Fairlee Vacation Packages

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Your Fairlee Vacation

When a city escape is calling, answer it with a vacation package to Fairlee. With all your travel arrangements in order before you go, all you need to do here is concentrate on having a blast. Every trip to Fairlee needs a well-planned itinerary. Fill yours with leading attractions like Washington College, Garfield Center for the Arts at the Prince Theater and River Arts Chestertown. Whoever you're heading away with and whatever your budget, your ultimate Fairlee vacation is only clicks away with Expedia.

Top Fairlee Vacation Deals

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

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
Price was CA $826, price is now CA $744 per person
CA $744
per person
Apr 23 - Apr 27
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.4/10 Very Good! (883 reviews)
Rooms were clean, best location and very reasonable price.

Reviewed on Oct 22, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $1,072, price is now CA $928 per person
CA $928
per person
Apr 23 - Apr 27
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
Really good and nice

Reviewed on Feb 13, 2026

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $1,030, price is now CA $915 per person
CA $915
per person
Apr 23 - Apr 27
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (1,588 reviews)
Room clean and spacious. Staff very friendly and helpful. Breakfast very nice!

Reviewed on Feb 14, 2026

The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
Price was CA $852, price is now CA $766 per person
CA $766
per person
Apr 23 - Apr 27
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (1,118 reviews)
The room was comfortable and the staff was friendly and accommodating

Reviewed on Feb 8, 2026

Plim Plaza Hotel

Plim Plaza Hotel

2 out of 5
Downtown Ocean City
Price was CA $865, price is now CA $798 per person
CA $798
per person
Apr 23 - Apr 27
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
7.4/10 Good! (1,003 reviews)
Great location, staff did a wonderful job for a busy off season weekend.

Reviewed on Dec 4, 2025

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Fairlee Hotel Deals

Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
5015 Campbell Boulevard Baltimore MD
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Feb 22 to Feb 23
CA $138
CA $160 total
Feb 22 - Feb 23
includes taxes & fees
7.8/10 Good! (1,007 reviews)
The staffs were welcoming, the rooms were clean and there was enough towels. I have nothing to complain about.

Reviewed on Feb 7, 2026

Hilton Garden Inn Baltimore/White Marsh
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

3 out of 5
2112b Emmorton Park Rd Edgewood MD
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Feb 19 to Feb 20
CA $94
CA $105 total
Feb 19 - Feb 20
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Rooms were great, but they were FREEZING. had the heater on all night and didn’t help at all. other than that the room was great!

Reviewed on Feb 5, 2026

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 out of 5
2110 Emmorton Park Rd Edgewood MD
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Feb 19 to Feb 20
CA $108
CA $121 total
Feb 19 - Feb 20
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Yes it was excellent

Reviewed on Feb 10, 2026

Hampton Inn & Suites Edgewood/Aberdeen-South
See all 344 properties in Fairlee
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
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Family Vacations

Discover the most popular places to visit in Fairlee

Historical Society of Kent County Maryland

You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Historical Society of Kent County Maryland

Wilmer Park

Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals.

Wilmer Park

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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.