Search Deals onRaymond Vacation Packages
Raymond Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Meadowmere Resort
Save 100% on your flight
Price was $954, price is now $724 per person
$724
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Marginal Way are located nearby.
Clean room
Reviewed on Sep 1, 2026
Blind Tiger Portland - Danforth Street.
Save 100% on your flight
Price was $2,861, price is now $2,158 per person
$2,158
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
Enjoyable
Reviewed on Aug 28, 2026
Evalina Hotel
Price was $1,590, price is now $1,248 per person
$1,248
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Thompson's Point and Portland Head Light are located nearby.
AWOL Kennebunkport
Save 100% on your flight
Price was $1,802, price is now $1,417 per person
$1,417
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Portland (PWM)
Stay at this hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
large rooms, helpful staff
Reviewed on Aug 31, 2026
Kennebunkport Captains Collection
Save 100% on your flight
Price was $1,734, price is now $1,380 per person
$1,380
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.
Dormir
Price was $940, price is now $750 per person
$750
per person
Oct 15 - Oct 18
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebago Lake and Seacoast Adventure are located nearby.
White Barn Inn & Spa, Auberge Collection
Save 100% on your flight
Price was $6,409, price is now $5,170 per person
$5,170
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Memphis (MEM) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and Wells Beach are located nearby.
An amazing experience.
Wonderful place, wonderful accommodation (we had the loft suite). Staff was great and smiling.
Reviewed on Aug 10, 2026
Inn at Diamond Cove
Price was $1,060, price is now $862 per person
$862
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions State Theatre and Portland Head Light are located nearby.
Trip was amazing. Place is so well maintained and staff is friendly, responsive and hard working
Reviewed on Sep 1, 2026
Raymond Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Raymond Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Sun, Sep 6 - Fri, Sep 11
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$226 Roundtrip, found 2 days ago
$226
Roundtrip
found 2 days ago
Wed, Sep 23 - Tue, Sep 29
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$254 Roundtrip, found 4 hours ago
$254
Roundtrip
found 4 hours ago
Sun, Sep 6 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$355 Roundtrip, found 4 hours ago
$355
Roundtrip
found 4 hours ago
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