Hotelaholic

Chatham · Massachusetts

Chatham Wayside Inn

512 Main St, Chatham, Massachusetts, 02633

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Check-in
Nov 23, 2026
Check-out
Nov 25, 2026
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HAPPI EXPERIENCE

The stay, in detail

  • Luxurious Amenities

    Chatham Wayside Inn in Chatham beckons with its seasonal outdoor pool, fitness center, and charming garden. The 24-hour front desk ensures your needs are always met, while complimentary WiFi keeps you connected throughout your stay.

  • Elegant Accommodations

    Each room at the inn is thoughtfully designed, featuring a cozy wardrobe, a modern flat-screen TV, and a private bathroom with complimentary toiletries. Relax in comfort and style after a day of exploring the beautiful surroundings.

  • Culinary Delights

    Indulge in a delightful culinary experience at the on-site restaurant, specializing in mouthwatering American cuisine. Start your day with a delicious continental breakfast and savor delectable dishes throughout your stay.

Experience the epitome of comfort and hospitality at Chatham Wayside Inn. Book your stay now for an unforgettable getaway.

HAPPI HIGHLIGHTS

  • Great location in Chatham

  • Attentive staff and good dining options

At the hotel

Popular amenities

75 listed
  • 24-hour front desk
  • 24-hour security
  • Access to health care professionals
  • Accessible parking
  • Air conditioning
  • Bar
  • Bike tours
  • Board games/puzzles
  • Breakfast takeaway containers
  • Business center
View all amenities

Pools & wellness

  • Heated pool
  • Outdoor pool
  • Outdoor pool - seasonal
  • Swimming pool

Dining & drinks

  • Kid meals
  • Physical distancing in dining areas
  • Restaurant
  • Sanitized tableware & silverware
  • Vending machine - snacks
  • Wine/champagne

Fitness & outdoors

  • Cycling
  • Fitness center
  • Fitness facilities
  • Golf course
  • Hiking
  • Outdoor furniture
  • Sun loungers or beach chairs
  • Sun terrace

Rooms & comfort

  • CCTV in common areas
  • Heating
  • Non-smoking rooms
  • Shared lounge/TV area
  • Soundproof rooms

Safety & cleanliness

  • Cleaning standards that are effective against Coronavirus
  • Fire extinguishers
  • Guest room sealed after cleaning
  • Guest rooms disinfected between stays
  • Guests can opt-out any cleaning services during stay
  • Hand sanitizer in guest room and key areas
  • Physical distancing rules followed
  • Safety deposit box
  • Screens / Barriers between staff and guests for safety
  • Smoke alarms
  • Staff adhere to local safety protocols

Getting around & access

  • Facilities for disabled guests
  • Lift / Elevator
  • Parking
  • Private parking
  • Wheelchair accessible

Guest services

  • Concierge service
  • Fax/photocopying
  • Invoice provided
  • Laundry washed per local authority guidelines
  • Luggage storage
  • Meeting/banquet facilities
  • Private check-in/check-out
  • Walking tours

Services & essentials

  • Canoeing
  • Cashless payment available
  • Daily housekeeping
  • Designated smoking area
  • Electric vehicle charging station
  • Face masks for guests available
  • Family rooms
  • Fishing
  • Free WiFi
  • Higher level toilet
  • Key access
  • Live music/performance
  • Non-smoking throughout
  • Room service
  • Sun umbrellas
  • Toilet with grab rails
  • Vending machine - drinks
  • WiFi available

Review in focus

411 reviews
8/ 10
Location, friendly staff and service. The bike hire was a nice touch.
Neil · couple · 2026-10-11

The guest experience

9.0out of 10
411 verified reviews

Loved most

  • Great location in Chatham
  • Attentive staff and good dining options

Worth knowing — Limited TV options · Basic breakfast offerings

How guests scored the stay

  • Location10.0

    Many reviews emphasize the best location in Chatham, perfect for exploring.

  • Service9.5

    The service was highlighted as courteous and attentive in several reviews.

  • Overall Experience9.5

    Overall, guests had a pleasant experience and would recommend the hotel.

  • Room Quality9.0

    Rooms were noted as clean and functional, with mixed opinions on size.

  • Food and Beverage9.0

    Breakfast and dining options were generally praised, though breakfast could use more variety.

  • Cleanliness8.5

    Clean rooms were frequently mentioned, but some concerns were noted about room access.

  • Value for Money8.5

    Pricing was seen as fair given the location and quality of service.

  • Amenities8.0

    Amenities received mixed reviews; basic breakfast and lack of entertainment options were mentioned.

Live guest feedback

Guest reviews

Remarkably consistent

100% of 16 recent stays rated 8+

9.0411 reviews
  • Very pleased with the stay in Chatham which was a good location to explore Cape Cod.

    8/10

    Neil · couple · 2026-10-11

    “Location, friendly staff and service. The bike hire was a nice touch.”

  • Great location, friendly staff

    10/10

    Joseph · couple · 2026-09-19

    “Good location, nice variety of foods”

  • Amazing experience!

    10/10

    bethanymY1448MU · Friends getaway · 2026-08-14

    “We went here for dinner on my bachelor and everything about our experience was amazing!!! The food was delicious and JC our server was fantastic and went above and beyond!!! We will always come back!!!”

  • A Perfect Home Away from Home.

    10/10

    gilbertps · NONE · 2026-08-12

    “Clean specious, and quiet rooms. All staff are professional yet friendly Fairly priced. Well kept grounds. Delicious compilmentary Continental breakfast ual Perfect location. Please don't come -I want the place to myself.”

  • Peaceful, beautiful and full of great food!

    10/10

    Matilda · couple · 2026-08-11

    “It was a wonderful property, perfect location in the town and beautifully decorated. Everyone was welcoming, the room very clean and spacious and the pool never too busy, even on hot days! We’d love to return again!”

  • Comfortable and inviting

    10/10

    alexgM6856PI · NONE · 2026-08-04

    “The property was clean, spacious and inviting. The location could not be better; it is right in the heart of Main st. The value and amenities are excellent especially when compared to other hotels on Main St. My husband and I were very happy with our choice and would definitely choose Chatham Wayside Inn again.”

  • Family trip

    10/10

    mkelly1984 · NONE · 2026-08-04

    “Awesome experience with my family. Ideal location next to the bandstand and Main Street Clean rooms. Nice pool. Will stay a week next time.”

  • Chatham was delightfully quaint. Restaurant in the hotel was very good.

    10/10

    Janet · couple · 2026-07-22

    “Very quaint, and great location”

  • Wonderful location

    8/10

    shelleytc · NONE · 2026-07-19

    “Great location in the heart of Chatham! The staff is friendly. The rooms were very clean. Most of the furnishings in our room were scratched/scuffed/stained and the bathroom is very small.”

  • Quintessential Cape Code experience

    10/10

    stevebX7138WG · NONE · 2026-07-15

    “Great location for exploring Chatham and the surrounding areas. Great, helpful, friendly staff and good food options from the restaurant.”

  • Thank you for another fun stay!

    10/10

    jetaime10 · NONE · 2026-07-07

    “Shenique was great, very helpful and happily greeted us upon arrival as well as during our departure. We love the pool area for our 10 year old. We like eating at the goose, and usually try to book all of our dinners there when we visit at Christmas and 4th of July. The continental breakfast was great- it was nice to have so much fresh fruit offered. We've loved our past few rooms we've stayed in, plenty of open space and many with outdoor areas. The inn is great for families. Overall we enjoy staying at the inn because we can park our car and not have to drive again until we check out. Everything we need as a family is nearby, and our daughter makes fast friends with every 4th of July visit. The staff is great, and the accommodations are clean, nicely adorned, and good sized. Thank you for another fun stay!”

  • A good waiter says it all

    10/10

    395lindsayn · Family · 2026-07-03

    “Juan Carlos is amazing! Dynamic, caring, attentive!!”

  • The Place to Stay in Chatham!

    10/10

    Freedom596128 · Family · 2026-07-03

    “A lovely experience for our mom/daughter trip! Staff is wonderful! Bedding is pure comfort! Location is right downtown...can't get any better than that! Food at Goose Tavern delish! Highly recommend!!!”

  • Great service

    10/10

    431austinp · Family · 2026-07-02

    “Juna C. our server was excellent!! Food was great. Will definitely be back.”

  • Guest review

    10/10

    Ellen · solo traveller · 2026-07-01

    “Everything”

  • Location, food, and service - all tops.

    10/10

    DianeN377 · NONE · 2026-06-28

    “We stayed in room 630 which was a large corner bedroom with lots of windows plus a separate sitting room with frig. In addition to the room there was an outdoor space with two adirondack chairs. The restaurant is very good and it was delightful to sit outside for dinner. The continental breakfast, which was included, was very good with nice baked goods, scrambled eggs and lots of fresh fruit. All of the staff were very friendly. To top it off, you cannot beat the location, right on Main Street where all the shops are.”

View all guest reviews

Hotel info and reviews come from third-party sources.