Old Port Vacation Packages 2025 from $568

Old Port flight + hotel vacation packages

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

River View Resort

Save 100% on your flight

per person

Aug 7 - Aug 12

found 18 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

per person

Jun 18 - Jun 23

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) 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 10 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.

Nautical Mile

per person

Jun 19 - Jun 22

found 13 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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

per person

Jul 3 - Jul 7

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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 Old Port hotels deals

Portland Harbor Hotel

468 Fore Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$188 nightly

$246 total

May 26 - May 27

Total includes taxes and fees

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.

Pet friendly

Free WiFi

Portland Regency Hotel & Spa

20 Milk Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$188 total

May 26 - May 27

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

Hyatt Place Portland-Old Port

433 Fore St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$175 nightly

$194 total

May 18 - May 19

Total includes taxes and fees

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. A restaurant, a 24-hour front desk, and a coffee shop are also provided.

Free airport shuttle

Pet friendly

Canopy by Hilton Portland Waterfront

9 Center Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$253 nightly

$280 total

May 18 - May 19

Total includes 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

Hilton Garden Inn Portland Downtown Waterfront

65 Commercial St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$209 nightly

$231 total

May 26 - May 27

Total includes taxes and fees

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

Pool

Hot Tub

Courtyard Portland Downtown/Waterfront

321 Commercial St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$178 total

May 18 - May 19

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 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

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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

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 $568. 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.