Last updated: October 2026
Santorini — Traveler Guide
The best-rated 4- and 5-star hotels in Santorini for a winter break, ranked by Booking.com guest scores.
Quick Answer
7 places · Checked October 2026
Our Picks
7 places · Checked October 2026
Megalochori
In Megalochori. Guests score it 9.7 out of 10 across 320 Booking.com reviews.
★ 9.7 guest score from 320 Booking.com reviews · Many rooms include free cancellation
Imerovigli
In Imerovigli. Guests score it 9.6 out of 10 across 436 Booking.com reviews.
★ 9.6 guest score from 436 Booking.com reviews · Many rooms include free cancellation
Pyrgos
In Pyrgos. Guests score it 9.8 out of 10 across 167 Booking.com reviews.
★ 9.8 guest score from 167 Booking.com reviews · Many rooms include free cancellation
Pyrgos
In Pyrgos. Guests score it 9.7 out of 10 across 491 Booking.com reviews.
★ 9.7 guest score from 491 Booking.com reviews · Many rooms include free cancellation
Akrotiri
In Akrotiri. Guests score it 9.7 out of 10 across 204 Booking.com reviews.
★ 9.7 guest score from 204 Booking.com reviews · Many rooms include free cancellation
Imerovigli
In Imerovigli. Guests score it 9.6 out of 10 across 541 Booking.com reviews.
★ 9.6 guest score from 541 Booking.com reviews · Many rooms include free cancellation
Fira City Centre
In Fira City Centre. Guests score it 9.8 out of 10 across 175 Booking.com reviews.
★ 9.8 guest score from 175 Booking.com reviews · Many rooms include free cancellation
About This Guide
How we picked: the 7 places in this guide are 4- and 5-star hotels and resorts in Santorini with the strongest Booking.com guest scores, weighted by review count. Checked in October 2026.
Insider Tips
Book directly with the hotel for the best rate guarantee and potential upgrades.
Read recent guest reviews for the most up-to-date assessment of facilities.
Consider visiting during shoulder season for better rates and fewer crowds.
Ask the concierge for local recommendations — they know Santorini better than any guidebook.
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Common Questions
All featured hotels offer excellent heating systems, many with in-room fireplaces, heated bathroom floors, and cosy common areas with fireplaces and warm drinks.
Outside of holiday periods, winter often brings lower hotel rates — making it an excellent time for luxurious stays at more accessible prices.
More Destinations
Prices and availability change daily. Lock in the best rate by booking early — most of our top picks offer free cancellation.
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