Raymond Vacations from $340

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Photo by Karen Rinaldo-green

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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $452, price is now $340 per person
$340
per person
Jan 23 - Jan 25
found 4 hours ago
Roundtrip non-stop flight included
New York (LGA) to Portland (PWM)
19.2/10 Exceptional! (161 reviews)
Wish they had a liquor license and could do a cocktail hour in addition to a breakfast service. Wish they had just a tad more breakfast options. Really wish they had a key pad and front door access! LOVED the fire places in every room. Property manager was lovely and friendly. Loved the snacks available and variety.

Reviewed on Oct 27, 2025

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Price was $584, price is now $456 per person
$456
per person
Jan 23 - Jan 25
found 4 hours ago
Roundtrip non-stop flight included
New York (LGA) to Portland (PWM)
19.2/10 Exceptional! (119 reviews)
Adorable spot in Portland, great location, really cool concept. Felt like an upgraded vacation rental. You don’t have the whole place to yourself but it basically feels like it. Check in and everything was seamless. The local recommendations, games, and snacks were a nice touch. We loved plays scrabble and drinking wine in the parlor. We do wish some items were a bit nicer given the cost. The bathroom could've had nicer facilities (cheap toilet seat, low water pressure) our bed was a rickety. The breakfast delivered was a nice touch but the contents itself kinda fell flat, not as curated as the website made it seem. Overall we still enjoyed our stay and the concept, but the website may have upsold it a bit.

Reviewed on Nov 11, 2025

The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block

2 out of 5
Downtown Portland
Price was $526, price is now $416 per person
$416
per person
Jan 23 - Jan 25
found 4 hours ago
Roundtrip non-stop flight included
New York (LGA) to Portland (PWM)
20/10 Exceptional! (2 reviews)
Really nice and clean new hotel!

Reviewed on Oct 27, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,244, price is now $989 per person
$989
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
18.8/10 Exceptional! (1,001 reviews)
What an amazing experience! Definitely heading back there

Reviewed on Nov 18, 2025

The Kennebunk Inn

The Kennebunk Inn

2.5 out of 5
Price was $592, price is now $476 per person
$476
per person
Dec 26 - Dec 31
found 5 hours ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
15.6/10 Exceptional! (745 reviews)
The room was very clean , the front staff was very helpful and sweet! Only thing that was a downside (but makes sense) due to the age of the building you can hear everything. If you are a light sleeper bring a fan to drown out some noise ! Hopefully will be back soon!

Reviewed on Nov 9, 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
$83 nightly
The price is $92 total per night from Nov 21 to Nov 22
$92 total
Nov 21 - Nov 22
Total with taxes and fees
7.8/10 Good! (1,231 reviews)
Room was clean.everything worked . Staff was helpful and friendly.

Reviewed on Nov 11, 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
$89 nightly
The price is $98 total per night from Dec 7 to Dec 8
$98 total
Dec 7 - Dec 8
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Clean room. Staff corrected a booking issue promptly.

Reviewed on Nov 9, 2025

The Westin Portland Harborview
See all 2,720 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 $340 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.