Raymond Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Karen Rinaldo-green

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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!

Top Raymond Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
Great option to explore Portland.

Reviewed on Aug. 3, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,542 reviews)
We were pleased with the neighborhood and our actual room. The staff member who checked us in seemed intoxicated and smelled strongly of alcohol. We were told we had a credit to use in the hotel but were charged and never received the credit. The room was very clean and the bed was comfortable. We enjoyed the historic neighborhood.

Reviewed on Aug. 4, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Oct 16 - Oct 19
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
The Cliff House is a one of a kind! Always a fantastic visit!

Reviewed on Aug. 1, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.6/10 Exceptional! (149 reviews)
Small bathroom. No safe. No storage space. Everything else was above average.

Reviewed on Jul. 16, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
per person
Sep 15 - Sep 20
found 2 hours ago
Roundtrip flight included
Edmonton (YEG) to Portland (PWM)
9.6/10 Exceptional! (274 reviews)
It was one of the best getaways we have ever been on. Thank you for your hospitality.

Reviewed on Jun. 13, 2025

Ready to book your vacation to Raymond?

 

Choose your dates

Raymond Hotel Deals

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Aug 24 to Aug 25
CA $151
CA $165 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,110 reviews)
"I enjoyed my stay and thought was excellent value for the money. For old property it has been kept up well. I enjoyed they had pool and strong AC in the rooms."

Reviewed on Aug. 3, 2025

Days Inn by Wyndham Airport/Maine Mall
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is CA $131 per night from Aug 7 to Aug 8
CA $131
CA $143 total
Aug 7 - Aug 8
includes taxes & fees
7.4/10 Good! (111 reviews)
"Great place to stay"

Reviewed on Aug. 1, 2025

Germaine Inn South Portland
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Sep 1 to Sep 2
CA $180
CA $200 total
Sep 1 - Sep 2
includes taxes & fees
7.6/10 Good! (1,044 reviews)
"Great option to explore Portland."

Reviewed on Aug. 3, 2025

Ramada Plaza by Wyndham Portland
See all 2,838 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Raymond vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,196 on Expedia. However, 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?
To pick up cheap Raymond vacation packages, plan your trip outside of peak times such as public holidays. You'll generally find better availability and lower prices when it's less busy.
How many days is enough for Raymond?
You can visit all the major attractions in Raymond in a few days, including the must-see Point Sebago Golf Resort. If you're looking for a longer Raymond vacation, look at what sort of activities and excursions are available close by.
Is it worth booking a vacation package to Raymond?
Raymond is a good vacation destination with attractions like Panther Pond among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, a Raymond vacation promises fun for everyone.
How to find the best Raymond package deals?
Begin your search for a Raymond package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Raymond package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Raymond adventure underway.
Is it cheaper to book a Raymond vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Raymond getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Raymond?
Score incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Raymond adventure.
How to plan a trip to Raymond?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Raymond.
  2. Plan your budget wisely: On top of the cost of your hotel, you should consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may arise during your trip to Raymond.
  3. Decide how many days away: Start by compiling a list of the sights and activities you want to experience in Raymond. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the perfect Raymond vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.