Book Exclusive Peaks Island Vacation Packages
Peaks Island flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Airport/Maine Mall
per person
Jul. 25 - Jul. 28
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.
Portland Harbor Hotel
Downtown Portland
Save 100% on your flight
per person
Jul. 25 - Jul. 28
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
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 helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Cambria Hotel Portland Downtown-Old Port
East Bayside
per person
Jul. 25 - Jul. 28
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
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 and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
AWOL Kennebunkport
Save 100% on your flight
per person
Jul. 25 - Jul. 28
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
Stay at this 3-star 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
Inn at Diamond Cove
per person
Jul. 25 - Jul. 28
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Thompson's Point and Little Diamond Island are located nearby.
Top Peaks Island hotels deals
Portland Harbor Hotel
468 Fore Street, Portland, ME
Free cancellation
Reserve now, pay when you stay
The price is CA $236 per night
CA $236
CA $314 total
May 26 - May 27
includes taxes & fees
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 helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Pet-friendly
Free WiFi
Portland Regency Hotel & Spa
20 Milk Street, Portland, ME
Free cancellation
Reserve now, pay when you stay
The price is CA $210 per night
CA $210
CA $233 total
May 26 - May 27
includes taxes & fees
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 in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Hot tub
Spa
La Quinta Inn & Suites by Wyndham Portland
340 Park Ave, Portland, ME
Free cancellation
Reserve now, pay when you stay
The price is CA $127 per night
CA $127
CA $140 total
May 26 - May 27
includes taxes & fees
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Pool
Breakfast included
Inn at St John Portland In-Town
939 Congress St, Portland, ME
The price is CA $124 per night
CA $124
CA $135 total
May 13 - May 14
includes taxes & fees
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Breakfast included
Pet-friendly
Clarion Hotel Portland
1230 Congress St, Portland, ME
Free cancellation
Reserve now, pay when you stay
The price is CA $140 per night
CA $140
CA $155 total
May 27 - May 28
includes taxes & fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Pool
Hot tub
Holiday Inn Portland-By the Bay by IHG
88 Spring St, Portland, ME
The price is CA $158 per night
CA $158
CA $175 total
May 26 - May 27
includes taxes & fees
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 and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Pool
Free airport shuttle
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.
Popular places to visit
Fifth Maine Museum
You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's great live music and entertainment choices.
Umbrella Cover Museum
You can spend time browsing the exhibits at Umbrella Cover Museum during your trip to Peaks Island. Experience the area's great live music and entertainment choices.
Richard Boyd Art Gallery
You can spend time studying the exhibits at Richard Boyd Art Gallery during your trip to Peaks Island. Stroll along the area's waterfront or experience its great live music.
Photos of local treasures
Browse Peaks Island vacation photos for more inspiration