Peaks Island Vacation Packages

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Your Peaks Island Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Peaks Island vacation package. Check out places to stay in Parkside, which is great for festivals, markets and walking. If taking in sights is on the agenda during your trip to Peaks Island, look around major attractions like Sand Beach, Fifth Maine Museum and Little Diamond Island. Check out Expedia's wide range of travel options and book your ideal vacation to Peaks Island today.

Top Peaks Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Casco Bay Hotel, Ascend Hotel Collection

Casco Bay Hotel, Ascend Hotel Collection

3.5 out of 5
per person
Oct. 29 - Nov. 4
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
8.6/10 Excellent! (2,038 reviews)
Close to airport and had a shuttle

Reviewed on Sep. 21, 2024

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Oct. 29 - Nov. 4
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (948 reviews)
There were dirty underwear and socks in a drawer. I expected them to move us out of the room but the manager just apologized. Not a big deal for me but the proper thing to do would have been to get customers out of the room. Instead we waited 1/2 hour for staff to come and remove and clean- I was disappointed. This was an anniversary get away We made reservations at their restaurant and I had requested champagne at the table because I was surprising my wife with a ring. They forgot the champagne. Apologized at the end. Picked up dessert. I expected much better at the cost of this property. Lovely property all in all

Reviewed on Sep. 23, 2024

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Oct. 29 - Nov. 4
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.6/10 Exceptional! (172 reviews)
Great spot for downtown Portland

Reviewed on Sep. 11, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Oct. 29 - Nov. 4
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (1,319 reviews)
Beautiful hotel, spacious rooms, within walking distance to shops and restaurants. Friendly and helpful staff

Reviewed on Sep. 22, 2024

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Oct. 29 - Nov. 4
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (762 reviews)
Nice, clean hotel. Friendly staff

Reviewed on Sep. 17, 2024

Ready to book your vacation to Peaks Island?

 

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Peaks Island Hotel Deals

Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Oct. 20 to Oct. 21
CA $107
CA $117 total
includes taxes & fees
Oct 20 - Oct 21
8.4/10 Very Good! (2,112 reviews)
"Close to airport and had a shuttle"

Reviewed on Sep. 21, 2024

Casco Bay Hotel, Ascend Hotel Collection
Ramada Plaza by Wyndham Portland
Ramada Plaza by Wyndham Portland
3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Oct. 21 to Oct. 22
CA $152
CA $168 total
includes taxes & fees
Oct 21 - Oct 22
7.6/10 Good! (1,028 reviews)
"The staff was very friendly and courtesy"

Reviewed on Sep. 21, 2024

Ramada Plaza by Wyndham Portland
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $332 per night from Sep. 29 to Sep. 30
CA $332
CA $373 total
includes taxes & fees
Sep 29 - Sep 30
8.6/10 Excellent! (1,003 reviews)
"Centrally located."

Reviewed on Sep. 19, 2024

The Westin Portland Harborview
See all 2,125 properties in Peaks Island
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Peaks Island vacation package cost?
Much less than you might think — from a tempting CA $724, as a matter of fact! By bundling flights, hotels and car rentals into a customized package, your Peaks Island escape is just clicks away.
How do I get a cheap travel package to Peaks Island?
Combining your hotel and flight with Expedia won’t just save you time — it’ll save you a few dollars too. A Peaks Island vacation package makes it easy to create your dream adventure. With more than 550 airlines worldwide to select from, finding convenient flights that fit your busy schedule won’t be difficult. On top of that, we’ve got over 1,000,000 properties globally to pick from. Now that’s what you call choice. No matter who you are, Expedia puts the world within your reach.
How far in advance should I book my Peaks Island vacation?
Travelers are generally able to look up international fares on Expedia within 12 months of the departure date. Booking late? With a stroke of luck, it’s still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia Peaks Island travel package include?
Flights, hotels and rental cars — we have them well covered. With Expedia, you can shape your Peaks Island travel package the way you like it. All you have to do is work out what you need. Once you’ve made your booking, you can add extras like activities and tours. The more you bundle, the more you save!
What should I know before booking a Peaks Island travel package?
We already have low prices. However, you’ll snap up even more savings when you book your flights, hotels and car rentals together. With an Expedia package, you’ll get transparent pricing and lots of choice.
Can I choose my airline with a Peaks Island Expedia vacation package?
You can, and with over 550 airlines to pick from globally, it’s all about choice. Have a look through the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Peaks Island vacation package?
You can. We totally understand that even the best-laid plans can fail, so we’re here to help if you need to make changes to your Peaks Island vacation package. You may be able to cancel or change your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Peaks Island

Image for Fifth Maine Museum

Fifth Maine Museum

You can spend time studying the exhibits at Fifth Maine Museum during your travels in Peaks Island. Experience the area's entertainment choices and great live music.

Fifth Maine Museum
Image for Umbrella Cover Museum

Umbrella Cover Museum

You can enjoy some culture when you stop by Umbrella Cover Museum in Peaks Island. Stroll along the area's waterfront or experience its entertainment choices.

Umbrella Cover Museum
Image for Richard Boyd Art Gallery

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.

Richard Boyd Art Gallery

What to do in Peaks Island

Image for Lighthouse Lovers Cruise in Portland

Lighthouse Lovers Cruise in Portland

CA $53
Per adult
100% of travellers recommend
Lighthouse Lovers Cruise in Portland
Image for Vintage Fire Truck Sightseeing Tour of Portland Maine

Vintage Fire Truck Sightseeing Tour of Portland Maine

CA $47
Per adult
98% of travellers recommend
Vintage Fire Truck Sightseeing Tour of Portland Maine
Image for Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

CA $13
Per adult
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
See all activities in Peaks Island

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.