Fairlee Vacations from $302

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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.
White Marlin Inn

White Marlin Inn

2.5 out of 5
Downtown Ocean City
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
4.8/10 (765 reviews)
The shower was clogged so it filled up quickly. I moved the bed and the floor was utterly disgusting. Bed was comfortable. The room was smaller than I expected. Overall for the cost, I couldn't complain.

Reviewed on Jul 6, 2025

The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 26
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
9.8/10 Exceptional! (251 reviews)
Excellent place to stay, the rooms are very clean and modern. The location of this motel was perfect. The staff was extremely friendly. I really enjoyed my stay.

Reviewed on Jul 7, 2025

Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
per person
Aug 16 - Aug 19
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
7.2/10 Good! (150 reviews)
Granddaughter love the pool

Reviewed on Jul 2, 2025

Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
North Ocean City
per person
Aug 11 - Aug 15
found 14 hours ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
8.6/10 Excellent! (55 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Did not like the outdated furniture, small televisions and the hot tub wasn’t sanitized until the next day.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

Microtel Inn & Suites by Wyndham Milford

Microtel Inn & Suites by Wyndham Milford

2.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 26
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
8.8/10 Excellent! (572 reviews)
Convenient location off the highway. Easy check in and friendly staff. Room was very clean and bed was comfortable. We did hear some people walking around upstairs and we backed to a royal farms so we could hear trucks coming and going but wasn’t loud enough to disrupt our sleep. Not many options for breakfast but they had the basics. The pancake machine was pretty cool. Would recommend and would stay again.

Reviewed on Jun 28, 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

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
$75 nightly
The price is $84 total per night from Jul 28 to Jul 29
$84 total
Jul 28 - Jul 29
Total includes taxes and fees
8.2/10 Very Good! (1,004 reviews)
"The hotel and room were clean. The clerk was efficient and courteous."

Reviewed on Jul 5, 2025

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
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
$57 nightly
The price is $64 total per night from Aug 3 to Aug 4
$64 total
Aug 3 - Aug 4
Total includes taxes and fees
7.2/10 Good! (1,005 reviews)
"Very nice"

Reviewed on Jul 5, 2025

Quality Inn & Suites Bel Air I-95 Exit 77A
Hilton Garden Inn Baltimore/White Marsh
Hilton Garden Inn Baltimore/White Marsh
3 out of 5
5015 Campbell Boulevard, Baltimore, MD
$110 nightly
The price is $127 total per night from Jul 13 to Jul 14
$127 total
Jul 13 - Jul 14
Total includes taxes and fees
7.8/10 Good! (1,005 reviews)
"The hotel nice and quiet"

Reviewed on Jul 6, 2025

Hilton Garden Inn Baltimore/White Marsh
See all 338 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 $302 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.