Rattlesnake Island Ski Holidays

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Top flight + Ski hotel deals in Rattlesnake Island

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
£1,577
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.2/10 Wonderful! (1,791 reviews)
The hotel was clean and comfortable. It's in a great location for sightseeing in Portland and all of the staff we encountered were friendly and helpful. We loved the little things like the flavored seltzers and snacks by the elevators on our floor. We didn't eat in the restaurant, but had a drink and sat by the beautiful gas firepit. There was live music that night which was great. All around a great stay.

Reviewed on 23 Aug 2026

Inn By The Sea

Inn By The Sea

£1,645
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
Lovely property. Very well maintained and taken care of. The option of pool or beach is a plus. Although we didn’t utilize the activities available each day.. it seemed very family friendly. Definitely will be back but hopefully reserve a bigger room or suite. Charming outdoor seating on the huge lawn but mostly in the sun. An indoor lobby with some comfy seating would be great.

Reviewed on 13 Aug 2026

Kennebunkport Captains Collection

Kennebunkport Captains Collection

£1,612
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.4/10 Exceptional! (733 reviews)
Adorable property in a perfect location with friendly staff. Highly recommend!

Reviewed on 17 Aug 2026

The Weldon Hotel

The Weldon Hotel

Downtown Portland
£1,735
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.8/10 Exceptional! (107 reviews)
We had a wonderful stay. Highly recommend!

Reviewed on 19 Aug 2026

Longfellow Hotel

Longfellow Hotel

Parkside
£1,613
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.6/10 Exceptional! (186 reviews)
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5* Ski holidays in Rattlesnake Island

Price found within the past 48 hours. Click for updated prices.
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

£3,484
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.4/10 Exceptional! (123 reviews)
An amazing experience. Wonderful place, wonderful accommodation (we had the loft suite). Staff was great and smiling.

Reviewed on 10 Aug 2026

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4 Night Ski holidays in Rattlesnake Island

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

Moody
£1,055
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
9/10 Wonderful! (1,017 reviews)
Very pleasant stay. The staff was simply amazing. Everyone we came in contact with was exceptionally friendly and helpful. The hotel is a bit of a hike from Ogunquit, but only 10 minutes from the beach. There are trolleys to take you into Ogunquit or it’s a 10 minute drive. If you don’t need to be in the middle of the action and want a nice hotel with a lovely staff, book it!

Reviewed on 23 Aug 2026

The Meadowmere Resort

The Meadowmere Resort

£1,124
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
8.6/10 Excellent! (1,002 reviews)
Clean room and very good smenities

Reviewed on 22 Aug 2026

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

Downtown Portland
£1,416
per person
16 Oct - 20 Oct
found 16 hours ago
Return flight included
London (LGW) to Portland (PWM)
9.4/10 Exceptional! (1,740 reviews)
The check in staff were very friendly. The room was clean and the bed very comfortable. Great central location for walking around Portland.

Reviewed on 23 Aug 2026

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Planning your Rattlesnake Island ski holiday

How can I book the best ski holiday to Rattlesnake Island in 2026/2027?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Rattlesnake Island. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Rattlesnake Island ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Rattlesnake Island accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £1,055. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Rattlesnake Island?

Use our handy last-minute deals page to look for ski holidays to Rattlesnake Island at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Rattlesnake Island?

Rattlesnake Island is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Rattlesnake Island?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Rattlesnake Island. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Rattlesnake Island?

Ski season in Rattlesnake Island generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Rattlesnake Island ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

Can I book a Rattlesnake Island ski trip with free cancellation and/or flexible dates?

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Rattlesnake Island that offer it.

Why should I book a ski holiday package in Rattlesnake Island with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

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* 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.