Downtown Portland Vacation Packages 2025/2026 from $392

Downtown Portland flight + hotel vacation packages

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

Meadowmere Resort

$392

per person

Nov 7 - Nov 10

found 4 hours ago

Roundtrip flight included

Tampa (TPA) to Portland (PWM)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.

Cliff House Maine

Save 100% on your flight

$782

per person

Nov 7 - Nov 10

found 4 hours ago

Roundtrip flight included

Tampa (TPA) 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.

Nonantum Resort

Save 100% on your flight

$718

per person

Nov 16 - Nov 22

found 2 hours ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This Victorian hotel features a marina and 2 restaurants. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

InnSeason Resorts The Falls at Ogunquit

$492

per person

Nov 16 - Nov 22

found 2 hours ago

Roundtrip flight included

Minneapolis (MSP) 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.

Kennebunkport Captains Collection

$667

per person

Nov 1 - Nov 4

found 21 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) 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.

Top Downtown Portland hotels deals

The Westin Portland Harborview

157 High St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$223 nightly

$247 total

Sep 1 - Sep 2

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 Harbor Hotel

468 Fore Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$313 nightly

$346 total

Sep 1 - Sep 2

Total with 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

Holiday Inn Portland-By the Bay by IHG

88 Spring St, Portland, ME

Free Cancellation

$149 nightly

$165 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour 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

Hilton Garden Inn Portland Downtown Waterfront

65 Commercial St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$229 nightly

$253 total

Sep 1 - Sep 2

Total with 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

Portland Regency Hotel & Spa

20 Milk Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$208 nightly

$231 total

Sep 1 - Sep 2

Total with 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

Hampton Inn Portland Downtown - Waterfront

209 Fore St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$206 nightly

$228 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Don't see what you're looking for?

See all available properties in Downtown Portland

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.

Popular places to visit

State Theatre

4.5/5(88 reviews)

You can make plans for a show at State Theatre during your trip to Portland. Experience the area's acclaimed theater scene and entertainment choices.

Portland Museum of Art

4.5/5(255 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Wadsworth-Longfellow House

4/5(78 reviews)

You can spend an afternoon exploring the galleries in Wadsworth-Longfellow House during your trip to Portland. Stroll along the area's waterfront or experience its entertainment choices.

Frequently asked questions

How much are vacation packages to Downtown Portland?

Packages, which provide both flights and hotels in Downtown Portland, are priced from as little as $392. Turn your daydreams into reality and begin your booking with Travelocity today.

Where can I get the best vacation package deals for Downtown Portland?

You can grab amazing Downtown Portland package deals with Travelocity. Select from 400 air carriers and 1,000,000 worldwide properties and turn those travel dreams into reality.

Why should I book my Downtown Portland vacation bundle via Travelocity?

You'll not only enjoy great savings, but you can also access our round-the-clock support, quality service and a Price Match Guarantee. Journey across the world, uncover hidden sights and forge unforgettable memories — we'll take care of the important details.

Will I save money on my Downtown Portland car rental if I book it with a hotel or flight?

You sure can — and booking one of our Downtown Portland vacation packages is the best way to do this. Bundle any combination of a hotel, car, flight and experience and score awesome discounts. The more you book, the more you save. There are loads of top attractions in and around Downtown Portland to put on your bucket list, including Fenway Park (100 mi from Downtown Portland). Nothing tops exploring places like this with the freedom of your own wheels.

What is there to do in Downtown Portland?

Grab your vacation itinerary and make a note of Portland Museum of Art and Wadsworth-Longfellow House. They're two of the top attractions in Downtown Portland.