Peaks Island Vacation Packages 2026 from $499

Peaks Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

84 Main

$499

per person

Mar 26 - Mar 30

found 14 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PWM)

This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.

The Docent’s Collection – Thompson Block

Downtown Portland

$583

per person

Apr 26 - May 1

found 1 day ago

Roundtrip flight included

Raleigh (RDU) 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 Weldon Hotel

Downtown Portland

$829

per person

May 14 - May 17

found 15 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Portland (PWM)

A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free WiFi in public areas is also provided.

Portland Harbor Hotel

Downtown Portland

$535

per person

Mar 26 - Mar 30

found 14 hours ago

Roundtrip 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.

The McKernan Inn

$565

per person

Mar 26 - Mar 30

found 14 hours ago

Roundtrip 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.

Top Peaks Island hotels deals

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$85 total

Feb 19 - Feb 20

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like free self parking and a free cruise terminal shuttle.

Pool

Hot Tub

Portland Harbor Hotel

468 Fore Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$167 nightly

$185 total

Mar 5 - Mar 6

Total with taxes and fees

Pet friendly

Free WiFi

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$128 total

Mar 2 - Mar 3

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking and a safe deposit box are also offered on site.

Pet friendly

Free WiFi

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$141 total

Mar 1 - Mar 2

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

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME

Free Cancellation

$78 nightly

$86 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free area shuttle.

Pool

Free airport shuttle

Long Creek Hotel by IHG

171 Philbrook Ave South Portland ME

Free Cancellation

$83 nightly

$90 total

Feb 19 - Feb 20

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.

Pool

Hot Tub

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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 entertainment choices and great live music.

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 entertainment choices.

Frequently asked questions

How much are vacation packages to Peaks Island?

Starting at just $499, flight and hotel packages are an excellent way to stretch your travel budget. Watch out Peaks Island — here you come!

Where can I get the best vacation package deals for Peaks Island?

Travelocity is the only place you need to go to score a sensational Peaks Island package deal. Select from as many as 400 airlines and 1,000,000 properties all over the globe and craft a vacation package that suits your style. With this amount of choice, it's easy to plan your next big adventure.

Why should I purchase my Peaks Island vacation bundle via Travelocity?

Whether you're on the hunt for the ultimate unplugged vacation or you crave the hustle and bustle of a towering metropolis, booking everything with Travelocity saves you time, hassle and money. No need to search through hundreds of different websites to find the best deal — our Price Match Guarantee ensures you'll always get the lowest possible price, and our professional customer service experts are available 24/7 should you need them.

Can I save money on my Peaks Island car rental if I combine it with a hotel or flight?

Bundling your bookings into a Peaks Island vacation package will leave you with some serious savings. Book a flight and car; a hotel, flight and car; or a car and hotel. There's no better way to discover the greater Peaks Island area than from the comfort of your own rental car. You can also add tours and experiences to your Travelocity package.