
Giant's Stairs Trail Vacation Packages
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3.5-star property
Blind Tiger Portland - Danforth Street.
West End
9.6/10 Exceptional! (178 reviews)
May 15 - May 18
3 night stay
Chicago (ORD) to Portland (PWM)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,218, price is now $912 per person
$912
per person
found 1 day ago
Blind Tiger on Danforth was perfect locale for San overnight in Portland.
Walkable to Old Port, yet quiet & relaxing place to spend some time quiet in between all of the activities;)
Reviewed on Nov 27, 2024

4.0-star property
Portland Harbor Hotel
Downtown Portland
9.2/10 Wonderful! (1,766 reviews)
Jun 4 - Jun 8
4 night stay
Minneapolis (MSP) to Portland (PWM)
Sun Country Airlines • Coach
Portland (PWM) to Minneapolis (MSP)
Southwest Airlines • Coach
Save 100% on your flight
Price was $1,510, price is now $1,071 per person
$1,071
per person
found 1 day ago
Everything was great! However it would nivce if there was a microwave at the snack stations on each floor.
Reviewed on Dec 8, 2025

3.0-star property
Ogunquit River Inn & Suites
9/10 Wonderful! (1,000 reviews)
Jun 12 - Jun 20
8 night stay
St. Louis (STL) to Portland (PWM)
American Airlines • Non-stop roundtrip • Coach
Price was $1,783, price is now $1,331 per person
$1,331
per person
found 6 hours ago
Excellent location and beautiful views
Reviewed on Sep 14, 2025

3.5-star property
The Docent's Collection at 121 Middle Street
Downtown Portland
9.6/10 Exceptional! (291 reviews)
Jun 4 - Jun 8
4 night stay
Minneapolis (MSP) to Portland (PWM)
Sun Country Airlines • Coach
Portland (PWM) to Minneapolis (MSP)
Southwest Airlines • Coach
Price was $1,508, price is now $1,151 per person
$1,151
per person
found 1 day ago
This is a beautiful property with amazing, helpful staff at a prime location. Close to lots of dining and activities, a perfect winter wonderland retreat. It is a very relaxing place to stay.
Reviewed on Mar 10, 2023

3.5-star property
Inn at Diamond Cove
8.8/10 Excellent! (195 reviews)
Jun 25 - Jun 28
3 night stay
Minneapolis (MSP) to Portland (PWM)
Sun Country Airlines • Roundtrip • Coach
Price was $1,298, price is now $1,018 per person
$1,018
per person
just found
The Inn itself is gorgeous on a lovely quiet island for some exploring. The rooms are large and well maintained, and the staff while inexperienced does their best to help and answer questions.
Our room was ready when we got there early, and they let us check-in a few hours ahead which was greatly appreciated.
The pool is nice (a little chilly) and the hot tub was boiling, and we enjoyed relaxing by the pool. The beaches are nice to visit from a short walk but don't expect sandy beaches here.
We walked around the island, even outside of the homeowner's association barrier and there is a nice gift shop where you can get ice cream, popsicles and some treats for ~1 a pop. Surprisingly reasonable for this island.
The main issue with the island is food as one might expect, so just keep you expectations on the lower end (unlike the higher side prices) and you won't be too disappointed. The hotel restaurant is OK - the pancakes were at least good - but the two island restaurants left a lot to be desired.
Would we return? I think if you are looking for a short getaway or are willing to go to portland for food, it can make an excellent relaxing trip.
Reviewed on Jul 26, 2024
Top rated hotels for your Giant's Stairs Trail vacation package

The Westin Portland Harborview
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
14.62 mi from city center
$122 nightly
The price is $135 total per night
$135 total
Apr 12 - Apr 13
Total with taxes and fees
Guests staying at The Westin Portland Harborview enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 44 per night. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this spa hotel include meeting rooms, a conference center, and a 24-hour business center.
Spa
Pet friendly

Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
13.74 mi from city center
$126 nightly
The price is $139 total per night
$139 total
Apr 14 - Apr 15
Total with taxes and fees
At Cambria Hotel Portland Downtown-Old Port, guests have access to a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Self parking is offered for USD 30 per night. The front desk is staffed 24 hours a day to help with tours/tickets and securing valuables. Additional amenities include a meeting room, a banquet hall, and an ATM.
Pet friendly
Free WiFi

Portland Harbor Hotel
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
14.2 mi from city center
$165 nightly
The price is $183 total per night
$183 total
Apr 12 - Apr 13
Total with taxes and fees
At Portland Harbor Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Valet parking is offered for USD 45 per night. The front desk is staffed 24 hours a day to help with securing valuables and luggage storage. Additional amenities include coffee/tea in a common area, a terrace, and a banquet hall.
Pet friendly
Free WiFi
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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