Fairlee Vacations from $564

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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.

The Latest Fairlee vacation packages

Price found within the past 48 hours. Click for updated prices.
Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
North Ocean City
Price was $664, price is now $564 per person
$564
per person
Jan 15 - Jan 18
found 16 hours ago
Roundtrip non-stop flight included
Allentown (ABE) to Salisbury (SBY)
17.2/10 Exceptional! (58 reviews)
Did not like the outdated furniture, small televisions and the hot tub wasn’t sanitized until the next day. Notified office told them hot tub cover was not on and they said they were waiting for a new cover to come in. Pools don’t open until 10 There were ants on the counter tops and the first night we were locked out . Staff said they had us listed as checked out . We did get new cards immediately. We have stayed in the condos for over 30 years Disappointed especially for paying g what we paid

Reviewed on Jul 7, 2025

Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $2,007, price is now $1,367 per person
$1,367
per person
Jan 15 - Jan 18
found 16 hours ago
Roundtrip non-stop flight included
Allentown (ABE) to Salisbury (SBY)
15.2/10 Exceptional! (95 reviews)
Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Price was $708, price is now $587 per person
$587
per person
Jan 15 - Jan 18
found 16 hours ago
Roundtrip non-stop flight included
Allentown (ABE) to Salisbury (SBY)
18/10 Exceptional! (770 reviews)
Excellent hotel and staff, Karen and Elmo were awesome!

Reviewed on Nov 19, 2025

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was $705, price is now $587 per person
$587
per person
Jan 15 - Jan 18
found 16 hours ago
Roundtrip non-stop flight included
Allentown (ABE) to Salisbury (SBY)
16.8/10 Exceptional! (39 reviews)
I loved the dock and the gorgeous sunsets .

Reviewed on Sep 7, 2025

Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

2.5 out of 5
Downtown Ocean City
Price was $1,758, price is now $1,491 per person
$1,491
per person
Dec 30 - Jan 4
found 10 hours ago
Roundtrip non-stop flight included
Charlottesville (CHO) to Salisbury (SBY)
18.4/10 Exceptional! (1,112 reviews)
I love it here. I bring my dog and it’s just so easy every time. No stress and the room is always clean and comfortable. I also greatly appreciate the late check-out and early check-in when I have my dog since I am able to get him situated as soon as I arrive. Staff is always so kind and helpful.

Reviewed on Nov 18, 2025

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Discover the most popular places to visit in Fairlee

Washington College

Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Washington College

Rolphs Wharf Marina

Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.

Rolphs Wharf Marina

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

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
$88 nightly
The price is $101 total per night from Dec 21 to Dec 22
$101 total
Dec 21 - Dec 22
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
Good Location and friendly staff.....

Reviewed on Nov 16, 2025

Hilton Garden Inn Baltimore/White Marsh
Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A

2.5 out of 5
2112a Emmorton Park Road Edgewood MD
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $66 total per night from Dec 14 to Dec 15
$66 total
Dec 14 - Dec 15
Total with taxes and fees
7.2/10 Good! (1,014 reviews)
good

Reviewed on Nov 17, 2025

Quality Inn & Suites Bel Air I-95 Exit 77A
Americas Best Value Inn Edgewood

Americas Best Value Inn Edgewood

2 out of 5
1709 Edgewood Road Edgewood MD
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $57 total per night from Nov 25 to Nov 26
$57 total
Nov 25 - Nov 26
Total with taxes and fees
5.6/10 (1,002 reviews)
Staff is amazing & understanding

Reviewed on Nov 12, 2025

Americas Best Value Inn Edgewood
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.

Find the Best Fairlee Vacation Packages

Fairlee Essential Information

Language
English
Currency
U.S dollars
Top Sights
Historical Society of Kent County Maryland, Garfield Center for the Arts at the Prince Theater and Washington College

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Frequently asked questions

How much does a Fairlee vacation package cost?
Offering great value package deals from $564 on Expedia, you'll be pleasantly surprised at how much a vacation to Fairlee costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Fairlee?
You can typically find lower prices and better availability in September, November and December. Browse our cheap Fairlee vacation packages and you could land some great off-season deals.
How many days is enough for Fairlee?
The ideal length of your Fairlee vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to check out all the top attractions and discover some hidden treasures along the way.
How to find the best Fairlee package deals?
Use Expedia's handy filters to find some fabulous Fairlee package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Fairlee package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Fairlee vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Fairlee trip to match your exact needs. 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 Fairlee?
If you're planning an impromptu Fairlee getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Fairlee vacation packages?
Secure your dream escape to Fairlee with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for the next payday — we've teamed up with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.