Raymond Vacations from $584

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Your Raymond Vacation

Book a custom vacation package to Raymond and get ready for your next great adventure. Stay in the neighborhood of North Sebago, which is great for views and camping, for a real taste of this exciting city. If your trip to Raymond includes a little sightseeing, hit up major attractions such as Sebago Lake, Little Sebago Lake and St Josephs College. Stop dreaming and start traveling. Explore the wide range of options on Expedia today and finally put your Raymond vacation plans in motion!

The Latest Raymond vacation packages

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

The Kennebunk Inn

$584
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
8/10 Very Good! (810 reviews)
Cape Arundel Inn and Resort

Cape Arundel Inn and Resort

$1,269
per person
Dec 22 - Dec 26
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.8/10 Exceptional! (49 reviews)
A special hotel. Beautiful setting, unique one-of-kind inn. So very Maine coastal. Staff could not have been more appropriately available, helpful, kind. Lovely experience all around.

Reviewed on Oct 26, 2026

Nautical Mile

Nautical Mile

$801
per person
Dec 22 - Dec 26
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (25 reviews)
I've stayed at the Nautical Mile many times! The rooms are perfect for a get-away! The pool is always ready to cool off in and the people, both working at the Nautical Mile and guests are very friendly.

Reviewed on Sep 8, 2026

White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

Save 100% on your flight
$1,841
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
9.6/10 Exceptional! (124 reviews)
The Meadowmere Resort

The Meadowmere Resort

$922
per person
Dec 22 - Dec 26
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
8.6/10 Excellent! (1,007 reviews)
The property was very clean and well maintained. The staff were friendly and helpful. It’s the ideal location when attending the Ogunquit Playhouse. We didn’t have time to take advantage of them, but I was impressed by the many amenities available. The complimentary breakfast was adequate.

Reviewed on Oct 26, 2026

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Stay near popular Raymond attractions

Panther Pond

This 1,417-acre Maine lake offers crystal-clear waters perfect for both cold and warm water fishing. Rent a kayak to explore its tranquil shoreline or book a waterfront cottage for an extended summer retreat.
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Crescent Lake

Crescent Lake's crystal-clear waters stretch across 703 acres of Maine's scenic landscape. Paddle through the Tenney River connection to Panther Pond or cast a line for brook trout in this peaceful outdoor haven.
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Raymond Pond

Raymond Pond offers crystal-clear waters perfect for fishing, swimming, and kayaking in Maine's natural landscape. Early mornings reveal wildlife and mirror-like reflections across this serene freshwater gem.
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Raymond Cape

This tranquil peninsula extends into Sebago Lake, offering pristine waterfront views and natural Maine beauty. Rent a lakeside cottage for private swimming and spectacular sunset reflections across the clear waters.
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Rattlesnake Mountain Trail

8.0/10 (3 reviews)
This moderate Maine trail rewards hikers with breathtaking panoramas of Sebago Lake and the Lakes Region. Traverse pine forests to reach multiple viewpoints where the landscape unfolds in spectacular fashion.
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Ramond Beach

This sandy shoreline on Sebago Lake's Jordan Bay offers clear waters perfect for swimming and boating. Enjoy a tranquil day with free parking and easy access for families seeking a refreshing lake experience.
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Raymond Hotel Deals

The Westin Portland Harborview

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
The Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME
Fully refundable
$83 nightly
$92 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (1,817 reviews)
"Easy check in and parking. Nice staff. Clean and comfortable room. Reasonable price. Close to downtown Portland."

Reviewed on Oct 26, 2026

Clarion Hotel Portland Airport ME
Quality Inn & Suites South Portland

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 (1,204 reviews)
"Older facility that needs some care"

Reviewed on Oct 26, 2026

Quality Inn & Suites South Portland
See all 2,862 properties in Raymond
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 Raymond Vacation Packages

Raymond Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
4,600
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Sebago Lake State Park, Seacoast Adventure and Maine Wildlife Park

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Frequently asked questions

How much does a Raymond vacation package cost?
You can snap up a vacation package to this destination from $584 on Expedia. But how much your vacation to Raymond costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Raymond?
If you'd like to snag a cheap Raymond vacation package, consider traveling in November, December and January. You're likely to find lower prices on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Raymond?
When planning your Raymond vacation, a few days will be enough to see the best spots. Make sure to stop by Crescent Lake — it's one of the most popular sights in this destination. If you want more adventure, think about basing yourself here and heading off on some day tours from Raymond.
Is it worth booking a vacation package to Raymond?
It's easy to see why a Raymond vacation is on the must-do list of many travelers. Leading attractions like Panther Pond are just the start of things to see and do here.
How to find the best Raymond package deals?
Start your search for a Raymond package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Raymond package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Raymond adventure off to a flying start.
Is it cheaper to book a Raymond vacation as a package?
You can enjoy significant savings on your Raymond escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Raymond?
If you have your Raymond travel dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Raymond?
  1. Pick your dates: What you want to do in Raymond and your favorite season will help you decide when to travel.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and flights. Your hotel will probably be the biggest expense during your trip to Raymond.
  3. Use Expedia's trip planning tool to explore Raymond: Research every aspect of your trip to Raymond with this comprehensive planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Determine how many days away: Start by listing all the attractions and activities you'd like to experience in Raymond. Then, estimate how long you'll need for each, as well as any travel time.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Raymond vacation package that brings all your bookings together.
  6. Book any activities or day trips: Now to the fun part — organizing everything you want to do and see. Explore some of the incredible things to do in Raymond and book your tickets early to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Raymond vacation packages?
Set off on your dream trip to Raymond with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until the next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snag great deals while they last.

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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.