Portland Vacation Packages 2025/2026 from $328

Portland flight + hotel vacation packages

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

Hutton Hotel

West End

Save 100% on your flight

$328

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Nashville (BNA)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Self parking, dry cleaning, and luggage storage are also offered.

Virgin Hotels Nashville

Downtown Nashville

$718

per person

Nov 2 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Nashville (BNA)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and rooftop terrace.

1 Hotel Nashville

Downtown Nashville

Save 100% on your flight

$617

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Nashville (BNA)

A full-service spa, 2 restaurants, and A 24-hour gym are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.

Dream Nashville, by Hyatt

Downtown Nashville

Save 100% on your flight

$465

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Nashville (BNA)

This hotel features 5 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A restaurant, a 24-hour front desk, and concierge services are also provided.

Bluegreen Downtown Nashville

Downtown Nashville

$571

per person

Nov 2 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Nashville (BNA)

This hotel features free WiFi in public areas, concierge services, and valet parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Top Portland hotels deals

Spark by Hilton Nashville at Opryland

2516 Music Valley Dr, Nashville, TN

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$100 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. There's a computer station and multilingual staff can provide around-the-clock assistance.

Breakfast included

Pet friendly

Wingate by Wyndham Goodlettsville

202 Northgate Cir, Goodlettsville, TN

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$80 total

Oct 6 - Oct 7

Total with taxes and fees

This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.

Pool

Breakfast included

Best Western Suites Near Opryland

201 Music City Circle, Nashville, TN

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$121 total

Oct 21 - Oct 22

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Comfort Inn Nashville - Opryland Area

2460 Music Valley Drive, Nashville, TN

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$96 total

Sep 29 - Sep 30

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Express check-out is provided and the front desk is staffed around-the-clock.

Pool

Breakfast included

Hyatt Place Nashville Opryland

220 Rudy Cir, Nashville, TN

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$138 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and an area shuttle.

Pool

Breakfast included

La Quinta Inn & Suites by Wyndham Goodlettsville - Nashville

120 South Cartwright Court, Goodlettsville, TN

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$98 total

Oct 1 - Oct 2

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

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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

Sumner Crest WInery

You can enjoy a tasting or tour at Sumner Crest WInery during your travels to Portland. You can enjoy the coffeehouses while in the area.

Cold Springs Museum

You can spend time studying the exhibits at Cold Springs Museum in Portland. Take in the festivals while you're in the area.

Portland City Hall

Portland City Hall is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Take in the festivals while you're in the area.

Frequently asked questions

How much are vacation packages to Portland?

With Travelocity vacation packages, you could live it up in Portland for as little as $328. Hotels, flights and experiences — we've got it covered. You'll save tons just for bundling your bookings. And with all of that taken care of before leaving, you can sit back, relax and not worry about a thing.

How long should my Portland vacation be?

Generally, 2 nights is how long most travelers spend checking out Portland. Worried that won't be enough time to get to all the things on your bucket list? Stay a couple more nights to make the most of your trip.

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

Your dream escape is waiting for you at Travelocity. With access to 400 airline partners and 1,000,000 properties across the globe, finding the best Portland package deal couldn't be easier.

Why should I book my Portland vacation bundle via Travelocity?

Nothing tops the satisfaction of knowing you've just bagged the best deal around — that's our Price Match Guarantee. Add to that our impressive range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.

Will I save money on my Portland car rental if I book it with hotels and flights?

Absolutely — bundle your hotel, flight and car into a Portland vacation package and you'll save tons. With so much to uncover in and around Portland, that rental car will come in handy. Once you've slid into the driver's seat, turn up the stereo and find your way to Churchill Downs, an unmissable attraction approximately 120 mi from Portland.

Which airport is best for Portland?

The top airport for Portland is Nashville Intl. Airport (BNA). It's situated 30 mi north of downtown.

What is there to do in Portland?

Take advantage of the excellent photo-ops at Sumner Crest WInery, one of the most prominent attractions in Portland. There's plenty more to discover in this great city, so give yourself enough time to see some of its lesser-known gems.

Where should I stay when visiting Portland?

Many travelers choose to hit the hay at the SureStay Plus Hotel By Best Western Portland Route 52 West. It's a great base for your Portland vacation.