Exclusive Little Diamond Island Vacation Deals

Little Diamond Island vacation package deals

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

Admiral Peary Inn

3 out of 5
Save 100% on your flight
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A coffee shop, a garden, and a snack bar/deli are also on offer.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
Nautical Mile

Nautical Mile

2.5 out of 5
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
A seasonal outdoor pool is featured at this aparthotel, along with free self parking. A picnic area and a computer station are also provided.
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. A terrace and a garden are also provided.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.

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 $749 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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
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
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

3.5 out of 5
158 Fore St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. A free beach shuttle is offered as well.
Free airport shuttle
Pet friendly
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET, Portland, ME
Free Cancellation
Reserve now, pay when you stay
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A safe deposit box is provided and the front desk is staffed around-the-clock.
Pet friendly
Free WiFi
Don't see what you're looking for?
See all available properties in Little Diamond Island
View all properties
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.

Best Lodging Options Near Little Diamond Island