Exclusive Old School House Vacation Deals

Old School House vacation package deals

Price found within the past 48 hours. Click for updated prices.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $1,059, price is now $817 per person
$817
per person
Oct 30 - Nov 3
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,444, price is now $956 per person
$956
per person
Oct 30 - Nov 3
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $1,465, price is now $1,016 per person
$1,016
per person
Oct 22 - Oct 29
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A coffee shop, a garden, and a snack bar/deli are also on offer.
River View Resort

River View Resort

2.5 out of 5
Price was $1,272, price is now $919 per person
$919
per person
Oct 8 - Oct 15
found 22 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
This motel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,771, price is now $1,332 per person
$1,332
per person
Oct 9 - Oct 13
found 18 hours ago
Roundtrip flight included
Chicago (CHI) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Save 100% on your flight
Price was $2,178, price is now $1,701 per person
$1,701
per person
Oct 8 - Oct 15
found 21 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.

Frequently asked questions

How much are vacation packages to Old School House?
If you love the sound of stress-free planning and big savings, our $817 Old School House vacation package has got you covered. With your flights and hotels sorted, organizing your trip around this amazing attraction has never been more simple.
Where can I get the best vacation package deals for Old School House?
You can lock in unbeatable Old School House package deals with Travelocity. Pick from 400 air carriers and 1,000,000 worldwide properties and turn those vacation dreams into reality.
Why should I book my Old School House vacation bundle via Travelocity?
Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you have access to our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you know you'll always get the best deal available.

Top Old School House hotel deals

Sea Latch Inn

Sea Latch Inn

2 out of 5
277 Long Beach Avenue, Rte. 1A, York Beach, ME
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $96 total per night
$96 total
Oct 2 - Oct 3
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A garden, a picnic area, and luggage storage are also on offer.
Pool
Pet friendly
Best Western York Inn

Best Western York Inn

2.5 out of 5
2 Brickyard Lane, York, ME
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $130 total per night
$130 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Anchorage Inn and Resort

Anchorage Inn and Resort

3 out of 5
265 Long Beach Avenue, York Beach, ME
$179 nightly
The price is $195 total per night
$195 total
Sep 22 - Sep 23
Total with taxes and fees
This hotel features 2 indoor pools, an outdoor pool, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the hot tub and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Old School House
View all properties
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.

Best Lodging Options Near Old School House