Chatham Wayside Inn, operating since 1860, offers a historic boutique hotel experience on Chatham's Main Street. This 56-room property blends classic Cape Cod charm with contemporary amenities. The inn features a heated outdoor pool, a fitness center, and two on-site dining options. It is situated within a 10-minute walk of Oyster Pond, Lighthouse Beach, and Kate Gould Park, making it a convenient base for exploring the coastal town.
Should you book Chatham Wayside Inn?
A historically charming hotel with modern amenities, located directly on Main Street within walking distance of beaches.
Best for
- Couples seeking a coastal retreat
- Families
- Pet owners
- Exploring Chatham on foot
Maybe not ideal for
- Guests seeking on-site spa services
- Travelers wanting direct beach access
Historic Main Street Location
Situated on Chatham's Main Street since 1860, this boutique hotel provides easy access to local shops and dining. It is a short walk to Oyster Pond and Lighthouse Beach.
On-site Dining
Wild Goose Tavern offers elevated tavern fare with coastal cuisine and features the only outdoor Main Street patio dining in Chatham. The Main Street Lounge serves breakfast and coffee.
Outdoor Pool & Fitness
Enjoy the seasonal outdoor swimming pool, or maintain your workout routine at the on-site fitness center. Complimentary Priority Bicycles are available for guests to explore.
Room Charm
Each of the 56 rooms and suites is uniquely designed, combining historic character with spacious comfort. Options may include fireplaces or terraces.
Rooms & rates
What you'll enjoy
Gallery
Amenities & facilities
Most popular facilities
- Outdoor swimming pool
- Non-smoking rooms
- Private Parking
- Facilities for disabled guests
- Free Wifi
- Restaurant
- Room service
- Fitness center
Great for your stay
- Restaurant
- Parking
- Private bathroom
- Free Wifi
- Fitness center
- Non-smoking rooms
- Family rooms
- Facilities for disabled guests
Bathroom
- Toilet paper
- Towels
- Bath or shower
- Private bathroom
- Toilet
- Hairdryer
- Shower
Bedroom
- Linens
- Wardrobe or closet
- Alarm clock
Outdoors
- Outdoor furniture
- Sun deck
Room amenities
- Socket near the bed
Location
512 Main St, Chatham, MA 02633, United States, Chatham, Massachusetts
Chatham Wayside Inn is located in Chatham, Massachusetts.
5 sights nearby, all within 0.5 mi; the closest is Kate Gould Park at 250 ft.
Things to do nearby
- Kate Gould Parkpark250 ft
- Josiah Mayo Housenature reserve250 ft
- Chatham Bars Avenue Swampnature reserve0.1 mi
- Chase Parkpark0.2 mi
- Chatham Railroad Museummuseum0.4 mi
Straight-line distances from the property · data © OpenStreetMap contributors
What guests say
8.3 / 10 · Very good on Booking.com, from 119 guest reviews
The Chatham Wayside Inn earns consistent praise for its prime, walkable downtown location and genuinely friendly staff, making it an easy base for exploring Chatham and Cape Cod. However, a recurring and notable frustration is the breakfast offering, widely seen as too basic for the price point, and several guests felt room quality, dated decor, and added resort fees did not justify the often steep nightly rates. Guests who prioritise location and atmosphere over value-for-money tend to leave satisfied.
Reviews scoring 9–10: 10 · average 9
They wrote about: breakfast, room, location
Reviews scoring 7–9: 20 · average 7.5
They wrote about: location, room, breakfast
No reviews in the selected score range.
Good to know
House rules
- Check-in
From 4:00 PM to 12:00 AM
Guests are required to show a photo ID and credit card at check-in.
- Check-out
From 7:00 AM to 11:00 AM
- Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Enter your stay dates and check the conditions of your selected option.
- Age restriction
The minimum age for check-in is 18
- Pets
Pets are not allowed.
Frequently asked questions
What is the hotel's location?
The Chatham Wayside Inn is located on Main Street in Chatham, Massachusetts. It is within a 10-minute walk of Oyster Pond, Lighthouse Beach, and Kate Gould Park.
What room amenities are available?
Rooms at Chatham Wayside Inn include a wardrobe, flat-screen TV, private bathroom with a bath or shower, and free toiletries. Some rooms may offer additional features like fireplaces or terraces.
What dining options are available on-site?
The hotel has two dining venues: Wild Goose Tavern, offering coastal cuisine and patio dining, and Main Street Lounge, which serves continental breakfast and drinks.
Does the hotel offer breakfast?
Yes, an elevated continental breakfast is available daily in the Main Street Lounge.
Is parking available?
Private parking is available at the hotel for guests.
Are there family rooms?
Yes, family rooms are available at the Chatham Wayside Inn.
Can I bring my pet?
Yes, the hotel is pet-friendly for up to two pets, weighing a maximum of 70 lbs each, with an additional charge of $70 per pet per night.
What is the nearest airport?
Barnstable Municipal Airport is approximately 20 miles away from the hotel.