Old Port Vacation Packages 2025 from $719

Old Port flight + hotel vacation packages

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

Comfort Inn & Suites Scarborough - Portland

per person

Jul 25 - Jul 31

found 6 hours ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

per person

Jul 6 - Jul 13

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) 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.

AWOL Kennebunkport

Save 100% on your flight

per person

Jul 11 - Jul 15

found 22 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Portland (PWM)

This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free buffet breakfast each morning. Express check-out and luggage storage are also provided.

Kennebunkport Captains Collection

Save 100% on your flight

per person

Jul 19 - Jul 23

found 22 hours ago

Roundtrip flight included

Houston (IAH) to Portland (PWM)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.

Chebeague Island Inn

per person

Jul 19 - Jul 23

found 22 hours ago

Roundtrip flight included

Houston (IAH) to Portland (PWM)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate perks like free WiFi and a free ferry terminal shuttle. A garden, a lobby fireplace, and a picnic area are also on offer.

Popular places to visit

Cross Insurance Arena

4/5(83 reviews)

Catch an event at Cross Insurance Arena during your trip to Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.

Casco Bay Lines Ferry Terminal

5/5(6 reviews)

Explore the waterfront in Portland with a trip to Casco Bay Lines Ferry Terminal. Discover the top-notch restaurants and great live music in this family-friendly area.

Fore Street Gallery

You can spend an afternoon studying the exhibits at Fore Street Gallery during your trip to Portland. Experience the area's acclaimed theater scene and entertainment choices.

Frequently asked questions

How much are vacation packages to Old Port?

Travelocity offers great package deals to Old Port, as well as flights and hotels, starting at just $719. With all the cash you save, you could book some popular tours or possibly even add on some extra nights to your vacation.

Where can I get the best vacation package deals for Old Port?

It’s hard to top Travelocity when it comes to crafting your Old Port package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to select from. Plan your escape now and get ready to tick another exciting place off your travel bucket list.

Why should I purchase my Old Port vacation package with Travelocity?

We make traveling the world easy. Whether you’re seeking a new destination to explore or want to make sure you get the best deal around, we’ve got you covered. Our 24/7 customer care, high-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.

Can I save money on my Old Port car rental if I combine it with hotels and flights?

Booking an Old Port vacation package with Travelocity is an easy way to save you money and time. Combine a car, hotel and flight, or any combination of them, and land awesome discounts. It’s also possible to add in some experiences. Once you’ve picked up the keys to the rental car, venture out of the neighborhood and see what this place has to offer. Approximately 100 mi from Old Port, Fenway Park is the perfect road trip.