Gray Vacation Packages 2026 from $659

Gray flight + hotel vacation packages

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

Ogunquit River Inn & Suites

Moody

$659

per person

Oct 18 - Oct 22

found 21 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.

Evalina Hotel

Downtown Portland

Save 100% on your flight

$1,610

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Portland (PWM)

Free WiFi in public areas is available at this aparthotel. Take advantage of the self parking.

Blind Tiger Portland - Danforth Street.

West End

Save 100% on your flight

$1,474

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Portland (PWM)

This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. Luggage storage is also provided.

Portland Harbor Hotel

Downtown Portland

$1,003

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) 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.

The Weldon Hotel

Downtown Portland

$1,190

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Portland (PWM)

A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Free WiFi in public areas is also provided.

Top Gray hotels deals

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

Free Cancellation

$93 nightly

$101 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Free Cancellation

$131 nightly

$145 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like free self parking and a free cruise terminal shuttle.

Pool

Hot Tub

Quality Inn & Suites South Portland

738 Main Street South Portland ME

Free Cancellation

$97 nightly

$106 total

Aug 18 - Aug 19

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. A garden and a picnic area are also provided.

Breakfast included

Pet friendly

Portland Regency Hotel & Spa

20 Milk Street Portland ME

$309 nightly

$342 total

Aug 30 - Aug 31

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

Comfort Inn South Portland Airport

90 Maine Mall Rd South Portland ME

Free Cancellation

$114 nightly

$125 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of the express check-out, laundry service, and free train station pick-up. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Free airport shuttle

Fireside Inn & Suites Portland

81 Riverside St Portland ME

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$111 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.

Pool

Hot Tub

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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.

Stay near popular Gray attractions

Maine Wildlife Park

9.0/10 (18 reviews)

Take the family on an outing to Maine Wildlife Park during your trip to Gray. While you're here, you can savor the top-notch restaurants.

See properties

Frequently asked questions

How much are vacation packages to Gray?

Get ready to be surprised — you can vacation in Gray for a paltry $659. Let Travelocity save you money and hassle with our fantastic vacation packages. With experiences, hotels and flights all ready to go, why put it off?

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

Travelocity has everything you need to score a great Gray package deal. Take your pick of 400 partner airlines and 1,000,000 properties around the world and create a vacation package that suits your style. With so much choice, it's easy to organize your next big adventure.

Why should I book my Gray vacation bundle via Travelocity?

Because we believe in crafting unforgettable vacation experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our support team is on hand 24/7 to make sure you'll never roam alone. We also have a Price Match Guarantee, so you can secure your trip knowing you've landed the best deal possible.

Can I save on my Gray car rental if I book it with hotels and flights?

Combining your flight, car and hotel into a Gray vacation package is a surefire way to land the best prices. Plus, having your own rental car gives you freedom to get to all those famous sights you're hoping to explore. Sitting 110 mi away from Gray, Fenway Park is one place that should be on your agenda. Load up the car and make a day trip of it.

Which airport is best for Gray?

Portland Intl. Jetport Airport (PWM) is where many travelers step off the plane. You'll find it located around 17 mi south from inner Gray. You can also check out the deals to Augusta State Airport (AUG), which is 40 mi away from central Gray.

What is there to do in Gray?

Snap up the excellent photo-ops at Spring Meadows Golf Course, one of the most well-known attractions in Gray. There's plenty more to discover in this exciting city, so make sure you have enough time to explore some off-the-beaten-path gems.

Where should I stay when visiting Gray?

If you're searching for someplace comfortable to lay your head, have a look at the [Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger](https://www.travelocity.com/Gray-Hotels-Edgewater-Retreat-On-Little-Sebago-Lake-Lakefront-WSauna-EV-Charger.h101762094.Hotel-Information). It's the top choice for many travelers.