Enable JavaScript to run this app.
Skip to main content
OpenTable logo
  1. Home
  2. United States
  3. Greater Boston

Best Romantic Restaurants in Chatham

Price
Cuisine
Regions
Areas
Top Rated
Dining Options
Seating Options
Accessibility

5 restaurants available nearby

A photo of Twenty Eight Atlantic at Wequassett Resort restaurant
1. Twenty Eight Atlantic at Wequassett Resort
4.7
Exceptional(1708)
Price: Very Expensive
• Seafood • Chatham
Housed in Wequassett Resort's Eben Ryder House, an 18th-century sea captain’s home, twenty-eight Atlantic is one of the most stunning settings to dine in New England. Guests will experience a coastal menu with organic presentations and flavors from noted Executive Chef James Hackney, an award-winning wine list, and a breathtaking view of Pleasant Bay. Chef Hackney and his expert culinary team pride themselves on creating unique culinary experiences, pushing the boundaries of their creativity. The Forbes Five Star restaurant offers a light and airy atmosphere, with floor-to-ceiling windows that immerse guests in the ocean view.
A photo of Stars at Chatham Bars Inn restaurant
2. Stars at Chatham Bars Inn
4.7
Exceptional(587)
Price: Very Expensive
• Contemporary American • Chatham
Booked 3 times today
At Stars, enjoy stunning panoramic views of Chatham Harbor and the Atlantic Ocean. Inspired by the stunning views, our natural surroundings, and the bounty of our farm, we blend regional heritage into modern coastally inspired cuisine. Steeped in history, with Norman Rockwell’s “Spirit of America” hanging above the fireplace, STARS is an experience that will excite all the senses. By reimagining classic dishes, we honor the legacy of our setting with a menu that embraces the inn’s past and bridges the gap of time.  With an award-winning wine list, genuine hospitality, and personalized service. We invite you to begin your mornings and end your evenings with Cape Cod’s premier dining experience. Breakfast is first-come, first serve. Dinner reservations are highly recommended. Attire: Resort Evening Attire. For ladies, resort casual. Please no pool or beach attire. For gentlemen, long pants including jeans, collared shirt and proper footwear. Shorts are not
A photo of The Chatham Cut restaurant
3. The Chatham Cut
4.5
Awesome(586)
Price: Very Expensive
• Steakhouse • Chatham
Booked 21 times today
THE CHATHAM CUT offers an especially unique, intimate dining experience.We specialize in freshly-cut meats. Our steaks are freshly-cut every day.The Chatham Cut does NOT use pre-packaged previously cut pre-weighed plastic-wrapped meat, or cook our steaks using the "Sous Vide," method as many other non-specialist restaurants do. Every "Cut," is fresh, which offers the special flavor profile our guests have searched for.Our offerings are prepared in the true steakhouse old-world tradition. Side options are also steakhouse traditional, with fresh vegetables as well as loaded baked potatoes.For those who love seafood, we offer our oysters, sourced from within walking distance and many exciting spins on traditional offerings. The Cut's Yellowfin Tuna is popular as a Tartar as well as our Sushi-Grade Entree.Plan ahead for your visit!The Chatham Cut is an intimate dining experience.We do not offer a wait-list. We do not have a waiting lounge.We are a destination.
A photo of Ocean Terrace at Ocean Edge Resort restaurant
4. Ocean Terrace at Ocean Edge Resort
4.3
Awesome(593)
Price: Moderate
• Contemporary American • Orleans
Inside and out, Ocean Terrace offers a refined dining experience against the stunning backdrop of Cape Cod Bay. At this Cape Cod restaurant, take a seat and sip on a refreshing glass of wine while gazing over the water’s horizon.Guests can dine on elevated New England fare at every meal, including a grilled lobster roll with basil aioli, a hearty bowl of traditional clam chowder, and delectable oysters on the half shell. When the evening grows dark, gather out on the terrace and warm your spirits over fire bowls and conversation.Important Notice: As per Commonwealth Guidelines, an item of food prepared on site must be ordered with an initial alcoholic beverage order; no exceptions.
A photo of The Roscommon Room at Ocean Edge Resort restaurant
5. The Roscommon Room at Ocean Edge Resort
3.7
Very Good(85)
Price: Moderate
• Contemporary American • Brewster
Booked 3 times today
The Roscommon Room is the coolest experience for Lunch and Dinner at Ocean Edge Resort located behind The Mansion overlooking Cape Cod Bay. Guests and patrons alike are invited to book a table inside the restaurant for traditional a-la-carte dining that will allow you to enjoy wintry cocktails with an assortment of seasonal starters and entrees from lobster poutine to butternut squash risotto. Cozy seating by the fire and inside the bar area are also available.

How is content generated

See what locals rave about

From verified diners like you
From verified diners like you
  • Dan
    Greater Boston •1 review
    5.0
    Dined 3 days ago
    The experience was wonderful. The seating was perfect for a party of 6. The service was perfect in every way. The food was excellent and our server Jocelyn was very attentive, personable and engaging making for a very enjoyable evening. Other staff members were also warm and friendly. Highly recommend and we all will be going back.
    More info
    The Roscommon Room at Ocean Edge ResortPrice: Moderate• Contemporary American• Brewster
    •
    3.7
  • Derek
    Greater Boston •10 reviews
    5.0
    Dined on 14 Nov 2024
    Great service, super friendly staff team and incredible value on menu with the Prix Fix options. Also, quality Prime Rib meal for $44.
    More info
    The Chatham CutPrice: Very Expensive• Steakhouse• Chatham
    •
    4.5
  • Thomas
    Philadelphia County •22 reviews
    5.0
    Dined on 26 Oct 2024
    Food was great - atmosphere was great - only "flaw" in the evening was getting the location of the entrees to wrong diner - given everything else being great - that was an unexpected hiccup.
    More info
    Twenty Eight Atlantic at Wequassett ResortPrice: Very Expensive• Seafood• Chatham
    •
    4.7
  • John
    San Diego •2 reviews
    5.0
    Dined on 16 Oct 2024
    Excellent setting, food and service. Service: Sarah was our waitress and she did an excellent job - provide suggestions, taking care of our 3 hour evening dinner. Pace was just right - not rushed and not too slow. Food: It was superb - very well balanced in flavors, temperature and presentation. I can tell the chef tasted what he made, and adjusted accordingly. Setting: The view out of the big windows was magnificent, table setting was very well done also (plates, forks and knives were changed out after each course).
    More info
    Stars at Chatham Bars InnPrice: Very Expensive• Contemporary American• Chatham
    •
    4.7
  • Amy
    New York City •2 reviews
    4.0
    Dined on 5 Oct 2024
    This was our second visit to Ocean Edge, our first visit to the Terrace. There was a wedding reception the night we attended and we weren't able to see the water as the result. It was beautiful to be outside and the heaters helped keep us warm. The prices are really high on the food but the portions are not large. Next time, I will return to another local favorite which has delicious food and larger portion sizes for the price. Ocean Edge is beautiful, but I don't think we will return.
    More info
    Ocean Terrace at Ocean Edge ResortPrice: Moderate• Contemporary American• Orleans
    •
    4.3

Discover best romantic restaurants in Chatham

Discover the essence of romance with our curated selection of dining venues across Cape Cod and the Islands, Chatham, and Greater Boston. Each restaurant captures a unique ambiance that sets the stage for an unforgettable romantic evening. Indulge in settings that range from intimate coastal eateries to elegant urban establishments, all chosen for their ability to provide a deeply personal dining experience. The dining scene in these locations is renowned for its diversity and quality, offering everything from fresh, local seafood to gourmet international cuisines, making it perfect for a special night out. These venues are praised for their exceptional service, atmospheric charm, and culinary excellence, ensuring every meal is as extraordinary as the company. Whether you're celebrating an anniversary, planning a proposal, or just seeking a quiet dinner for two, these restaurants promise to deliver an enchanting experience that complements the scenic beauty and refined culture of the region.

Explore OpenTable

Discover
OpenTable
  • About Us
  • Blog
  • Careers
  • Press
More
Our sites
Businesses
  • Delight more diners
Join us on
  • Privacy policy
  • Terms of Use
  • Cookies and Interest-Based Ads
  • Cookie Preferences
Copyright © 2024 OpenTable Australia Level 22, 357 Collins Street, Melbourne, Victoria - All rights reserved.
OpenTable is part of Booking Holdings, the world leader in online travel and related services.
Booking Logo
Priceline Logo
KAYAK Logo
Agoda Logo
OpenTable Logo