A harbor with boats docked, a pier, and a row of houses along the water.

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Check availability on Chesapeake Beach Romantic Hotels

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Chesapeake Beach romantic hotels

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.
A modern bar area with a long counter and multiple bar stools.
A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Pam
NT$3,928
NT$4,360 total
includes taxes & fees
Nov 1 - Nov 2
Rod 'N' Reel Resort
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A large building with a swimming pool, dock, and green surroundings.
A modern lounge area with a fireplace, seating, and a view of the outdoors.
A spacious indoor dining area with large windows, tables, and chairs.

2. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Kelly
NT$5,696
NT$6,266 total
includes taxes & fees
Oct 26 - Oct 27
The Tilghman Island Inn
A hot tub in a grassy area with a building in the background.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.
A pool with two Adirondack chairs and a basket of items on the grass.
A cozy room with a brick fireplace, leather armchairs, and a rustic wooden table.

3. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
United States
kristine
NT$11,405
NT$13,002 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Tacaro Estate
A two-story building with a covered entrance and an American flag.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

4. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Dean
NT$2,607
NT$2,868 total
includes taxes & fees
Nov 5 - Nov 6
St Michaels Inn
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
A hotel reception area with a reception desk, a television, and seating area.
A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.
A hotel pool area with two pools, chairs, and a sunshade.

5. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
United States
Kaiya
NT$3,575
NT$4,075 total
includes taxes & fees
Nov 15 - Nov 16
SpringHill Suites by Marriott Annapolis
A garden with raised beds and a wooden fence.
A table with a vase of flowers, a red notebook, and two gift boxes.
A person holding a shark tooth in a room with a staircase, a red chair, and patterned carpet.
A bedroom with a bed, a glass table with flowers, a patterned rug, and a fireplace.

6. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
St. Leonard
United States
Sophie
NT$4,357
NT$4,836 total
includes taxes & fees
Nov 10 - Nov 11
Historic 1825 Chesapeake Farm Stay
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A golf course with a water hazard and surrounding trees.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A hotel room with a large bed, a chair, a desk, and a television.

7. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
NT$15,796
NT$17,375 total
includes taxes & fees
Nov 11 - Nov 12
Inn at Perry Cabin
A patio area with outdoor seating, a fire pit, and a poolside bar.
A spacious lobby with a fireplace, comfortable seating, and a large television.
A hotel with a swimming pool, outdoor seating, and a brick facade.
A Marriott Residence Inn with a parking lot and a landscaped area.

8. Residence Inn by Marriott Waldorf

Residence Inn by Marriott Waldorf
Waldorf
United States
Nelson
NT$3,575
NT$3,968 total
includes taxes & fees
Nov 15 - Nov 16
Residence Inn by Marriott Waldorf
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.
An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.
A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.
A cozy room with a fireplace, a framed picture above it, and two armchairs.

9. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
United States
Paul
NT$8,150
NT$8,965 total
includes taxes & fees
Nov 2 - Nov 3
Parsonage Inn
View all properties

Find out more about Chesapeake Beach

Chesapeake Beach attractions for couples

Chesapeake Beach, Maryland, is a charming coastal town that offers a wealth of activities and points of interest for families seeking quality experiences. Start your adventure at the Chesapeake Beach Water Park, where the kids can splash around in the wave pool and zoom down thrilling water slides while you relax in a cabana. For a taste of local history, visit the Calvert Marine Museum, where interactive exhibits and a chance to see live otters make learning exciting for all ages. Nature lovers will enjoy the beautiful hiking trails at the nearby Ward Farm Recreation and Nature Park, perfect for a family picnic amidst lush greenery. Don’t miss the chance to indulge in fresh seafood at local favorites like The Rod 'N' Reel, where you can dine with stunning views of the Chesapeake Bay. Finally, unwind at one of the town’s waterfront hotels, such as the Chesapeake Beach Resort & Spa, where spacious rooms and attentive service create a pampering retreat after a day of exploration. Here, you can rejuvenate at the spa or sip cocktails by the beach, making your family getaway both relaxing and memorable.

Find the best romantic hotels in Chesapeake Beach

For couples seeking a romantic escape in Chesapeake Beach, Maryland, these charming hotels offer perfect settings and amenities to enhance your getaway experience.Rod 'N' Reel Resort

  • Why it's great for a couples retreat: For a romantic getaway that combines beachside charm with modern comforts, Rod 'N' Reel Resort is an excellent choice. With a guest review rating of 8.2, this resort provides a cozy ambiance perfect for couples. Guests can unwind together at the beachfront restaurant or enjoy a relaxing day by the indoor pool. The resort also features lovely partial ocean and marina views, enhancing the romantic atmosphere throughout your stay.
  • Other amenities: Additional amenities include an onsite spa for rejuvenating treatments, pool cabanas for private lounging, and evening entertainment to enjoy together. Couples can take advantage of the boat tours or nearby kayaking for a more adventurous outing. Other features such as 24-hour fitness facilities, a sauna for relaxation, and cozy fireplaces in select rooms create a perfect blend of comfort and romance, ensuring a memorable stay.
  • Nearby attractions: Chesapeake Beach Railway Museum - 0.07 miles, Rod n Reel Charter Fishing - 0.08 miles, Chesapeake Beach Water Park - 0.28 miles

Top Chesapeake Beach Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"The Hotel was excellent. However, Expedia did not disclose that there was an additional charge for resort fee that was not included in the quoted price from Expedia. There was an additional $33.00 when I checked into the hotel. I could have gone with a different online reservation cheaper."
William 1-night trip
Posted 2 days ago
Rod 'N' Reel Resort
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Very pleasant surprise! Great price for studio apartment- way better than the Marriott I just checked out of!"
Rhonda 1-night trip
Posted 3 days ago
Sonesta ES Suites Annapolis

Frequently asked questions

Searching for romantic hotels in Chesapeake Beach?
If you and your partner need a romantic escape, we'd like to help you plan for it. Our guests also enjoy Chesapeake Beach for its restaurants and beaches. If you'd like to explore some of the area's notable sights, you might make a stop by Chesapeake Beach Water Park, Chesapeake Beach Railway Museum, or Rod n Reel Charter Fishing. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Chesapeake Beach?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chesapeake Beach: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
What is there to do in Chesapeake Beach?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Chesapeake Beach has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Chesapeake Beach for its restaurants. A visit to Chesapeake Beach Water Park, Chesapeake Beach Railway Museum, or Rod n Reel Charter Fishing might be just the ticket when you're checking out the sights.
What's the best way to get to Chesapeake Beach and around town during my romantic getaway?
These transportation options in Chesapeake Beach might help your romantic trip go off without a hitch: Make your way to Chesapeake Beach with a flight to Easton, MD (ESN-Easton - Newnam), which is the closest major airport located 26.5 mi (42.7 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.

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