top Hotel Deals
Ashworth by the Sea
295 Ocean Blvd Hampton NH
28.17 km from city center
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
Ogunquit - The Milestone
687 Main Street Ogunquit ME
14.9 km from city center
Book a stay at this business-friendly motel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Port Inn & Suites Kennebunk, an Ascend Collection Hotel
55 York St Kennebunk ME
28.12 km from city center
Stay at this motel in Kennebunk. Enjoy free breakfast, an outdoor pool, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Ocean Sands at York Beach
277 Long Beach Avenue York Beach ME
2.94 km from city center
Book a stay at this beach motel in York Beach. Enjoy an outdoor pool, parking (surcharge), and a garden. Our guests praise the pool and the helpful staff in ...
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
3.09 km from city center
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Hampton Inn Portsmouth Central
131 DOW AVENUE Portsmouth NH
13.41 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn & Suites Portsmouth Downtown
23 Portwalk Pl Portsmouth NH
11.42 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Ogunquit Tides Resort
548 Main Street (U.S. Route 1) Ogunquit ME
14.21 km from city center
Book a stay at this beach motel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Lamie's Inn and The Old Salt Restaurant
490 Lafayette Rd Hampton NH
26.6 km from city center
Book a stay at this business-friendly inn in Hampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff ...
Anchorage Inn & Suites - Portsmouth
417 Woodbury Ave Portsmouth NH
12.76 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Cliff House Maine
591 Shore Road Cape Neddick ME
10.76 km from city center
Book a stay at this luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property ...
Hilton Garden Inn Portsmouth Downtown
100 High St Portsmouth NH
11.31 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Howard Johnson by Wyndham Portsmouth
383 Woodbury Ave Portsmouth NH
12.78 km from city center
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Jan 20 - Sat, Jan 23
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Wed, Jan 20 - Sat, Jan 23
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Wed, Jan 20 - Tue, Jan 26
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$277 Roundtrip, found 13 hours ago
$277
Roundtrip
found 13 hours ago
Wed, Jan 20 - Tue, Jan 26
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$277 Roundtrip, found 13 hours ago
$277
Roundtrip
found 13 hours ago
Wed, Jan 20 - Tue, Jan 26
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$287 Roundtrip, found 13 hours ago
$287
Roundtrip
found 13 hours ago