Gray Vacations from $540

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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.
Spinneys Guesthouse & Beach Cottages

Spinneys Guesthouse & Beach Cottages

3 out of 5
Price was $661, price is now $540 per person
$540
per person
Feb 18 - Feb 22
found 12 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
18/10 Exceptional! (68 reviews)
Quaint beach village. Historic and lovely fishing village

Reviewed on Oct 22, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $983, price is now $707 per person
$707
per person
Jan 15 - Jan 18
found 18 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
18.8/10 Exceptional! (1,001 reviews)
We had an amazing getaway. The property and its amenities are fantastic. Highly recommend

Reviewed on Nov 23, 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $999, price is now $798 per person
$798
per person
Dec 29 - Jan 1
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
18.8/10 Exceptional! (649 reviews)
Room was so comfortable and clean. Fireplace was a nice amenity. Great shower. Staff was so friendly and kind. Delicious breakfast. Wonderful location, fantastic stay.

Reviewed on Nov 19, 2025

AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Price was $1,028, price is now $822 per person
$822
per person
Dec 29 - Jan 1
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
18.8/10 Exceptional! (225 reviews)
Wonderful stay, will definitely return. Great breakfast and we loved bringing our dog. Storage solutions in the form of more shelving and drawers in bathroom/shower and in main room to allow full unpacking seems like an easy fix.

Reviewed on Nov 21, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $1,457, price is now $1,191 per person
$1,191
per person
Dec 29 - Jan 1
found 7 hours ago
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
19.2/10 Exceptional! (161 reviews)
The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!

Reviewed on Nov 23, 2025

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Discover the most popular places to visit in Gray

Maine Wildlife Park

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.

Maine Wildlife Park

Gray Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Nov 30 to Dec 1
$92 total
Nov 30 - Dec 1
Total with taxes and fees
7.8/10 Good! (1,251 reviews)
Yes we loved room 511 with the pull out bed chair !

Reviewed on Nov 19, 2025

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $154 total per night from Nov 30 to Dec 1
$154 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,676 reviews)
Excellent location, helpful front desk, quiet, clean, well-appointed room.

Reviewed on Nov 18, 2025

Portland Harbor Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $81 total per night from Nov 30 to Dec 1
$81 total
Nov 30 - Dec 1
Total with taxes and fees
7.8/10 Good! (1,313 reviews)
The bathroom needed more cleaning. Baseboards hadn’t been dusted in a long time, looked like mold around sink and bath tub was very slippery.

Reviewed on Nov 22, 2025

DoubleTree by Hilton Hotel Portland
See all 2,054 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 $540 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.