Winslow Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Winslow Vacation
Take the worry out of organizing your next grand adventure with a Winslow vacation package. Whether you're visiting for its cuisine, history, art or other highlights, you'll find countless exciting experiences to delve into. Every trip to Winslow needs a well-designed itinerary. Fill yours with leading attractions like Colby College, Waterville Opera House and Thomas College. Your dream Winslow vacation is just clicks away. Explore hotels, flights and more on Expedia for a trip that's tailored to suit your travel style.
Top Winslow Vacation Deals
The Brunswick Hotel
Reviewed on Jan 31, 2026
Winslow Hotel Deals
Maine Evergreen Hotel, an Ascend Collection Hotel
Room clean, comfortable, and had a great reading chair!
Reviewed on Jan 26, 2026
Senator Inn & Spa
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 Feb 6, 2026
Fireside Inn & Suites Waterville
Nice clean room, cozy, friendly staff, fair price, convenient location.
Reviewed on Jan 25, 2026
Discover the most popular places to visit in Winslow
Colby College
Explore the campus of Colby College, during your trip to Waterville. While in this family-friendly area, you can savor the top-notch restaurants.
