Fairlee Vacations from $1,363

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was $1,744, price is now $1,363 per person
$1,363
per person
Aug 26 - Aug 30
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
8.2/10 Very Good! (44 reviews)
Dorothy and her mom was very nice and helpful. Expedia you all dropped the ball big time. The GM that was on duty Tuesday made no attempt to address my concerns or even talk to me and Declan who was another manager not on site made no attempt to address my concern. The floor was very dirty not clean at all. To not receive the room I selected was the icing on the cake. The little girl that assisted me was a lead and stated no she could not change my room. The place was not booked up which she lied and said it was. The pots in the kitchen was so used everything stuck. Before you all suggest a place check them out first. Because I booked through you all everything finger was pointed at Expedia

Reviewed on Jun 20, 2026

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $3,532, price is now $2,463 per person
$2,463
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
6.6/10 (9 reviews)
When I went to get a shower had no hot water .

Reviewed on Jul 5, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $3,538, price is now $2,738 per person
$2,738
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
8.2/10 Very Good! (739 reviews)
The property is not well maintain at all. Furnitures were outdated, toilet and mini fridge was not working properly and had to be called to get fixed multiple times. However, they were friendly and outstanding housekeepers.

Reviewed on Jul 7, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $2,092, price is now $1,671 per person
$1,671
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
7.6/10 Good! (610 reviews)
falta un poco de limpieza

Reviewed on Jul 7, 2026

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 $2,650, price is now $2,169 per person
$2,169
per person
Aug 21 - Aug 27
found 15 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9/10 Wonderful! (846 reviews)
Great location and hotel was very clean

Reviewed on Jul 2, 2026

Don't see what you're looking for?
See all available trips from Singapore to Fairlee
View all trips

Fairlee Hotel Deals

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
$62 nightly
The price is $70 total per night from Jul 8 to Jul 9
$70 total
Jul 8 - Jul 9
Total with taxes and fees
7.4/10 Good! (1,162 reviews)
"Bugs in the pullout couch. Stained, dirty old furniture."

Reviewed on Jul 6, 2026

Quality Inn & Suites Bel Air I-95 Exit 77A
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 out of 5
3101 Main Street Grasonville MD
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $139 total per night from Jul 8 to Jul 9
$139 total
Jul 8 - Jul 9
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
"The place is seriously dated and in need of upgrades. My curtains were torn and unusable and with the sun beating in on one of those 100 degree days I was nonplussed. A quick discussion with the very accommodating desk clerk had the curtain “fixed” in no time (still needed replacement because it ..."

Reviewed on Jul 3, 2026

Best Western Kent Narrows Inn
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
$249 nightly
The price is $276 total per night from Aug 4 to Aug 5
$276 total
Aug 4 - Aug 5
Total with taxes and fees
9.4/10 Exceptional! (468 reviews)
"The restaurant was wonderful and so was the staff. The grounds were gorgeous and interesting."

Reviewed on Jun 24, 2026

The Inn at Chesapeake Bay Beach Club
See all 340 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Fairlee vacation package cost?
Offering great value package deals from $1,363 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.