Find hotels in Hillsboro, MD from ฿2,725

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Our top choices for Hillsboro hotels

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (939)
Discover tranquility on Kent Island with beautiful bay views and a seasonal outdoor pool. This hotel sits right on a bike trail with rentals available on-site. Enjoy complimentary breakfast and explore nearby Chesapeake Bay Environmental Centre after a quiet night's rest.
"It was very comfortable and clean"
United States
Maria
The price is ฿2,455
฿2,725 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Outdoor pool
Best Western Denton Inn

Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (580)
This roadside hotel offers a refreshing outdoor pool with free WiFi and parking. Clean rooms provide a comfortable base to explore nearby Martinak State Park. Helpful staff ensure a pleasant stay in this charming Maryland location.
"Desk staff was friendly and courteous. Couldn’t stay for breakfast, but smelled great! Room was clean and comfortable."
United States
Andrew
The price is ฿3,395
฿3,768 total
includes taxes & fees
5 Jan - 6 Jan 2026
Best Western Denton Inn
Exterior
Quality Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (828)
Escape to this peaceful hotel offering free breakfast, WiFi, and parking. The seasonal outdoor pool provides refreshing relaxation, while the fitness centre keeps your workout routine intact. Located near Talbot Massage and Easton Cycle and Sport, with exceptionally helpful staff.
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is ฿2,641
฿2,905 total
includes taxes & fees
5 Jan - 6 Jan 2026
Quality Inn
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (680)
Experience a refreshing stay at this waterfront hotel with an indoor pool and helpful staff. Just minutes from Chesapeake Bay Environmental Centre and Paul Reed Smith Guitars, enjoy convenient access to local attractions with free WiFi and parking.
"The staff are the absolute best. Our room was perfect."
United States
Deborah
The price is ฿3,604
฿4,001 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Kent Narrows & Marina
Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1000)
Experience serene stays at this peaceful inn with seasonal outdoor pool and garden terrace. Located conveniently near Saint Michaels Village and Classic Motor Museum, guests appreciate the helpful staff, clean rooms, and complimentary breakfast, WiFi, and parking.
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is ฿3,125
฿3,438 total
includes taxes & fees
5 Jan - 6 Jan 2026
St Michaels Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
This Grasonville hotel provides a peaceful environment with a seasonal outdoor pool and complimentary breakfast, WiFi, and parking. Located near Chesapeake Bay Environmental Centre and Queenstown Harbour Golf Links for easy exploration.
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ฿2,615
฿2,902 total
includes taxes & fees
19 Jan - 20 Jan 2026
Quality Inn Grasonville near Kent Island
Lobby
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1000)
Start your day with a refreshing swim in the indoor pool before exploring nearby Talbot Massage and Easton Cycle and Sport. Free WiFi, parking, and fitness centre enhance your stay at this business-friendly hotel where helpful staff ensure comfort.
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is ฿3,698
฿4,067 total
includes taxes & fees
28 Dec - 29 Dec
Best Western Plus Easton Inn & Suites
Terrace/patio
The Tidewater Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (842)
Luxurious retreat featuring Hunters' Tavern serving regional fare for all meals. The full-service spa offers deep-tissue massages and body treatments, while the terrace and garden provide peaceful spaces. Located near Avalon Theatre with free WiFi and parking.
"Friendly staff, spotless room, great location. "
United States
Steven
The price is ฿5,562
฿6,118 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Tidewater Inn
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1000)
Overlooking the bay in Grasonville, this hotel offers an indoor pool and fitness centre for active travellers. Explore nearby Chesapeake Bay Environmental Centre, then unwind with drinks at the bar. Rooms include microwaves and refrigerators for added convenience.
"Clean and friendly staff"
United States
Lisa
The price is ฿3,542
฿3,931 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hilton Garden Inn Kent Island Marina
Exterior
Hampton Inn Easton

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (553)
Wake up to a complimentary breakfast before exploring nearby Easton Cycle and Sport. This hotel offers an indoor pool for year-round swimming and a fitness centre. Business travellers appreciate the free WiFi and parking with helpful staff.
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is ฿3,753
฿4,129 total
includes taxes & fees
22 Jan - 23 Jan 2026
Hampton Inn Easton
Free daily buffet breakfast
Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (593)
Set near Talbot Massage and Easton Cycle and Sport, this welcoming hotel offers free breakfast, WiFi, and parking. Take a morning swim in the indoor pool, then visit the 24-hour fitness centre. Guests consistently praise the property condition and helpful team.
"We only stayed one night but it was perfect. The room was very clean, the beds were comfortable, and the staff were very nice. "
United States
Nancy
The price is ฿4,164
฿4,581 total
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Inn Express Easton by IHG
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1002)
Ideally located near restaurants and walking trails, this Grasonville getaway offers superior rooms with spectacular sunset views over the water. Enjoy the indoor pool, hot tub, and sauna after exploring nearby Chesapeake Bay Environmental Centre.
"Nice place "
United States
Tucker T
The price is ฿2,592
฿2,877 total
includes taxes & fees
5 Jan - 6 Jan 2026
Best Western Kent Narrows Inn
Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (410)
Located in St. Michaels, this welcoming hotel offers free breakfast, WiFi, and parking. Enjoy drinks at the bar or grab a bite at the café. Nearby attractions include Higgins Yacht Yard and Muskrat Park, with attentive staff to enhance your stay.
"Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back. "
United States
Jenn
The price is ฿5,873
฿7,144 total
includes taxes & fees
28 Dec - 29 Dec
The Wildset
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ฿4,754
฿5,230 total
includes taxes & fees
1 Jan - 2 Jan 2026
George Brooks House B&B
View from property
Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
2.5 star property
Easton
9.6 out of 10, Exceptional, (367)
Start your day with complimentary breakfast at this Easton retreat, then swim in the indoor pool or exercise in the fitness centre. The friendly staff, free parking, and in-room refrigerators create a convenient base near Talbot Massage.
"Great hotel, very clean & quiet. "
United States
Janet
The price is ฿5,003
฿5,504 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Easton
Reception
Econo Lodge Easton Route 50

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (386)
This budget-friendly motel offers complimentary continental breakfast, WiFi, and parking. Located close to Easton Cycle and Sport, guests enjoy easy access to local attractions. Comfortable rooms provide a practical base for exploring Talbot County.
"Staff was great"
United States
Andre
The price is ฿2,517
฿2,768 total
includes taxes & fees
6 Jan - 7 Jan 2026
Econo Lodge Easton Route 50
Porch
Hummingbird Inn

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (86)
Relax at this enchanting Victorian B&B with pampering spa massages and a 24-hour fitness centre. Located near Easton Rail Depot and Avalon Theatre, guests enjoy in-room refrigerators, microwaves, and a rejuvenating hot tub, plus free breakfast, WiFi, and parking.
"The kindest most sweetest checkin"
United States
Nicole
Hummingbird Inn
Breakfast, lunch, dinner served; sea views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (372)
Set on the waterfront, this charming inn offers a relaxing retreat with a full-service spa and outdoor pool. Play golf, dine at Stars restaurant, or enjoy drinks at 2 bars. Close to Perry Cabin Park with helpful staff to enhance your stay.
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ฿16,220
฿19,626 total
includes taxes & fees
30 Dec - 31 Dec
Inn at Perry Cabin
Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
Wake up to a full complimentary breakfast at this cosy B&B in St. Michaels before exploring Perry Cabin Park and nearby marinas. Enjoy free WiFi and parking while unwinding in the peaceful garden and terrace after hiking local trails.
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ฿6,215
฿6,836 total
includes taxes & fees
1 Jan - 2 Jan 2026
Parsonage Inn
Front of property
The Oaks Waterfront

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41)
Enjoy scenic vistas from the rooftop terrace at this Easton B&B. Unwind with a massage, take a dip in the seasonal outdoor pool, or sip drinks at the bar. Free breakfast, WiFi and parking complement the serene garden setting near Saint Michaels Village.
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is ฿12,836
฿14,120 total
includes taxes & fees
28 Dec - 29 Dec
The Oaks Waterfront
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.
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Top Hillsboro Hotel Reviews

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"Clean and friendly staff"
Lisa 2-night trip
Posted 9 days ago
Hilton Garden Inn Kent Island Marina

More cheap stays in Hillsboro

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD
The price is ฿2,455 per night from 25 Jan to 26 Jan
฿2,455
฿2,725 total
25 Jan - 26 Jan 2026
includes taxes & fees
9/10 Wonderful! (936 reviews)

Frequently asked questions

Where is the best place to stay in Hillsboro?
Hyatt Place Kent Narrows & Marina, located 16.8 mi (27 km) from the heart of Hillsboro, is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Hilton Garden Inn Kent Island Marina and Inn at Perry Cabin. See all available top hotels, or vacation rentals in Hillsboro.
If I need to cancel my hotel reservation in Hillsboro, will I receive a refund?
Yes! The majority of hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsboro.
What is staying in Hillsboro like?
Visitors will definitely enjoy all that Hillsboro has to offer. There are 167 hotels and other accommodation options in the surrounding area. Find out more about Hillsboro.
What are the top places to visit in Hillsboro?
Places to visit in the wider area include Wye Landing, Pickering Creek Audubon Center and Hazel Miner Monument. You'll also find Avalon Theatre and Academy of the Arts in the area. Take a look at what more there is to see and do in Expedia's Hillsboro guide.
What's the seasonal weather like in Hillsboro?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Hillsboro is 1355 mm.

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