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512 Main St, Chatham, MA 02633-2239
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Traveler (46)
Room & Suite (18)
Dining (7)
What is Travelers’ Choice?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travelers and are ranked within the top 10% of properties on Tripadvisor.

About

#6 of 9 hotels in Chatham
Location
Cleanliness
Service
Value
Travelers' Choice
Set in the heart of the quaint seaside village of Chatham, Cape Cod, the Chatham Wayside Inn offers stylish accommodations, comfortable dining and outstanding service creating the perfect Cape Cod experience year-round. Chatham's strolling Main Street, an exclusive mile of boutique shops, art galleries, and restaurants, is just steps from your door.
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Pool
Fitness Center with Gym / Workout Room
Free breakfast
Bicycles available
Evening entertainment
Children's television networks
Electric vehicle charging station
Secured parking
Wifi
Pool / beach towels
Outdoor pool
Heated pool
Private pool
Fence around pool
Bar / lounge
Restaurant
Breakfast available
Breakfast buffet
Complimentary Instant Coffee
Complimentary tea
Kids' meals
Outdoor dining area
Wine / champagne
Patio
Board games / puzzles
Highchairs available
Banquet room
Meeting rooms
Photo copier / fax In business center
Baggage storage
Concierge
Newspaper
Non-smoking hotel
Outdoor furniture
Shared lounge / TV area
Sun deck
Sun loungers / beach chairs
First aid kit
Umbrella
24-hour check-in
24-hour front desk
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Room features
Allergy-free room
Bathrobes
Air conditioning
Desk
Fireplace
Cable / satellite TV
Sofa bed
Walk-in shower
Housekeeping
Interconnected rooms available
Private balcony
Safe
Seating area
Separate living room
Sofa
Telephone
Wardrobe / closet
Bottled water
Clothes rack
Iron
Laptop safe
Private bathrooms
Wake-up service / alarm clock
Flatscreen TV
Radio
Bath / shower
Complimentary toiletries
Hair dryer
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Room types
City view
Pool view
Bridal suite
Non-smoking rooms
Family rooms
Good to know
HOTEL CLASS
HOTEL STYLE
Quaint
Quiet
Languages Spoken
English, Russian, Spanish
400Reviews8Q+A73Room tips
Traveler rating
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Colleen K wrote a review Jan 2023
3 contributions
Very pretty hotel and great location for parking your car and walking to shops,restaurants, movie theater. Very quiet this time of year. Wished I had looked at larger room. We would stay again in the future.
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Review collected in partnership with this hotel
Date of stay: January 2023
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jennifer Simmons, Innkeeper at The Chatham Wayside Inn
Responded 4 days ago
A Collen K, We are so happy to hear you enjoyed our location and your recent visit. We have many different room categories for you to consider for your next visit. We appreciate your review and look forward to welcoming you again.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
chrisdonahue2006 wrote a review Jan 2023
1 contribution
Lovely downtown area, enjoyed the hotel. Wish the restaurant was open during our stay and the weather could of been better. Power went out at the Squire. Breakfast was fair, looking for a hot option. Waffle station or omelet station
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Review collected in partnership with this hotel
Date of stay: January 2023
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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NHmojito2015 wrote a review Jan 2023
Hopkinton, New Hampshire1 contribution
Our stay was perfect from the start to the end. They have great parking thats a must when traveling to the Cape specially in high season. The location, right in heart of downtown walking distance to everything. Great staff super friendly and helpful, room clean to the T. The bathroom/shower was excellent the bed was excellent and they offer continental breakfast and it has everything, Highly recommend this place. They have a great dinning room but it was closed for the season but may options close by. When open its a must go great for people watching amazing food and drinks.
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Review collected in partnership with this hotel
Date of stay: January 2023
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jennifer Simmons, Innkeeper at The Chatham Wayside Inn
Responded 2 weeks ago
@NHmojito2015, Thank You for your review! We are happy to hear you rnjoued your stay. We strive to provide Superior service and are glad to hear we hit the Mark! We look forward to seeing you again soon.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Nancy G wrote a review Jan 2023
Boston, Massachusetts30 contributions2 helpful votes
We recently spent NY weekend at the CWI and had a wonderful time. The Inn is gorgeous, the staff friendly and very well informed about the Inn and the surrounding area. Check in was seamless and the room was so clean and tastefully appointed. Beds were very comfortable and dressed with beautiful exquisite linens. We ate at the Goose NYE and the food was delicious. Everyone at the Goose was in good cheer and made the night festive and fun. Continental breakfast was great, lots of options and delicious quiche and smoked salmon. We loved the Wayside for the staff, the location and the comfortable but elegant ambience.
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Review collected in partnership with this hotel
Date of stay: December 2022
Value
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Location
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Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jennifer Simmons, Innkeeper at The Chatham Wayside Inn
Responded 4 weeks ago
@nancygP3693AM, Thank You for your wonderful review. We are elated to know you enjoyed ringing in the New Year with our wonderful team at CWI. We look forward to your return!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
roxieontheroad wrote a review Jan 2023
Plymouth, Massachusetts267 contributions117 helpful votes
The inn is perfectly located near shops and restaurants as well as being a short drive from the area’s gorgeous beaches. The staff is exceptionally friendly, and the cleaning staff does an excellent job. The rooms themselves are well insulated there is very little noise. The rooms would be perfect if the mattresses were more comfortable.
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Review collected in partnership with this hotel
Date of stay: December 2022
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jennifer Simmons, Innkeeper at The Chatham Wayside Inn
Responded 4 weeks ago
@roxieontheroad, thank You for your Stellar review. We are happy to hear you enjoyed our welcoming staff and meticulous cleaning team! All guest rooms have recently had the mattresses replaced and were sorry to hear you did not find them comfortable. We look forward to welcoming you back to the Wayside in the future.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
janiegirl12 wrote a review Jan 2023
Woodstock, Connecticut56 contributions46 helpful votes
Stayed for 2 nights, charming place, clean room, lovely and helpful staff. Terrific location, we will be back! Parking was plentiful, lobby was inviting, fresh cookies available all day long, continental breakfast. And reasonable rates.
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Review collected in partnership with this hotel
Date of stay: December 2022
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Cletus Pancham, General Manager at The Chatham Wayside Inn
Responded 4 weeks ago
@janiegirl12, We are delighted to hear you enjoyed your visit. Our cookies are always a big hit! We look forward to seeing you again.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
goggin31 wrote a review Dec 2022
Walpole, Massachusetts2 contributions
The Chatham Wayside provided a beautiful holiday experience. This is the 4th year we have stayed at Christmas and I would highly recommend it. The staff are so nice and accommodating and the location is great.
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Review collected in partnership with this hotel
Date of stay: December 2022
Value
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Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jennifer Simmons, Innkeeper at The Chatham Wayside Inn
Responded 28 Dec 2022
@goggin31, We are so happy to hear you have made us a Holiday tradition and you enjoyed your most recent visit. We look forward to seeing you again.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
pattyneeson wrote a review Dec 2022
1 contribution
Everything from check in to check out the experience was amazing The room was superb and extremely clean Dinner in the restaurant was excellent with very attentive wait staff Continental breakfast was an extra plus
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Review collected in partnership with this hotel
Date of stay: December 2022
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jennifer Simmons, Innkeeper at The Chatham Wayside Inn
Responded 20 Dec 2022
@pattyneeson, Thank You for your kind review. We are so happy to hear you enjoyed your stay with us and look forward to seeing you again.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
Bethany C wrote a review Dec 2022
1 contribution
Wonderful stay!!!! I spent a week here, working on a writing project, and I didn't leave the Inn very much, so I got to know the staff members rather well. Everyone I encountered went "above and beyond" ( my absolute favorite complement) for me with true friendliness, profesionalism and warmth. The Wild Goose Tavern is amazing, and I had most of my meals there. The chef Brock is outstanding...a creative, kind-hearted, culinary wizard, always helping this vegetarian...who, frankly, can be high maintenance with her unique dietary needs. The hosts Athena, Faith and many others greeted me with genuine warmth daily, while the bar staff, Elena and Bobby, made me feel like I was family each time I hunkered down at the bar to write and dine. The front desk crew, Cindy, Nikki, and Fred each helped me with many unique requests with warmth and savvy inventiveness. The room was spotless, the mattress super comfortable and the pillows were great. I have worked in 20 plus countries and have stayed in many wonderful hotels all around the world...and this place makes the top of my list.
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Date of stay: December 2022
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jennifer Simmons, Innkeeper at The Chatham Wayside Inn
Responded 12 Dec 2022
@k291TBbethanyc, Thank You for your wonderful review. We are delighted to hear you enjoyed your stay anf that our entire staff made you feel warm and welcome and part of the Wayside Family. We are looking forward to welcoming you again in the future.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
VondaMoberg wrote a review Dec 2022
Portland, Oregon11 contributions5 helpful votes
Clean, comfortable and cozy. We love Chatham and this Inn provides us a place where we feel at home. The staff is great. The restaurant is also a fun place to hang out and the chef is personable and cares about his food and customers.
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Review collected in partnership with this hotel
Date of stay: December 2022
Value
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Location
Cleanliness
Service
Sleep Quality
Trip type: Traveled on business
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Jennifer Simmons, Innkeeper at The Chatham Wayside Inn
Responded 9 Dec 2022
@VondaMoberg, We are delighted to hear you enjoyed another visit with us and all that the Wayside has to offer. We look forward to welcoming you again.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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PRICE RANGE
US$227 - US$391 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
the chatham wayside hotel chatham, chatham wayside inn
LOCATION
United StatesMassachusettsCape CodChatham
NUMBER OF ROOMS
56
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THE CHATHAM WAYSIDE INN - UPDATED 2023 Hotel Reviews & Price Comparison (MA) - Tripadvisor

Frequently Asked Questions about The Chatham Wayside Inn
Which popular attractions are close to The Chatham Wayside Inn?
Nearby attractions include Chatham Orpheum Theater (0.3 km), Chatham Candy Manor (0.09 km), and Chatham's Godfrey Windmill (0.4 km).
What are some of the property amenities at The Chatham Wayside Inn?
Some of the more popular amenities offered include free wifi, free breakfast, and a pool.
Which room amenities are available at The Chatham Wayside Inn?
Top room amenities include air conditioning, a flat screen TV, and a desk.
What food & drink options are available at The Chatham Wayside Inn?
Guests can enjoy free breakfast, an on-site restaurant, and a lounge during their stay.
Is parking available at The Chatham Wayside Inn?
Yes, free parking, secured parking, and street parking are available to guests.
What are some restaurants close to The Chatham Wayside Inn?
Conveniently located restaurants include Cuvee at Chatham Inn, Impudent Oyster, and BlueFins Sushi & Sake Bar.
Are there opportunities to exercise at The Chatham Wayside Inn?
Yes, guests have access to a pool and a fitness centre during their stay.
Is The Chatham Wayside Inn located near the city center?
Yes, it is 0.6 km away from the centre of Chatham.
Does The Chatham Wayside Inn offer any business services?
Yes, guests have access to meeting rooms and a banquet room during their stay.
Which languages are spoken by the staff at The Chatham Wayside Inn?
The staff speaks multiple languages, including English, Spanish, and Russian.
Are there any historical sites close to The Chatham Wayside Inn?
Many travellers enjoy visiting Atwood Museum (1.0 km), Marconi-RCA Wireless Museum (3.2 km), and Chatham's Godfrey Windmill (0.4 km).