Sky Valley Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in Sky Valley

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Clear Spring by IHG

Holiday Inn Express & Suites Clear Spring by IHG

2.5 out of 5
Price was CA $899, price is now CA $815 per person
CA $815
per person
May 24 - May 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Hagerstown (HGR)
8.4/10 Very Good! (1,001 reviews)
Rooms were nice and clean. Decent breakfast. Need more towels in bathroom but overall pretty nice.

Reviewed on Apr 10, 2026

Rocky Gap Casino & Resort

Rocky Gap Casino & Resort

4 out of 5
Price was CA $1,202, price is now CA $976 per person
CA $976
per person
May 24 - May 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Hagerstown (HGR)
9/10 Wonderful! (1,517 reviews)
Yes, Everything was excellent. Wonderful stay

Reviewed on Apr 11, 2026

Travelodge by Wyndham Brunswick near Frederick

Travelodge by Wyndham Brunswick near Frederick

2 out of 5
Price was CA $1,065, price is now CA $885 per person
CA $885
per person
May 24 - May 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Hagerstown (HGR)
9.2/10 Wonderful! (375 reviews)
The staff was very helpful and friendly. Rooms and bathrooms were clean and the bed felt great!

Reviewed on Feb 2, 2026

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5

2 out of 5
The Woods
Price was CA $1,400, price is now CA $1,183 per person
CA $1,183
per person
May 24 - May 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Hagerstown (HGR)
8.6/10 Excellent! (4 reviews)
This is a cute little cottage that could use a little love. The hot tub was nice and very hot, but quite public. You're surrounded by houses. Overall, it's a cheap place that feels cheap. Also checkout is actually at 11, though the listing says 12.

Reviewed on Mar 16, 2026

SureStay Plus Hotel by Best Western Berkeley Springs

SureStay Plus Hotel by Best Western Berkeley Springs

2.5 out of 5
Price was CA $927, price is now CA $862 per person
CA $862
per person
May 24 - May 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Hagerstown (HGR)
8.6/10 Excellent! (964 reviews)
This hotel was nicely tucked away. Very wonderful for a small getaway.

Reviewed on Apr 6, 2026

Where to stay in Sky Valley

Find the best Sky Valley areas and neighborhoods for the activities you enjoy most. Learn more about Sky Valley
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Waterfront Greens

While there might not be top attractions in Waterfront Greens, you can explore the larger area and discover places like Deep Creek Lake State Park and Thousand Acres Lakeside Golf Course.

Find hotels in Waterfront Greens

Sky Valley Hotel Deals

Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills

Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills

2 out of 5
886 Casteel Rd Bruceton Mills WV
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Apr 30 to May 1
CA $95
CA $107 total
Apr 30 - May 1
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Old

Reviewed on Apr 11, 2026

Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills
Keyser Inn

Keyser Inn

2.5 out of 5
51 Josie Drive Keyser WV
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from May 3 to May 4
CA $111
CA $124 total
May 3 - May 4
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Limited breakfast but it was enough.

Reviewed on Apr 10, 2026

Keyser Inn
Comfort Inn Grantsville-Deep Creek Lake

Comfort Inn Grantsville-Deep Creek Lake

2.5 out of 5
2541 Chestnut Ridge Rd Grantsville MD
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from May 6 to May 7
CA $200
CA $228 total
May 6 - May 7
includes taxes & fees
8.4/10 Very Good! (741 reviews)
Check with property efore booking. They offer senior discounts but only on direct booking.

Reviewed on Apr 7, 2026

Comfort Inn Grantsville-Deep Creek Lake
See all 2,424 properties in Sky Valley
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sky Valley vacation package cost?
Starting from an incredible CA $815, you can build your own Sky Valley package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Sky Valley?
You'll save piles of cash if you combine your car rentals, flights and hotels into a Sky Valley travel package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer over 550 partner airlines and 1,000,000 properties across the globe, so you'll always have plenty of options to choose from. Eager to save even more? Add some popular activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
How far in advance should I book my Sky Valley vacation?
While not all air carriers advertise ticket prices early, it's usually possible to compare international flights on Expedia up to 12 months in advance. This is when you can nab some fantastic deals. If you're booking late, you may still be in luck. Low prices sometimes become available just weeks before departure.
What does an Expedia Sky Valley travel package include?
Hotels, flights and a reliable car for all your fun road trip adventures. Simply select your favorite bundle and get access to great discounts. Once you've made your booking, add on a few tours and experiences and watch your savings stack up. When it comes to creating your Sky Valley getaway, the choice is all yours!
What should I know before booking a Sky Valley travel package?
Whether it's adventure or relaxation you're after, a Sky Valley vacation package lets you organize your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Sky Valley Expedia vacation package?
Yes — that's the beauty of an Expedia package. You're in charge! We have more than 550 partner airlines around the world, so you have lots of choice when planning your Sky Valley adventure.
If I'm not able to travel, can I cancel my Sky Valley vacation package?
Yes you can, and we're here to help. You may be able to cancel or amend your Sky Valley vacation package for free within 24 hours of booking. But you may be charged a fee by your airline, hotel or car rental company for older bookings. If life throws you a curveball, take a look at our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.