Cheltenham Vacation Packages

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Your Cheltenham Vacation

Our vacation packages to Cheltenham offer countless opportunities to immerse yourself in new sights, sounds and flavors. And with all the details worked out, you'll be free to enjoy your city escape to the fullest. Searching for some sightseeing inspiration for your trip to Cheltenham? Cotton House Beach and Macaroni Beach are two must-visit attractions here. A few clicks is all it takes to create a customized Cheltenham vacation on Expedia.

Top Cheltenham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Blue Lagoon Hotel & Marina

Blue Lagoon Hotel & Marina

4 out of 5
per person
Sep 15 - Sep 22
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Argyle (SVD)
8.8/10 Excellent! (416 reviews)
The restaurant was really good (breakfast was amazing), the staff were very friendly and welcoming, and the overall cleanliness of the property was good. Unfortunately my room had more bugs than I would have liked crawling on the walls and there was marijuana found in one of the nightstands (more than a handful). I stayed in the room with my young children and if one of them found it, it could have been dangerous for them!

Reviewed on Jul. 23, 2025

Soho Beach House Canouan

Soho Beach House Canouan

2.5 out of 5
per person
Oct 1 - Oct 8
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Argyle (SVD)
10/10 Exceptional! (1 review)
LA Vue Boutique Hotel & Beach Club

LA Vue Boutique Hotel & Beach Club

3.5 out of 5
per person
Sep 15 - Sep 22
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Argyle (SVD)
8.6/10 Excellent! (43 reviews)
Awesome Staff! A bit pricey for the room quality. I was told I had an ocean view. I however did not have an ocean view. Overall decent stay. Great views.

Reviewed on Jul. 20, 2025

Sandals St. Vincent and the Grenadines Couples Only

Sandals St. Vincent and the Grenadines Couples Only

4 out of 5
per person
Sep 15 - Sep 22
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Argyle (SVD)
9.6/10 Exceptional! (13 reviews)
The staff were exceptional. Everyone was so helpful and nice with the exception of the Jerk Shack staff. The room was clean, the food was good, and the resort grounds were exquisite.

Reviewed on Jul. 27, 2025

Grenadine House

Grenadine House

4 out of 5
per person
Sep 15 - Sep 22
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Argyle (SVD)
9.2/10 Wonderful! (314 reviews)
I like the fact that it has a restaurant. I didn't have to run around looking for food, plus the food was excellent. I didn't like the fact that we still had to open the door with a key. I believe by now Grenadine House should have digital access.

Reviewed on Jul. 17, 2025

Ready to book your vacation to Cheltenham?

 

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Cheltenham Hotel Deals

Beachcombers Hotel

Beachcombers Hotel

3.5 out of 5
Villa beach, Villa
The price is CA $160 per night from Aug 31 to Sep 1
CA $160
CA $203 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (510 reviews)
"I enjoyed my stay. Clean and beautiful hotel. The was helpful and nice. The restaurant had good food. The view to the beach was excellent."

Reviewed on Jul. 28, 2025

Beachcombers Hotel
Sunset Shores Beach Hotel

Sunset Shores Beach Hotel

3 out of 5
Windward Highway, Villa Beach, Villa
The price is CA $181 per night from Aug 4 to Aug 5
CA $181
CA $227 total
Aug 4 - Aug 5
includes taxes & fees
8.4/10 Very Good! (575 reviews)
"My stay at this hotel was very nice. Overall, it’s in a great location to nice views and restaurants on the boardwalk. The pool is large. My only complaint would be the fact that they have three bars, only one is use at all times, in the same place and only one bartender at a time."

Reviewed on Jul. 29, 2025

Sunset Shores Beach Hotel
Bequia Plantation Hotel

Bequia Plantation Hotel

3.5 out of 5
Belmont Road, Port Elizabeth Harbor, Belmont Walkway, Bequia Island
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Aug 3 to Aug 4
CA $222
CA $273 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (283 reviews)
"."

Reviewed on Jul. 29, 2025

Bequia Plantation Hotel
See all 223 properties in Cheltenham
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.
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Frequently asked questions

How much does a Cheltenham vacation package cost?
You'll find cheap prices from CA $1,789 on Expedia for your Cheltenham escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Cheltenham costs.
What are the cheapest months to go to Cheltenham?
If you'd like to book a cheap Cheltenham vacation package, consider travelling in August, September and October. You'll typically find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Cheltenham?
The ideal length for your Cheltenham vacation depends on what you'd like to do. Typically, a few days to a week will give you time to hit all the top attractions and explore some hidden treasures along the way.
How to find the best Cheltenham package deals?
Use Expedia's handy filters to find some unbeatable Cheltenham package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Cheltenham package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Cheltenham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can tailor your Cheltenham trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Cheltenham?
If you're considering a spontaneous Cheltenham adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Cheltenham?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to visit Cheltenham.
  2. Plan your budget wisely: On top of the price of your stay, you'll need to consider other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that may crop up during your trip to Cheltenham.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Cheltenham. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Cheltenham vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.