
Gray Vacations from $571
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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.

Inn By The Sea
$571
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Portland (PWM)
9.6/10 Exceptional! (333 reviews)
Great pet friendly resort that allowed the dog to remain in the room while dining in the restaurant. Pet was allowed in the lounge area where they offered the same dining room menu, if you wanted to bring you pet along
. Pet treats and food and water dishes already in place in the room.
Reviewed on Oct 22, 2026

The Meadowmere Resort
$919
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,008 reviews)
It felt like a Motel and not a Hotel. If you never been there before what the picture shows is the opposite of what you get. The pool and the hot tub are in a different building that you have to drive to if you want to use them. That’s not a relaxing weekend for us.
Reviewed on Oct 22, 2026

84 Main
$599
per person
Dec 17 - Dec 20
found 8 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Portland (PWM)
9.8/10 Exceptional! (58 reviews)
The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.
Reviewed on Jul 17, 2026

Waldo Emerson Inn
$987
per person
Dec 28 - Jan 2
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (354 reviews)
Our stay at the Waldo Emerson was nothing short of exceptional! From the moment we arrived, Amelia welcomed us with warm hospitality, and every detail of this charming property made us feel right at home.
The accommodations were comfortable and full of character, and the property itself is absolutely beautiful. Each morning, we looked forward to a delicious, fresh, and thoughtfully prepared breakfast that was the perfect start to our day.
What truly made our experience special were the wonderful sightseeing and dinner recommendations. Amelia and Ron are phenomenal hosts who go above and beyond to ensure their guests have a memorable stay. Their genuine warmth, local knowledge, and attention to detail made our visit to Kennebunkport even more enjoyable.
The Waldo Emerson is an outstanding choice for anyone looking for a charming bed and breakfast in Kennebunkport. We thoroughly enjoyed our stay and would gladly return. We highly recommend it to anyone seeking the perfect combination of comfort, charm, exceptional hospitality, and relaxation!
**A truly wonderful experience from start to finish!**
Reviewed on Oct 18, 2026

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.
Spring Meadows Golf Course
7.0/10 (2 reviews)
Named New England's Golf Course of the Year in 2021, Spring Meadows challenges with elevation changes and strategic water hazards. Savor the post-round experience in the Players' Lounge with 16 craft beers on tap.
Gray Hotel Deals

The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$108 nightly
$119 total
Nov 18 - Nov 19
Total with taxes and fees

Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
$83 nightly
$92 total
Oct 29 - Oct 30
Total with taxes and fees
8.2/10 Very Good! (1,798 reviews)
"The hotel feels outdated but the room was spacious and the bed was comfortable."
Reviewed on Oct 23, 2026

Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
$72 nightly
$79 total
Nov 11 - Nov 12
Total with taxes and fees
6.2/10 (1,194 reviews)
"Goood location"
Reviewed on Oct 23, 2026
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 $571 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.
Explore a world of travel with Expedia
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- Visit Bailey Island
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- Tripp Pond
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















