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

Find Romantic Hotels in Chesapeake Beach, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Romantic Hotels

This weekend
Next weekend

Our top choices for Chesapeake Beach romantic hotels

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,003 reviews)
"Everything about the property is excellent"
United States
Garmai
The price is NT$4,697
NT$6,295 total
includes taxes & fees
Nov 8 - Nov 9
Rod 'N' Reel Resort

2. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (172 reviews)
"X"
United States
Kelly
The price is NT$5,685
NT$6,253 total
includes taxes & fees
Oct 29 - Oct 30
The Tilghman Island Inn

3. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is NT$11,364
NT$12,954 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Tacaro Estate

4. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,003 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
The price is NT$2,602
NT$2,862 total
includes taxes & fees
Nov 2 - Nov 3
St Michaels Inn

5. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
10.0 out of 10, Exceptional, (5 reviews)
"Everything about this home is amazing! I loved chatting with the owner of the home and seeing the property! All the food was to die for!!! On top of all this it was so close to places for me to shark tooth hunt!!! 10 out of 10! Will be going back!!!"
United States
Sophie
The price is NT$4,341
NT$4,819 total
includes taxes & fees
Nov 10 - Nov 11
Historic 1825 Chesapeake Farm Stay

6. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,003 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is NT$4,041
NT$4,607 total
includes taxes & fees
Nov 22 - Nov 23
SpringHill Suites by Marriott Annapolis

7. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is NT$15,739
NT$17,312 total
includes taxes & fees
Nov 11 - Nov 12
Inn at Perry Cabin

8. Residence Inn by Marriott Waldorf

Residence Inn by Marriott Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very good, (718 reviews)
"Sherree King/Operations Manager greeted us at the front desk when we arrived. She was working alone and there were approximately 4 guests waiting to check in. She was able to work everyone in a timely manner while remaing calm and very pleasant."
United States
Nelson
The price is NT$3,562
NT$3,954 total
includes taxes & fees
Nov 15 - Nov 16
Residence Inn by Marriott Waldorf
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 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

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.

Explore a world of travel with Expedia