Hotels in Fairlee

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top 5 hotels in Fairlee at a glance

Comfort Inn & Suites Chestertown — 2.5-star hotel in Chestertown. Guest rating: 8.6/10 — Excellent.
Red Roof Inn & Suites Chestertown — 2-star hotel in Chestertown. Guest rating: 7.2/10 — Good.
The Lodge at Great Oak Landing — 3.5-star hotel in Chestertown. Guest rating: 8.0/10 — Very Good.
Inn at Huntingfield Creek — 3.5-star hotel in Rock Hall. Guest rating: 10/10 — Exceptional.
Driftwood Inn — 2-star hotel in Chestertown. Guest rating: 5.2/10.

Where to stay in Fairlee?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Fairlee on Hotels.com. These Fairlee hotels consistently deliver on comfort, location and traveler experience. Last updated on August 17, 2026.

Desk, laptop workspace, blackout drapes, iron/ironing board

Comfort Inn & Suites Chestertown

Chestertown

CNY723

CNY803 total

includes taxes & fees

Sep 15 - Sep 16

Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Red Roof Inn & Suites Chestertown

Chestertown

CNY425

CNY472 total

includes taxes & fees

Aug 23 - Aug 24

Private beach nearby, sun loungers, beach volleyball

The Lodge at Great Oak Landing

Chestertown

CNY728

CNY833 total

includes taxes & fees

Aug 18 - Aug 19

Woods Cottage | Living area | Flat-screen TV, fireplace

Inn at Huntingfield Creek

Rock Hall

CNY1,217

CNY1,351 total

includes taxes & fees

Aug 18 - Aug 19

Room | Desk, soundproofing, WiFi (free), bed sheets

Driftwood Inn

Chestertown

CNY428

CNY475 total

includes taxes & fees

Aug 18 - Aug 19

Blackout drapes, soundproofing, iron/ironing board (on request)

Haven Point Inn and Gallery

Rock Hall

CNY847

CNY940 total

includes taxes & fees

Aug 18 - Aug 19

SpringHill Suites Baltimore White Marsh/Middle River

Middle River

CNY722

CNY834 total

includes taxes & fees

Aug 23 - Aug 24

Two queen studio suite | Bathroom | Combined shower/tub, free toiletries, hair dryer, towels

Hampton Inn & Suites Edgewood/Aberdeen-South

Edgewood

CNY569

CNY637 total

includes taxes & fees

Aug 30 - Aug 31

Holiday Inn Express White Marsh by IHG

Nottingham

CNY742

CNY857 total

includes taxes & fees

Sep 17 - Sep 18

Premium bedding, desk, blackout drapes, iron/ironing board

Fairfield Inn & Suites by Marriott White Marsh

Nottingham

CNY740

CNY854 total

includes taxes & fees

Aug 23 - Aug 24

Studio Suite, 1 King Bed with Sofa bed, Non Smoking | WiFi (free), bed sheets

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

Edgewood

CNY506

CNY567 total

includes taxes & fees

Aug 23 - Aug 24

Suite, 1 Queen Bed | Living area | 50-inch flat-screen TV with cable channels, TV

Home2 Suites by Hilton Baltimore / Aberdeen, MD

Aberdeen

CNY658

CNY737 total

includes taxes & fees

Aug 30 - Aug 31

Indoor pool, open 5 AM to 11 PM, sun loungers

Hilton Garden Inn Kent Island Marina

Grasonville

CNY990

CNY1,099 total

includes taxes & fees

Aug 23 - Aug 24

Room, 2 Queen Beds, Non Smoking | Premium bedding, down comforters, pillowtop beds, desk

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Bel Air

CNY601

CNY673 total

includes taxes & fees

Sep 7 - Sep 8

In-room safe, desk, laptop workspace, iron/ironing board

Best Western Kent Narrows Inn

Grasonville

CNY813

CNY902 total

includes taxes & fees

Aug 23 - Aug 24

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, WiFi (free), bed sheets

Quality Inn Grasonville near Kent Island

Grasonville

CNY674

CNY749 total

includes taxes & fees

Sep 7 - Sep 8

Hyatt Place Kent Narrows & Marina

Grasonville

CNY1,126

CNY1,250 total

includes taxes & fees

Sep 8 - Sep 9

In-room safe, desk, iron/ironing board, WiFi (free)

Suite, 2 Queen Beds, Non Smoking | Living area | LCD TV

Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

Edgewood

CNY436

CNY488 total

includes taxes & fees

Aug 24 - Aug 25

Desk, blackout drapes, iron/ironing board, cribs/infant beds

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Edgewood

CNY573

CNY642 total

includes taxes & fees

Sep 14 - Sep 15

Desk, blackout drapes, iron/ironing board, cribs (free)

Seasonal outdoor pool, open 10:00 AM to 8:30 PM, pool umbrellas

Ramada Hotel & Conference Center by Wyndham Edgewood

Edgewood

CNY582

CNY652 total

includes taxes & fees

Aug 18 - Aug 19

View all properties

Go beyond your typical stay in Fairlee

Pet friendly

Pool

Family friendly

Check out reviews of Fairlee hotels guests love

SpringHill Suites Baltimore White Marsh/Middle River

10/10 Excellent

"The staff were very welcoming and helpful I had to move my room and they setup everything so it was a smooth transition. I left my favorite travel blanket in my original room and they had it for me at the front desk. Thank you for a peaceful and pleasant stay."

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

"Thank you every thing was great clean and breakfast was a 10/10"

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent

"The rooms and the entire hotel are well maintained and very clean. The staff is very nice and accommodating. We always stay here when we need accommodations in the area! A wonderful experience every stay!"

Home2 Suites by Hilton Baltimore/White Marsh

10/10 Excellent

"Na"

Best Western Kent Narrows Inn

8/10 Good

"all was good"

Holiday Inn Express White Marsh by IHG

10/10 Excellent

"The rooms were very clean moderate. Staff was very friendly."

Americas Best Value Inn Edgewood

10/10 Excellent

"Clean room, Housekeeping wonderful Frontdesk clerk has beautiful attitude in maintance on time"

Hampton Inn Baltimore/White Marsh

10/10 Excellent

"The stay was wonderful"

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Beautiful location. Easy access. Room clean. Staff were professional yet a bit lacking in hospitality."

Frequently asked questions

How much does a hotel room cost in Fairlee?

You can find top hotels in Fairlee from CNY408 with options to suit your budget and needs. To find an affordable hotel in Fairlee that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".

How can I find deals and earn rewards at Fairlee hotels?

Discover great deals on Fairlee hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Fairlee hotels.

Can I book Fairlee hotels with free cancellation?

To book a refundable Fairlee hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some popular hotels in central Fairlee?

For hotels in central Fairlee, check out Great Oak Manor and The Lodge at Great Oak Landing. Travelers love Great Oak Manor for its location, as well as the private beach, restaurant and spa services this bed & breakfast offers. The Lodge at Great Oak Landing is another popular central lodge with a private beach (direct access), a seasonal outdoor pool and a 24-hour gym.

What hotels do travelers recommend in Fairlee?

Guests like Comfort Inn & Suites Chestertown.

Can I book refundable accommodations in Fairlee?

If you're looking for the flexibility to change your travel plans to Fairlee, most hotels provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Fairlee be like during my visit?

July and August are typically the warmest months in Fairlee when the average temp is 74°F. January and February are the coldest months when the average temperature is 39°F. August and July are the months with the most rain.

Why should I book my Fairlee hotel through Hotels.com?

There are plenty of reasons to book your Fairlee travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring

Book Hotels in Fairlee on Hotels.com