Peaks Island Vacation Packages 2026 from $553

Peaks Island flight + hotel vacation packages

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

Portland Harbor Hotel

Downtown Portland

$553

per person

Feb 20 - Feb 23

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) 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 Docent’s Collection – Thompson Block

Downtown Portland

$714

per person

Mar 19 - Mar 22

found 20 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Portland Regency Hotel & Spa

Downtown Portland

$583

per person

Feb 20 - Feb 23

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Portland (PWM)

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.

Inn By The Sea

$801

per person

Mar 19 - Mar 22

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Blind Tiger Portland - Danforth Street.

West End

$675

per person

Feb 20 - Feb 23

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Portland (PWM)

This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.

Top Peaks Island hotels deals

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$88 total

Jan 11 - Jan 12

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

The Westin Portland Harborview

157 High St Portland ME

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$108 total

Jan 25 - Jan 26

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Spa

Pet friendly

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$148 total

Jan 4 - Jan 5

Total with taxes and fees

Hot Tub

Spa

Tru by Hilton Portland Airport Area

369 Maine Mall Road South Portland ME

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$73 total

Feb 1 - Feb 2

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. 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. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Free airport shuttle

Portland Harbor Hotel

468 Fore Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$162 total

Jan 15 - Jan 16

Total with taxes and fees

Pet friendly

Free WiFi

Canopy by Hilton Portland Waterfront

9 Center Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$135 total

Jan 7 - Jan 8

Total with taxes and fees

This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.

Pet friendly

Free WiFi

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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 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 entertainment choices.

Frequently asked questions

How much are vacation packages to Peaks Island?

Starting at just $553, 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.