Name: Chelsea Hotel, Toronto
Price range: $183 total
Rating: 9

Your The Annex Vacation

Lock in a The Annex vacation package that includes only the things you need and nothing you don't. Good for coastal beaches, cycling and families, consider basing yourself in the neighborhood of Centre Island. A trip to The Annex is a wonderful opportunity to do a bit of sightseeing. Be sure to look around big-name attractions such as CN Tower, Rogers Centre and Scotiabank Arena. Whoever you're traveling with and whatever your budget, your dream The Annex vacation is just clicks away with Expedia.

The Latest The Annex Vacation Packages

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

Sterling Inn & Spa - an Ontario's Finest Inn

Clifton Hill

$529

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (2,434 reviews)

Fantastic experience!

Reviewed on Jul 13, 2026

The Waterside Inn

Port Credit

$770

per person

Sep 15 - Sep 22

found 1 day ago

Roundtrip flight included

New York (JFK) to Toronto (YYZ)

8.8/10 Excellent! (1,006 reviews)

In my point of view of the hotel of Waterside Inn, it was pretty excellent with the staff and how the facility and our room were spotless clean. Definitely recommend to anyone who stay here to relax and enjoy the out side view and couple amazing restaurants.

Reviewed on Jul 12, 2026

1 Hotel Toronto

Downtown Toronto

$1,265

per person

Sep 25 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (751 reviews)

Excellent hôtel très bel emplacement, Suggestion enlèver le bloc de bois immense dans la petite douche très beau mais inutile ! De plus ce serait bien que quelqu’un parle français à l’accueil. Merci

Reviewed on Jul 14, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$603

per person

Sep 30 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (3,874 reviews)

The Riu Hotel was an amazing experience ! My partner and I went during my birthday weekend and they went above and beyond to make me feel celebrated, from leaving a card and a box of chocolate on our bed to having a slice of cake and some signing during our breakfast, it was really kind and adorable on their ends. I would gladly go back whenever the opportunity presents itself, the personel is incredibly kind, efficent & polite which makes a significant difference. Many thanks to them once again for making our stay memorable !

Reviewed on Jul 14, 2026

Canopy By Hilton Toronto Yorkville

Downtown Toronto

$550

per person

Sep 30 - Oct 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (1,383 reviews)

Great service and clean rooms

Reviewed on Jul 13, 2026

Where to stay in The Annex

Find the best The Annex areas and neighborhoods for the activities you enjoy most. Learn more about The Annex

A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

5 out of top 10 points of interest in this area

Dive into the bustling Entertainment District with its lively restaurants, nightclubs, and live theatre, or explore the upscale Yorkville area, boasting designer boutiques and world-class galleries. Don't miss the iconic Royal Ontario Museum and the revitalized Harbourfront area.

The Annex Hotel Deals

The Yorkville Royal Sonesta Hotel Toronto

220 Bloor Street West Toronto ON

Fully refundableReserve now, pay when you stay

$235 nightly

$288 total

Jul 26 - Jul 27

Total with taxes and fees

9.4/10 Exceptional! (1,936 reviews)

"Really good central location in downtown Toronto. Very reasonable pricing for the quality of the stay. Staff were really helpful and even when we had a slight hitch with the air conditioning at 11.30pm the maintenance guy was there to fix within 5 minutes, exceptional. Overall, really enjoyed the ..."

Reviewed on Jul 13, 2026

Kimpton Saint George by IHG

280 Bloor St W Toronto ON

Fully refundable

$224 nightly

$274 total

Jul 26 - Jul 27

Total with taxes and fees

9.2/10 Wonderful! (1,030 reviews)

"Very helpful and kind staff. Lovely decor and super comfortable beds."

Reviewed on Jul 13, 2026

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Fully refundableReserve now, pay when you stay

$150 nightly

$183 total

Jul 26 - Jul 27

Total with taxes and fees

9/10 Wonderful! (547 reviews)

"The pool made the stay - decent location"

Reviewed on Jul 14, 2026

See all 6,090 properties in The Annex

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.