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Our top choices for Preston hotels

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,006 reviews)
"A truly wonderful fall getaway. Movies at the indoor pool."
United States
Amy
2 days ago
$170 nightly
The price is $193
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Chesapeake Bay

2. The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (938 reviews)
"We had a wonderful stay and thoroughly enjoyed our time in Easton!"
United States
Miriam
September 5th, 2026
$163 nightly
The price is $179
Nov 22 - Nov 23
Total with taxes and fees
The Tidewater Inn

3. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,005 reviews)
"We enjoyed our stay. Our room was quite comfortable. The staff was very helpful."
United States
Phyllis
8 days ago
$79 nightly
The price is $87
Dec 10 - Dec 11
Total with taxes and fees
St Michaels Inn

4. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,008 reviews)
"I would definitely stay there again. The staff was amazing."
United States
Margaret
11 days ago
$119 nightly
The price is $131
Nov 15 - Nov 16
Total with taxes and fees
Best Western Plus Easton Inn & Suites

5. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (959 reviews)
"Staff who received us was very helpful. Rooms are well maintained."
United States
Edwin
28 days ago
$82 nightly
The price is $90
Nov 11 - Nov 12
Total with taxes and fees
Baymont by Wyndham Easton

6. Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (101 reviews)
"Great breakfast included. Adorable property in Easton. MD a hidden gem with a lovely staff."
United States
Todd
22 days ago
$341 nightly
The price is $375
Nov 10 - Nov 11
Total with taxes and fees
Hummingbird Inn

7. Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (177 reviews)
"Great place to take a break and enjoy wonderful views. Relaxed atmosphere and bountiful breakfast!"
United States
Lisa
23 days ago
$184 nightly
The price is $204
Nov 14 - Nov 15
Total with taxes and fees
Marvel's on the Creek

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (858 reviews)
"I enjoyed my stay for two nights. My room was clean."
United States
Jean (Jeannie)
10 days ago
$134 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

9. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (595 reviews)
"The staff is wonderful. Very pleasant and customer oriented."
United States
Maria
6 days ago
$128 nightly
The price is $141
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn Easton

10. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (639 reviews)
"Property room were very clean."
United States
Shannon
13 days ago
$140 nightly
The price is $154
Nov 19 - Nov 20
Total with taxes and fees
Holiday Inn Express Easton by IHG

11. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (528 reviews)
"Wonderful place to stay. Everything is homemade."
United States
Dena
4 days ago
$222 nightly
The price is $244
Dec 1 - Dec 2
Total with taxes and fees
The Wildset

12. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Property enhanced the dining experience. Outstanding experience in every way."
United States
Christina
September 29th, 2026
$435 nightly
The price is $479
Dec 9 - Dec 10
Total with taxes and fees
Inn at Perry Cabin

13. 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, (1,002 reviews)
"Kindly welcomed at the front desk informed of all the amenities."
United States
Shirley
3 days ago
$101 nightly
The price is $112
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

14. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,003 reviews)
"The property was perfect. It was in walking distance to food."
United States
Kauri
2 days ago
$120 nightly
The price is $133
Nov 18 - Nov 19
Total with taxes and fees
Hilton Garden Inn Kent Island Marina

15. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (405 reviews)
"The room was very clean and quiet and the staff extremely helpful."
United States
Adriana
October 4th, 2026
$76 nightly
The price is $84
Dec 9 - Dec 10
Total with taxes and fees
Econo Lodge Easton Route 50

16. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
"Hot breakfast buffet was okay. Best Western website say 30 per pet stay."
United States
Lauren
7 days ago
$90 nightly
The price is $100
Nov 15 - Nov 16
Total with taxes and fees
Best Western Kent Narrows Inn

17. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (190 reviews)
"Loved the property. Our room was beautiful."
United States
Steven
September 22nd, 2026
$155 nightly
The price is $169
Nov 30 - Dec 1
Total with taxes and fees
Kent Island Resort

18. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (513 reviews)
"They were wonderful with accommodating my needs."
United States
Katherine
20 days ago
$204 nightly
The price is $226
Dec 9 - Dec 10
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club

19. Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford
2.0 star property
Seaford
7.0 out of 10, Good, (1,005 reviews)
"The staff upon our arrival was MOST accommodating."
United States
Katherine
2 days ago
$67 nightly
The price is $75
Nov 15 - Nov 16
Total with taxes and fees
Days Inn & Suites by Wyndham Seaford

20. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. Beautiful modern rooms."
United States
William
10 days ago
$489 nightly
The price is $538
Nov 10 - Nov 11
Total with taxes and fees
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.

Where to stay in and around Preston

Preston offers a charming escape for outdoor enthusiasts and families alike. Enjoy scenic landscapes, beach activities, and a friendly atmosphere. It’s an ideal weekend getaway with access to key destinations nearby, ensuring you'll find the best places to stay and explore for a memorable experience.

Cambridge

For travelers seeking a memorable trip, Cambridge offers a charming blend of nature, history, and leisure. You can explore the scenic beauty of the Choptank River Lighthouse, unwind at Gerry Boyle Park at Great Marsh, or delve into the inspiring exhibits at the Harriet Tubman Museum and Educational Center. Located about 18 miles by car from Preston, Cambridge serves as a great base for your adventures, making it a smart choice for your stay.

Easton

Experience the charm of Easton, an excellent hub for travelers seeking a blend of outdoor adventure and family-friendly activities. With attractions like the Chesapeake Bay Maritime Museum, the historic 1879 Hooper Strait Lighthouse, and the scenic St. Michaels Marina, Easton offers plenty to explore year-round. Located about 10 miles by car from Preston, this vibrant city serves as a smart choice for your next getaway, ensuring access to both relaxation and recreation.

Tanyard

If you are a family traveler, look no further than Tanyard, a charming village in Preston, Maryland, known for its rich history and vibrant arts scene. Explore the iconic Third Haven Friends Meeting House, immerse yourself in creativity at the Academy of the Arts, and delve into local history at the Historical Society of Talbot County. With moderate seasonal visitor numbers, Tanyard offers a peaceful escape, making it a smart choice for your next getaway.

Hurlock

Ideally situated for budget-conscious families and nature enthusiasts, Hurlock offers a delightful escape with easy access to the scenic Choptank River Lighthouse, the tranquil Gerry Boyle Park at Great Marsh, and the expansive Bill Burton Fishing Pier State Park. This charming city provides a range of outdoor activities year-round, making it an ideal choice for those looking to immerse themselves in beautiful landscapes. Located about 6 miles from Preston, Hurlock is a smart choice for your next vacation stay.

Williamsburg

Travelers seeking adventure and eco-friendly experiences will find Williamsburg to be the ideal base for their vacation, featuring attractions like the Barnes Woods Nature Preserve and the historic Governor Ross Mansion. This charming village offers a blend of educational and recreational activities, perfect for couples and families alike. With its proximity to Preston, about 6 miles away, Williamsburg makes for a smart choice for your stay, allowing easy access to nature and local history.

Stay near popular Preston attractions

Preston, Maryland, offers a picturesque escape for outdoor enthusiasts, with stunning scenery, historic lighthouses, and nearby state parks. Explore local culture at charming museum hotels or experience the thrill of haunted hotels, all while staying at the top Preston hotels for a memorable vacation.

Top Preston Hotel Reviews

Find out more about Preston

Top reasons to visit Preston

  • Outdoor Adventures: Preston is a haven for outdoor enthusiasts, featuring scenic parks and beautiful beaches perfect for exploration.
  • Cultural Attractions: Visit local landmarks like the Harris Museum to immerse yourself in the area's rich history and culture.
  • Family-Friendly Atmosphere: The town offers a welcoming environment with activities suitable for all ages, making it perfect for family vacations.
  • Charming Accommodations: Enjoy a variety of lodging options, including cozy bed and breakfasts and comfortable hotels.
  • Nearby Urban Excursions: Explore nearby cities for a blend of vibrant city life and peaceful retreat.

Find great hotels near Preston

Preston, Maryland offers a variety of accommodation options to make your stay enjoyable, including charming bed and breakfasts and comfortable hotels. Whether you’re traveling with family, on a business trip, or seeking pet-friendly lodging, you'll find suitable options to meet your needs. Explore the best hotels and accommodations near Preston to ensure a memorable visit to this quaint town.

  • Hyatt Regency Chesapeake Bay: Experience a luxurious retreat at the 4-star Hyatt Regency Chesapeake Bay, where a guest rating of 8.8 reflects its commitment to excellence. Situated 13 miles from Preston, this resort seamlessly blends a beach and golf theme for the perfect getaway. Guests can enjoy direct beach access, making it an ideal choice for sun-seekers and water sports enthusiasts. Golf lovers will appreciate the on-site golf facilities, ensuring that both relaxation and recreation are at your fingertips. With spacious rooms and top-notch amenities, this hotel offers a refined yet laid-back atmosphere for a memorable vacation.
  • Best Western Plus Easton Inn & Suites: For travelers seeking a budget-friendly option without compromising on comfort, the Best Western Plus Easton Inn & Suites boasts a guest rating of 9.2. Located 10 miles from Preston, this hotel caters to business travelers with its convenient amenities and welcoming atmosphere. Guests will enjoy complimentary breakfast, a well-equipped business center, and a fitness room, ensuring a productive stay. The hotel’s focus on value and service makes it a reliable choice for those visiting the area for work or leisure.
  • Comfort Inn & Suites Cambridge: Ideal for guests traveling with pets, the Comfort Inn & Suites Cambridge offers a warm welcome to furry companions. With a guest rating of 8.2 and located 13 miles from Preston, this budget-friendly hotel provides essential amenities for both business and leisure travelers. The pet-friendly policy allows for a stress-free experience, while guests appreciate the comfortable rooms and complimentary breakfast. Whether you’re in town for work or a family vacation, this hotel ensures a pleasant stay with its accommodating services and welcoming environment.

Where to stay near Preston

Discover the charm of Preston, Maryland, where outdoor enthusiasts can revel in scenic beauty and family-friendly attractions. Enjoy warm weather while exploring nearby cities like New York and downtown Chicago, or unwind at local beaches. Whether you're seeking vibrant city views or a peaceful getaway, Preston offers a welcoming atmosphere with friendly locals eager to share their hidden gems. Embrace the perfect blend of nature and urban adventure during your visit.

  • Cambridge: Located approximately 13 miles from Preston, Cambridge is a charming city that offers visitors a delightful blend of outdoor experiences and scenic beauty. From June to August, the city sees a peak in traveler arrivals, making it a vibrant summer destination. Visitors flock to Cambridge for its picturesque boardwalk, inviting recreational areas, and bustling shopping centers. Notable local landmarks include the stunning bay and beach, alongside the scenic esplanade that beckons for leisurely strolls. Whether you're looking to bask in the sun or enjoy the local scenery, Cambridge is a perfect spot for relaxation and exploration.
  • Easton: Situated about 10 miles from Preston, Easton is a delightful city that consistently attracts visitors year-round, especially during the peak months of June to July and September. Known for its outdoor activities and stunning landscapes, Easton offers a variety of attractions, including a lively boardwalk, shopping centers, and recreational areas. The nearby beaches and family-friendly bay provide ample opportunities for fun in the sun. With its charming atmosphere and vibrant local culture, Easton is an ideal destination for families and adventure seekers alike.
  • Eastern Shore: Also located around 10 miles from Preston, the Eastern Shore is a captivating region that draws travelers seeking outdoor adventures and breathtaking scenery. Visitor numbers peak during the summer months from June to August, but the area remains inviting throughout the year. The Eastern Shore features popular venues such as boardwalks and recreational areas, making it perfect for those who enjoy the great outdoors. The local beaches and family-friendly bays offer relaxation and enjoyment, making Eastern Shore a must-visit destination for anyone looking to immerse themselves in natural beauty.

Things to do in Preston

Preston, Maryland, is perfect for outdoor enthusiasts and beach lovers, offering beautiful scenery and a range of activities. Visitors can explore local attractions, including the Harris Museum, as well as enjoy shopping at nearby centers and malls. Whether you're looking to relax by the water or dive into the local culture, Preston provides a delightful vacation experience.

Shopping

In Preston, you can enjoy local shops and boutiques for unique gifts. If you're up for a drive, visit the Easton Premium Outlets, about 12 miles away, where you'll find discounted designer brands and a variety of stores perfect for souvenir hunting.

Recreation

Experience tranquility at the Preston Wellness Center, where you can indulge in yoga classes and rejuvenating spa treatments. For outdoor fun, explore the scenic trails of the nearby Blackwater National Wildlife Refuge, perfect for hiking and birdwatching amidst nature's beauty.

Adventure

Preston's scenic waterways offer kayaking and canoeing experiences, perfect for exploring the tranquil Chester River. For those seeking thrills, the nearby Blackwater National Wildlife Refuge features hiking trails and birdwatching opportunities, showcasing the area's rich wildlife and stunning landscapes.

Nightlife

In Preston, Maryland, enjoy a cozy evening at local bars like The Preston Pub, where you can sip craft beers and mingle with friendly locals. For live music, check out The Galley, offering a laid-back vibe and great tunes to enhance your night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Preston

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Preston are January to February and November, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Preston is Tuesday. The most expensive day to stay in Preston is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool makes it easy to set your budget, choose your ideal location, and more. You can arrange the results to display prices from lowest to highest, ensuring you find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly accommodations that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Preston with your flights and activities through an Expedia package deal.

Find the best attractions near Preston

Preston, Maryland, is perfect for outdoor enthusiasts and beach lovers alike. Visitors can explore a variety of attractions, including urban parks, state parks, and historic lighthouses. Whether you're seeking adventure or a cultural experience, Preston offers a family-friendly atmosphere that caters to all interests. Enjoy the scenic beauty and diverse activities that make this charming town an ideal vacation spot.

  • Gerry Boyle Park at Great Marsh: This urban park offers a delightful retreat with its family-friendly atmosphere and outdoor vibes. Enjoy scenic walks, picnics, and opportunities for birdwatching amidst beautiful marshland.
  • Choptank River Lighthouse: Experience the charm of history at this iconic lighthouse, which showcases the rich maritime culture of the area. The picturesque views of the Choptank River make it a perfect spot for photography and reflection.
  • Bill Burton Fishing Pier State Park: This national park is an outdoor enthusiast’s dream, featuring stunning scenery and adventure opportunities. Try fishing, hiking, or simply enjoying the tranquil surroundings along the picturesque pier.

Best time to go to Preston

The best time to visit Preston can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Preston falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Preston falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January35.6°F (2.0°C)Light RainMostly SunnySlightly LowSlightly Low
February38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly Low
March45.0°F (7.2°C)Light RainMostly SunnyAverageAverage
April55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
June72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
July77.7°F (25.4°C)Light RainMostly SunnySlightly HighSlightly High
August75.7°F (24.3°C)Light RainMostly SunnyAverageSlightly High
September70.0°F (21.1°C)Light RainMostly SunnySlightly HighAverage
October60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnySlightly HighSlightly Low
December41.4°F (5.2°C)Light RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Preston

Traveling to Preston, Maryland, can be easily accomplished via nearby major airports. Philadelphia International Airport (PHL) is 88 miles away, with excellent hotels like the 5-star W Philadelphia and The Rittenhouse, both just 6 miles from the airport. Ronald Reagan Washington National Airport (DCA) is 62 miles away, offering luxurious options such as the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both 2 miles from the airport. Additionally, Washington Dulles International Airport (IAD) is located 84 miles from Preston, with convenient hotels like The Westin Washington Dulles Airport and Hyatt Regency Dulles International Airport, both just a mile away.

Frequently Asked Questions

What is the best area to stay in Preston?

The best area to stay in Preston is the town center, particularly around Main Street.

This area is the heart of Preston and offers convenient access to local businesses and community spaces. Main Street features several local eateries and shops, and it's where you'll find the town's historical markers and the community park. The layout is straightforward, making it easy to navigate on foot.

For families, staying in the town center is ideal due to its proximity to the community park, which often hosts local events and provides open green spaces for recreation. The local, family-owned restaurants also offer convenient dining options.

For solo travelers looking for a relaxed experience, the town center provides a quiet and friendly environment.

When is the best time to go to Preston?

The best time to go to Preston, Maryland, is during the spring and fall months.

These seasons offer pleasant weather conditions, with comfortable temperatures and less humidity, making it ideal for exploring the outdoors and local attractions. Spring (April to May) brings blooming flowers and mild days, while fall (September to October) features colorful foliage and crisp air.

For travelers interested in outdoor activities like hiking, cycling, or enjoying the local waterways, these seasons provide the most agreeable climate without the intense heat of summer or the chill of winter.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Preston.

How much is the nightly rate at a Preston hotel?

Prices for hotels in Preston often vary, but you can find a great deal from $83 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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