Search Deals onPleasantdale Vacation Packages
Pleasantdale Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Kendall Inn
Price was $965, price is now $860 per person
$860
per person
Dec 31 - Jan 5
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this B&B in Freeport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LL Bean Flagship Store and Freeport Historical Society are located nearby.

Blind Tiger Portland – Carleton Street
West End
Price was $1,583, price is now $1,251 per person
$1,251
per person
Dec 22 - Dec 28
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions State Theatre and Cross Insurance Arena are located nearby.

Kennebunkport Captains Collection
Price was $1,485, price is now $1,201 per person
$1,201
per person
Dec 31 - Jan 5
found 19 hours ago
Roundtrip flight included
Dallas (DFW) 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 Kennebunkport Village Green are located nearby.

Portland Harbor Hotel
Downtown Portland
Price was $1,141, price is now $964 per person
$964
per person
Dec 22 - Dec 28
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.

Inn By The Sea
Price was $1,401, price is now $1,194 per person
$1,194
per person
Dec 31 - Jan 5
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.

The Docent's Collection at 121 Middle Street
Downtown Portland
Price was $1,283, price is now $1,102 per person
$1,102
per person
Dec 31 - Jan 5
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions State Theatre and Thompson's Point are located nearby.

Cliff House Maine
Bald Head
Price was $2,484, price is now $2,163 per person
$2,163
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Portland (PWM)
Book a stay at this luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Perkins Cove and Marginal Way are located nearby.

Canopy by Hilton Portland Waterfront
Downtown Portland
Price was $1,336, price is now $1,168 per person
$1,168
per person
Dec 31 - Jan 5
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
3-4 Night Vacations in Pleasantdale
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Pleasantdale
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Pleasantdale

The Westin Portland Harborview
157 High St Portland ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Fireside Inn & Suites Portland
81 Riverside St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Save an average of 15% on thousands of hotels when you're signed in

Portland Harbor Hotel
468 Fore Street Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...

Quality Inn & Suites South Portland
738 Main Street South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Ramada Plaza by Wyndham Portland
155 Riverside St Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...

Inn at St John Portland In-Town
939 Congress St Portland ME
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Feb 15 - Sat, Feb 20
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$224 Roundtrip, found 1 hour ago
$224
Roundtrip
found 1 hour ago

Wed, Feb 24 - Sat, Feb 27
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$256 Roundtrip, just found
$256
Roundtrip
just found

Sun, Feb 28 - Wed, Mar 10
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$267 Roundtrip, found 15 hours ago
$267
Roundtrip
found 15 hours ago

Sat, Dec 5 - Tue, Dec 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$277 Roundtrip, found 2 days ago
$277
Roundtrip
found 2 days ago
Discover Other Travel Deals
- Maine Mall Vacations
- LL Bean Flagship Store Vacations
- State Theatre Vacations
- Old Orchard Beach Pier Vacations
- Thompson's Point Vacations
- Portland Head Light Vacations
- Cross Insurance Arena Vacations
- Maine Medical Center Vacations
- Higgins Beach Vacations
- Goose Rocks Beach Vacations
- Portland Museum of Art Vacations

