Raymond Vacations from $614

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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 $751, price is now $614 per person
$614
per person
Apr 3 - Apr 6
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.2/10 Wonderful! (1,668 reviews)
I had an amazing stay at the Portland Harbor Hotel. Everything was wonderful from start to finish. The staff were genuinely kind and helpful, the room was beautiful and comfortable, and the location was perfect for walking around the Old Port. It honestly may be the best hotel I have ever stayed at. I would absolutely stay here again and recommend it to anyone visiting Portland.

Reviewed on Feb 23, 2026

84 Main

84 Main

4 out of 5
Save 100% on your flight
Price was $956, price is now $669 per person
$669
per person
Apr 13 - Apr 19
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
10/10 Exceptional! (52 reviews)
Very spacious and relaxing. Nice view of Kennebunk quaint ice rink and Main Street. Coffee shop at Street level was a fantastic add! Beds and bedding were comfortable. Will visit again! Nothing lacking with respect to amenities.

Reviewed on Dec 29, 2025

The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $1,135, price is now $874 per person
$874
per person
May 8 - May 10
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Check-in and check-out are a breeze, easy access to a city parking lot on the block (needed as there was a snow ban on parking when I visited!). In terms of the space itself - clean, well appointed, spacious. Honestly a treat to stay here!

Reviewed on Feb 23, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $1,092, price is now $861 per person
$861
per person
May 8 - May 10
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The whole was cozy! Well curated style and knowledgeable staff.

Reviewed on Jan 5, 2026

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $874, price is now $698 per person
$698
per person
Apr 3 - Apr 6
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and responded to all of our wishes. However, the place is advertised as a hotel, but don’t expect services as in a hotel. It resembles more a short term rental home - no cleaning service and no lobby. Otherwise everything was very nice in the apartment and we had a great time.

Reviewed on Jan 3, 2026

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Discover the most popular places to visit in Raymond

Rattlesnake Mountain Trail

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

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 Mar 15 to Mar 16
$108 total
Mar 15 - Mar 16
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
Location, clean rooms, pleasant staff

Reviewed on Feb 23, 2026

The Westin Portland Harborview
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
$77 nightly
The price is $85 total per night from Mar 5 to Mar 6
$85 total
Mar 5 - Mar 6
Total with taxes and fees
8/10 Very Good! (1,381 reviews)
Great

Reviewed on Feb 25, 2026

Clarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $173 total per night from Mar 2 to Mar 3
$173 total
Mar 2 - Mar 3
Total with taxes and fees
9.2/10 Wonderful! (1,777 reviews)
Location was great, staff was friendly (especially adam at the front desk) but the bed was very uncomfortable, pillows were cheap and deflated, and the whole "resort fee" was very offputting. I would rather just be told a real rate when I book over getting an extra few hundred in charges. The 35$ ...

Reviewed on Feb 23, 2026

Portland Harbor Hotel
See all 2,688 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 $614 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.