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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $726, price is now $599 per person
$599
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
Great location Friendly very good Easy everything

Reviewed on Jan 1, 2026

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $873, price is now $685 per person
$685
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
This was a great stay! Had everything we wanted. Location was excellent.

Reviewed on Dec 24, 2025

Classic Inn

Classic Inn

2 out of 5
Price was $1,221, price is now $980 per person
$980
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
7.2/10 Good! (589 reviews)
It was a simple clean room for a single overnight stay. That was all we needed.

Reviewed on Nov 14, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $858, price is now $697 per person
$697
per person
Feb 13 - Feb 15
found 9 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
9.6/10 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

Inn By The Sea

Inn By The Sea

4 out of 5
Price was $935, price is now $770 per person
$770
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
9.4/10 Exceptional! (288 reviews)
Room was ready early friendly staff and room is better than expected

Reviewed on Nov 16, 2025

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Discover the most popular places to visit in Raymond

Rattlesnake Mountain Trail

5/5(1 review)

You can take time to visit Rattlesnake Mountain Trail during your travels to Raymond. Wander the lakeside in this family-friendly area.

Rattlesnake Mountain Trail

Raymond Hotel Deals

Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape

Raymond ME
10/10 Exceptional! (48 reviews)
This little cabin was so clean and comfortable!! Very well equipped kitchenette. Comfortable bed too. Everything we needed and more!

Reviewed on Sep 29, 2025

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Sebago Lake Cottage on Raymond Cape
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
$80 nightly
The price is $88 total per night from Jan 11 to Jan 12
$88 total
Jan 11 - Jan 12
Total with taxes and fees
7.8/10 Good! (1,307 reviews)
The airport shuttle was very convenient and appreciated on an early and snowy Christmas Eve morning. Night and morning desk staff were very helpful and friendly.

Reviewed on Dec 26, 2025

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Jan 20 to Jan 21
$108 total
Jan 20 - Jan 21
Total with taxes and fees
8.8/10 Excellent! (1,002 reviews)
Staff was so friendly and had great dining recommendations. Room was super clean. Hotel was quiet and located in a perfect spot around the corner from the comedy show we went to see. Everything was so nice and good luck to the ginger bread house decoration competitors! We hope our choice wins!

Reviewed on Dec 22, 2025

The Westin Portland Harborview
See all 2,700 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 $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?

  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.