Search Deals onOld School House Vacation Packages
Old School House Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Best Western Freeport Inn
Price was $847, price is now $727 per person
$727
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LL Bean Flagship Store and Eartha are located nearby.
Ocean Gate Inn
Save 100% on your flight
Price was $1,583, price is now $1,228 per person
$1,228
per person
Jul 17 - Jul 24
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Juniper Point and Maine State Aquarium are located nearby.
Portland Harbor Hotel
Price was $1,967, price is now $1,557 per person
$1,557
per person
Jul 8 - Jul 12
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Portland Regency Hotel & Spa
Save 100% on your flight
Price was $1,630, price is now $1,316 per person
$1,316
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
Newagen Seaside Inn
Price was $1,600, price is now $1,299 per person
$1,299
per person
Aug 2 - Aug 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this family-friendly hotel in Southport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southport Memorial Library and Hendricks Hill Museum are located nearby.
Chebeague Island Inn
Save 100% on your flight
Price was $1,337, price is now $1,092 per person
$1,092
per person
Jul 14 - Jul 20
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.
Hidden Pond
Save 100% on your flight
Price was $10,918, price is now $8,939 per person
$8,939
per person
Jul 14 - Jul 20
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this beach hotel in Kennebunkport. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Dock Square and Goose Rocks Beach are located nearby.
Saco Bay Hotel
Price was $1,368, price is now $1,122 per person
$1,122
per person
Jul 8 - Jul 12
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Orchard Beach and Saco Museum are located nearby.
Bourne's Ocean Acres Ogunquit
Save 100% on your flight
Price was $1,034, price is now $860 per person
$860
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
The Perkins House
Price was $869, price is now $737 per person
$737
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Stay at this B&B in Cornish. Enjoy free breakfast, free WiFi, and free parking. Popular attraction Ossipee Valley Fairgrounds is located nearby.
The Westin Portland Harborview
Save 100% on your flight
Price was $2,045, price is now $1,750 per person
$1,750
per person
Jul 14 - Jul 20
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
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 rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
The Bethel Resort & Suites
Price was $867, price is now $749 per person
$749
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
Book a stay at this ski resort in Bethel. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Historical Society are located nearby.
3-4 Night Vacations in Old School House
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Old School House
Price found within the past 48 hours. Click for updated prices.
Old School House Last Minute Hotel Deals
Anchorage Inn and Resort
265 Long Beach Avenue York Beach ME
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Ocean Surf at York Beach
780 York Street (Rte 1A) York Beach ME
Book a stay at this beach motel in York Beach. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the pool and the helpful staff ...
Best Western York Inn
2 Brickyard Lane York ME
Book a stay at this business-friendly hotel in York. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Microtel Inn & Suites by Wyndham York
6 Market Place Dr York ME
Book a stay at this business-friendly hotel in York. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Stage Neck Inn
8 Stage Neck Rd York Harbor ME
Book a stay at this beach B&B in York Harbor. Enjoy free breakfast, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
York Harbor Inn
480 York St York Harbor ME
Book a stay at this beach hotel in York Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Long Sands Beach and Cliff Walk are located ...
Albracca
560 York St York ME
Stay at this guesthouse in York. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Long Sands Beach and Short Sands Beach are located ...
Ocean Sands at York Beach
277 Long Beach Avenue York Beach ME
Book a stay at this beach motel in York Beach. Enjoy an outdoor pool, parking (surcharge), and a garden. Our guests praise the pool and the helpful staff in ...
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.
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