Raymond Vacations from $599
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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.
84 Main
$599
per person
Dec 17 - Dec 20
found 20 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 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
8.8/10 Excellent! (357 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 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.
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.
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.
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.
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.
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.
Raymond 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
Nov 1 - Nov 2
Total with taxes and fees
8.2/10 Very Good! (1,806 reviews)
"Ok, but very small bathroom"
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 (1,197 reviews)
"Taking the stairs up to the second floor first set of stairs had no railing carpeting was filthy and there was debris at the bottom of the stairs. A gap that caused you to trip and missing to knobs. Bathroom and sink were stopped up and backed water up into the tub and the same thing happened with ..."
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 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 $599 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?
- Pick your dates: What you want to do in Raymond and your favorite season will help you decide when to travel.
- 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.
- 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.
- 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.
- 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.
- 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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- Visit Bailey Island
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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.
