Winslow Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Winslow Holiday

Our pick of the best Winslow Hotel Deals

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd Augusta ME
Fully refundable
The price is NZ$192 per night from 8 Mar to 9 Mar
NZ$192
8 Mar - 9 Mar
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
Everything ~ Clean room, great staff, nice quiet accomodations, nice breakfast every morning, plenty of towels, soap, etc. Perfect three-day getaway! Highly recommendable!

Reviewed on 11 Feb 2026

Maine Evergreen Hotel, an Ascend Collection Hotel
Senator Inn & Spa

Senator Inn & Spa

3 out of 5
284 Western Ave Augusta ME
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 15 Mar to 16 Mar
NZ$187
15 Mar - 16 Mar
includes taxes & fees
7.8/10 Good! (1,008 reviews)
I was very satisfied with the hotel and room as it was exactly as represented. There was a difficulty regarding payment at check in which was entirely on me and the girl at the desk was extremely pleasant and helpful as well as patient while I was contacting my bank for release of funds due to fraud ...

Reviewed on 6 Feb 2026

Senator Inn & Spa
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street Waterville ME
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 16 Mar to 17 Mar
NZ$192
16 Mar - 17 Mar
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Room was very cozy, and staff was pleasant. Loved having governor’s next door. Definitely recommend others to stay.

Reviewed on 8 Feb 2026

Fireside Inn & Suites Waterville
See all 435 properties in Winslow
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.