Gray Vacations from $521

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Your Gray Vacation

Book a custom vacation package to Gray and start looking forward to your next great escape. Consider basing yourself in the neighborhood of Falmouth Foreside, which is good for views and watersports, for a true taste of this interesting city. Searching for some sightseeing tips for your trip to Gray? Little Sebago Lake and Spring Meadows Golf Course are two major attractions here. Don't put off your visit to this city any longer. Your ultimate Gray vacation is a few clicks away with Expedia.

The Latest Gray vacation packages

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $836, price is now $521 per person
$521
per person
Sep 16 - Sep 20
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
9/10 Wonderful! (1,008 reviews)
Clean room , great and friendly staff , great location

Reviewed on Jul 13, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,520, price is now $1,038 per person
$1,038
per person
Sep 4 - Sep 7
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
8.6/10 Excellent! (1,000 reviews)
Everyone who worked there was helpful and very friendly.

Reviewed on Jul 13, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $4,005, price is now $2,805 per person
$2,805
per person
Sep 27 - Oct 2
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (188 reviews)
We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again.

Reviewed on Jun 26, 2026

Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
Price was $1,201, price is now $867 per person
$867
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
8.8/10 Excellent! (79 reviews)
An absolutely beautiful property and staff were incredibly kind and helpful! We had a late arrival and the two young gentlemen were waiting at the dock and they helped my sister and I with all our bags. The entire property was very clean and there were incredible views of the water and golf course. Looking forward to returning!

Reviewed on Jun 27, 2026

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
Price was $1,248, price is now $906 per person
$906
per person
Sep 10 - Sep 13
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (198 reviews)
Unusual place to stay; in a renovated former army base. Huge rooms, gorgeous recent renovation/reconstruction.Expensive!

Reviewed on Jul 12, 2026

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Stay near popular Gray attractions

Maine Wildlife Park

9.0/10 (18 reviews)
The Maine Wildlife Park showcases over 30 native species that cannot survive in the wild. Observe moose, black bears, and eagles in naturalistic habitats while learning about Maine's remarkable fauna.
See properties

Gray Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
$144 nightly
The price is $159 total per night from Jul 26 to Jul 27
$159 total
Jul 26 - Jul 27
Total with taxes and fees
8.2/10 Very Good! (1,556 reviews)
"Love the hot tub although it obviously was not cleaned after closing between 10p-6a There were no towels available at 6:30 am The floor surface of the pool area needs attention. The pebble surface is loose and pulling up in some ares and pebbles are getting tracked int to pool. We enjoyed using the ..."

Reviewed on Jul 13, 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
$423 nightly
The price is $468 total per night from Jul 26 to Jul 27
$468 total
Jul 26 - Jul 27
Total with taxes and fees
9.4/10 Exceptional! (1,784 reviews)
"Our stay was great - the location of this hotel is perfect, the staff was friendly and our room was really nice. Every morning, there was a fully stocked pantry with snacks and drinks for guests on each floor. We had a great stay and would recommend this place highly!"

Reviewed on Jul 12, 2026

Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
$323 nightly
The price is $357 total per night from Jul 26 to Jul 27
$357 total
Jul 26 - Jul 27
Total with taxes and fees
9.4/10 Exceptional! (1,268 reviews)
"Clean rooms,welcoming stagf"

Reviewed on Jul 13, 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,231 properties in Gray
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.

Find the Best Gray Vacation Packages

Gray Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
880
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Seacoast Adventure, Maine Wildlife Park and Bradbury Mountain State Park

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Frequently asked questions

How much does a Gray vacation package cost?
Offering excellent value package deals from $521 on Expedia, you'll be surprised at how little a vacation to Gray costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Gray?
You can typically find lower rates and greater availability in November, December and January. Take a look at our cheap Gray vacation packages and you could score some great off-season discounts.
How many days is enough for Gray?
Usually, a handful of days is enough to check out the main sights during your Gray vacation. However, if you prefer to have some time to relax or take day trips, think about extending your trip.
How to find the best Gray package deals?
Use Expedia's filters to help you find some of the best Gray package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Gray package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Gray vacation as a package?
You can enjoy significant savings on your Gray getaway by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Gray?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Gray vacation.
Does Expedia offer Book Now, Pay Later Gray vacation packages?
If you're like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Gray vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.