Little Diamond Island Vacation Deals: Little Diamond Island, Portland Vacations

Little Diamond Island vacation package deals

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

River View Resort

Save 100% on your flight

per person

Sep 9 - Sep 15

found 12 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

This motel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.

The Docent's Collection

Downtown Portland

Save 100% on your flight

per person

Sep 9 - Sep 14

found 1 day ago

Roundtrip non-stop 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 and dry cleaning are also provided.

Inn By The Sea

Save 100% on your flight

per person

Sep 9 - Sep 14

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Ogunquit River Inn & Suites

Save 100% on your flight

per person

Sep 9 - Sep 15

found 12 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.

InnSeason Resorts The Falls at Ogunquit

Save 100% on your flight

per person

Sep 9 - Sep 15

found 12 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

This motel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities and barbecue grills are also provided.

Cliff House Maine

Save 100% on your flight

per person

Oct 11 - Oct 16

found 15 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

Frequently asked questions

How much are vacation packages to Little Diamond Island?

Let Travelocity take all the hard work out of arranging your trip to Little Diamond Island. Take a look at our fabulous $622 package deal and save both time and money. With your flights and hotel locked in, you can channel your energy into planning the fun parts of your adventure — like crossing off those well-known attractions!

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

With around 400 airlines and 1,000,000 properties around the world, you can't go wrong with Travelocity. Look through our comprehensive range and pick up the best Little Diamond Island package deal. Isn't it amazing when vacation planning is that easy?

Why should I purchase my Little Diamond Island vacation package via Travelocity?

By booking your hotel, flights, car rental and activities all in the one place, you'll save big bucks as well as precious time. All our bookings come with an expert team of customer service specialists available 24/7, and you'll know that you'll always be getting the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book the getaway of your dreams today and get packing!

Top Little Diamond Island hotel deals

Large, light filled 4 bedroom house - walk to ocean and ferry

This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Inn On Peaks Island

33 Island Avenue, Peaks Island, ME

$365 nightly

$398 total

Aug 3 - Aug 4

Total includes taxes and fees

A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. Wedding services are provided for your convenience.

Parking included

Free WiFi

Portland Regency Hotel & Spa

20 Milk Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$300 nightly

$332 total

Aug 27 - Aug 28

Total includes 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

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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.