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Old School House Vacation Packages

Old School House Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Biddeford, an IHG Hotel

Holiday Inn Express Biddeford, an IHG Hotel

2.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Book a stay at this business-friendly hotel in Biddeford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Engine and Marden's Surplus and Salvage are located nearby.
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
per person
Mar 27 - Mar 31
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Maine Jewish Museum and Maine Narrow Gauge Railroad Company and Museum are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 4-star beach hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Old Orchard Beach Pier and Engine are located nearby.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 4.5-star 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 3-star 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.
Casco Bay Inn

Casco Bay Inn

2 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eartha and Clay Play are located nearby.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 spa tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Happy Wheels Skate Center and Fore River Sanctuary are located nearby.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Neal S. Dow House are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions State Theatre and Thompson's Point are located nearby.
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
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 staff in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.

3-4 Night Vacations in Old School House

Price found within the past 48 hours. Click for updated prices.
The McKernan Inn

The McKernan Inn

3 out of 5
per person
Mar 24 - Mar 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
White Barn Inn & Spa, Auberge Resorts Collection

White Barn Inn & Spa, Auberge Resorts Collection

5 out of 5
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
per person
Mar 24 - Mar 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)

5-7 Night Vacations in Old School House

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Biddeford, an IHG Hotel

Holiday Inn Express Biddeford, an IHG Hotel

2.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
per person
Apr 5 - Apr 12
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)

Old School House Last Minute Hotel Deals

York Harbor Inn
York Harbor Inn
3 out of 5
480 York St, York Harbor, ME
Stay at this 3-star beach hotel in York Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Long Sands Beach and York Harbor Beach ...
York Harbor Inn
Microtel Inn & Suites by Wyndham York
Microtel Inn & Suites by Wyndham York
2 out of 5
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 ...
Microtel Inn & Suites by Wyndham York
Anchorage Inn and Resort
Anchorage Inn and Resort
3 out of 5
265 Long Beach Avenue, York Beach, ME
Stay at this 3-star 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. ...
Anchorage Inn and Resort
Stage Neck Inn
Stage Neck Inn
4 out of 5
8 Stage Neck Rd, York Harbor, ME
Stay at this 4-star 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. ...
Stage Neck Inn
Best Western York Inn
Best Western York Inn
2.5 out of 5
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 ...
Best Western York Inn
The Grandview Hotel
The Grandview Hotel
2 out of 5
800, York Street, Route 1A, Long Beach Ave., York Beach, ME
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
The Grandview Hotel
Sunrise Motel
Sunrise Motel
2.5 out of 5
340 Long Sands Road, York Beach, ME
Book a stay at this beach motel in York Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in ...
Sunrise Motel
The Nevada
The Nevada
2 out of 5
141 Long Beach Ave, York Beach, ME
Book a stay at this beach hotel in York Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Ogunquit Beach and Long Sands Beach are ...
The Nevada
See all 1,576 properties in Old School House
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.