Winslow Holidays from £487

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Your Winslow Holiday

Take the worry out of organising your next grand adventure with a Winslow holiday 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 holiday is just clicks away. Explore hotels, flights and more on Expedia for a trip that's tailored to suit your travel style.

Top Winslow Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Snow Cap Inn

Snow Cap Inn

2.5 out of 5
per person
19 Sept - 21 Sept
found 10 hours ago
Return direct flight included
London (LON) to Augusta (AUG)
9/10 Wonderful! (362 reviews)
Snow Cap Inn was perfect!! My husband and I stayed here for one night in March for a last minute ski trip to Sunday River. The rooms were clean and cute. Loved the hot chocolate station and the warm choc chip cookies! Staff was so friendly and nice, will definitely be back!

Reviewed on 10 Aug 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
per person
19 Sept - 21 Sept
found 10 hours ago
Return direct flight included
London (LON) to Augusta (AUG)
9.4/10 Exceptional! (9 reviews)
The location and view of this property was excellent. The staff gave good dining recommendations. The fire pit at night with s’mores was nice. We were given a nice bouquet of flowers at time of check in. The morning breakfast was a bit different. The kitchen was stocked with eggs, cream cheese, yogurt and condiments and pastries. You were responsible to make your own breakfast in the kitchen.

Reviewed on 23 Jul 2025

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
per person
19 Sept - 21 Sept
found 10 hours ago
Return direct flight included
London (LON) to Augusta (AUG)
8.2/10 Very Good! (1,011 reviews)
This is a very clean place to stay, the rooms were very clean, beds were comfortable and they even gave you breakfast buffet for free. We will definitely be staying here again 😃

Reviewed on 14 Aug 2025

Jordan Hotel

Jordan Hotel

3 out of 5
per person
19 Sept - 21 Sept
found 10 hours ago
Return direct flight included
London (LON) to Augusta (AUG)
8.8/10 Excellent! (382 reviews)
We had a nice stay here, the staff was exceptional. The entrance and lobby of the hotel are beautiful, but you quickly travel back in time when you enter the hallways and rooms. Everything was very clean, just a little outdated (bathrooms in particular). Walls are thin, we could hear our neighbors late night conversation and phone vibrating on the nightstand. Gym was nice, as well as the steam room and sauna. Grounds are pretty, there is a small hiking trail in the back. Located about 15-20 minutes drive to some great restaurants. Overall I would recommend.

Reviewed on 11 Aug 2025

Grand Summit Hotel

Grand Summit Hotel

3 out of 5
per person
19 Sept - 21 Sept
found 10 hours ago
Return direct flight included
London (LON) to Augusta (AUG)
8.2/10 Very Good! (272 reviews)
The dining room closed at 8 pm, a little early for our taste. The layout of the hotel included very long corridors, which would have been a problem for anyone with mobility issues.

Reviewed on 1 Aug 2025

Winslow Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Augusta State Airport (AUG)
Population
7,800
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
First Congregational Church, Colby College and Waterville Opera House

Top hotels in Winslow

Maine Evergreen Hotel, Ascend Hotel Collection

Maine Evergreen Hotel, Ascend Hotel Collection

2.5 out of 5
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is £128 per night from 14 Sept to 15 Sept
£128
14 Sept - 15 Sept
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"N/A"

Reviewed on 11 Aug 2025

Maine Evergreen Hotel, Ascend Hotel Collection
The Elmwood

The Elmwood

2.5 out of 5
455 Kennedy Memorial Dr, Waterville, ME
Fully refundableReserve now, pay when you stay
The price is £120 per night from 17 Aug to 18 Aug
£120
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (448 reviews)
Very nice for the price
"Room was clean and modern, staff was very friendly and helpful."

Reviewed on 10 Aug 2025

The Elmwood
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 £115 per night from 17 Aug to 18 Aug
£115
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Attached to the hotel is the Governor's restaurant (the pictures that show bakery items under glass). Pool and hot tub are well maintained, I see maintenance and staff all around the property from early hours until late. Grab and Go breakfast choices on par with many breakfast options from most hotel ..."

Reviewed on 13 Aug 2025

Fireside Inn & Suites Waterville
See all 445 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Winslow travel package cost?
Perhaps less than you might think — from just £487, in fact! By combining flights, hotels and car rentals into a custom-built package, your Winslow escape is just a few clicks away.
If I'm not able to travel, can I cancel my Winslow travel package?
You can. We get that life doesn't always go to plan, so we're happy to help if you have to make changes to your Winslow travel package. It may be possible to amend or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Winslow?
Our Winslow travel packages mean plenty of savings for the savvy traveller. For the best deals, simply bundle your flights, hotels and activities into a budget-friendly package. But bargain prices are just the beginning of your next big adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels all over the world to select from. Whatever your style or budget, there's a travel package with your name on it.
Does Expedia offer Book Now, Pay Later Winslow holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: If you'd like to pay off your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this payment plan. Simply put down a small deposit on your booking and then get on your way.

Where should I stay in Winslow?
Stay where the action happens. Many visitors like to book hotels within easy reach of top sights, such as Colby College, Waterville Opera House and Childrens Discovery Museum.
What are the top hotels in Winslow?
Book a room at Hampton Inn Waterville. It's one of this area's most sought-after hotels. Another top option in Winslow is Holiday Inn Express & Suites Waterville - North, an IHG Hotel.
How far in advance should I book my Winslow holiday?
To bag discount prices, book nice and early. Airlines typically release flight tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, experiences and car rental should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Winslow, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Winslow travel package include?
From airfares and hotels to rental cars, Expedia can help you craft a Winslow package that fits you. Heading off for a while? Consider a flight, rental car and hotel bundle. If you're taking a short break, a hotel and flight deal may be more your style. Activities can also be added after you've booked. Our packages make it easy to save and plan.
What should I know before booking a Winslow travel package?
When you book your flights, hotels and car rentals together, you'll land incredible discounts. Whether you're organising a mountain getaway in a cabin or would rather stay in a luxurious city hotel, Expedia will help make it happen.
Can I choose my airline with a Winslow Expedia travel package?
Yes, you sure can. We have more than 550 airline partners worldwide, so choose the carrier that fits your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.