Gray Vacation Packages 2025 from $409

Gray 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 29 - Sep 1

found 4 hours ago

Roundtrip flight included

Chicago (ORD) 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.

Nautical Mile

Save 100% on your flight

per person

Jul 13 - Jul 17

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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.

Hilton Garden Inn Portland Airport

Save 100% on your flight

per person

Aug 24 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Portland (PWM)

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. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

The Docent's Collection

Downtown Portland

Save 100% on your flight

per person

Jul 24 - Jul 26

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.

Canopy by Hilton Portland Waterfront

Downtown Portland

Save 100% on your flight

per person

Aug 7 - Aug 13

found 10 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Portland (PWM)

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.

Top Gray hotels deals

La Quinta Inn & Suites by Wyndham Portland

340 Park Ave, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$152 total

Jun 9 - Jun 10

Total includes taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the business center. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

The Westin Portland Harborview

157 High St, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$220 total

Jun 30 - Jul 1

Total includes 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

$281 nightly

$311 total

Jun 15 - Jun 16

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

Inn at St John Portland In-Town

939 Congress St, Portland, ME

$99 nightly

$108 total

Jun 8 - Jun 9

Total includes taxes and fees

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A lobby fireplace, a computer station, and luggage storage are also on offer.

Breakfast included

Pet friendly

Portland Regency Hotel & Spa

20 Milk Street, Portland, ME

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$199 total

Jun 8 - Jun 9

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

Casco Bay Hotel Portland Airport - Maine Mall, Ascend Hotel Collection

80 John Roberts Rd., South Portland, ME

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$97 total

Jun 9 - Jun 10

Total includes taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Business travelers can take advantage of the free WiFi in public areas. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.

Breakfast included

Free airport shuttle

Don't see what you're looking for?

See all available properties in Gray

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

Spring Meadows Golf Course

Enjoy a round of golf in Gray at Spring Meadows Golf Course. While you're in the area, find time to visit its shops.

Frequently asked questions

How much are vacation packages to Gray?

Get ready to be surprised — you can vacation in Gray for a paltry $409. 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.