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Chatham
Chatham Wayside Inn
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Chatham Wayside Inn Exterior photoChatham Wayside Inn Exterior photoChatham Wayside Inn Exterior photo

CHATHAM WAYSIDE INN

Book on our site
up to 10% cheaper
than Booking.com
Check rooms and rates
From$256 /night
Check-in
10Jun
Check-out
11Jun
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

512 Main Street, Chatham, 02633
-
Close to Oyster Pond Beach
Great
8.7
9.3
/10
4.5
4.1
/5

Loved by Chatham Wayside Inn guests

freshly baked cookies
heated pool
comfortable beds
good breakfast
convenient parking
"The location was bang in the center of the main street..lovely small shops all around.."
Bhavesh Jhaveri from United States
read full review
"The Inn is very charming and centrally located."
Laurie D from United States
read full review
"Loved the chocolate chip cookies @ check in?"
mjbm120 from United States
read full review
"Very good restaurant/bar with attentive service and real food (not SYSCO fare)."
Tom M from United States
read full review

4-star classic coastal retreat in Chatham

Amenities

Chatham Wayside Inn offers a heated outdoor swimming pool, fitness center, and available beach access. Guests can enjoy seasonal dining options at the on-site restaurant. The hotel also provides a cozy lounge area for relaxation and refreshments.

Rooms

The hotel features 44 guest rooms and suites, each equipped with modern conveniences and unique decor. Selected rooms include kitchenettes and private balconies, enhancing the guest experience. Rooms offer easy access to the picturesque Chatham village.

Location

Chatham Wayside Inn is steps away from Main Street, providing immediate access to local shops and dining. The hotel is situated within a short distance from Chatham Lighthouse Beach and scenic Cape Cod attractions. The lively atmosphere of downtown Chatham enhances the overall experience.

Dining

An on-site dining venue serves breakfast and dinner, showcasing a variety of meal options that highlight local ingredients. The restaurant's design complements the charm of Chatham, providing a welcoming atmosphere for guests. Outdoor seating is also available during the warmer months.

Family-Friendly

Chatham Wayside Inn accommodates families with children's activities and nearby attractions suitable for all ages. The hotel offers spacious rooms to comfortably host families during their stay. Not far from the hotel, guests can explore activities like whale watching and fishing.

Highlights

Location: Steps away from Main Street

Rooms: 44 guest rooms and suites

Dining: On-site dining venue for breakfast and dinner

Amenities: Heated outdoor swimming pool

Family-Friendly: Activities suitable for all ages

“It strikes me as a place where genuine warmth underpins a most convenient Main Street setting, evident in the attentive staff who make even arrivals during busy holiday nights feel smooth and personal. The spaces themselves, often featuring comfortable beds and inviting fireplaces, contribute to a sense of cozy welcome. This inn feels like a grounded, approachable choice in the heart of Chatham.”
Hotel logo
James DavidEditor-in-Chief at Usmassachusetts

Select your room type

Chatham Wayside Inn offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
    Deluxe Double Room
    2 persons
    26 sq. feet
    1 King-size bed
    Air conditioning
    Bathtub
    room details
    Standard Double Room
    2 persons
    28 sq. feet
    2 King Size Beds
    Air conditioning
    Bathtub
    room details
    Deluxe Suite
    2 persons
    46 sq. feet
    1 King-size bed and 1 Sofa bed
    Air conditioning
    Bathtub
    room details
Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!
June 2026 - June 2027
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Check-in/ Check-out

Facilities

Chatham Wayside Inn offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.5/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • Safe deposit box
  • 24-hour reception
  • VIP check-in/ -out
  • No pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • 24-hour security
  • Luggage storage
  • Lift
  • Vending machines
  • Smoke detectors
  • Electric vehicle charging station
  • Fire extinguishers
  • Key access

Sports & Fitness

  • Fitness centre
  • Canoeing
  • Hiking
  • Cycling
  • Golf course
  • Fishing

Services

  • Room service
  • Housekeeping
  • Tours/Ticket assistance
  • Welcome drink

Dining

  • Restaurant
  • Bar/ Lounge area

Business

  • Business centre
  • Meeting/ Banquet facilities
  • Fax/Photocopying

Children

  • Cots
  • Board games
  • Children's menu

Facilities for people with disabilities

  • Toilet for disabled

Spa & Leisure

  • Seasonal outdoor pool
  • Heated swimming pool
  • Sun loungers
  • Live entertainment
  • Sun terrace
  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Soundproofed rooms
  • Sitting area
  • Garden furniture
  • Tea and coffee facilities
  • Ironing facilities

Bathroom

  • Free toiletries

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Carpeted floor
Show more

Dining Onsite

Experience the delightful culinary offerings at Chatham Wayside Inn, where local flavors meet warm hospitality. The onsite dining option, Wild Goose Tavern, captures the essence of Cape Cod with a family-friendly atmosphere, making it perfect for casual gatherings or romantic dinners.
Chatham Wayside Inn Restaurant photo
Chatham Wayside Inn Restaurant photo
Chatham Wayside Inn Restaurant photo

Wild Goose Tavern

American
Ambiance
Family-friendly and traditional, with a cozy interior that invites relaxation and connection, perfect for all occasions.
Key Offerings
Savor delectable dishes like lobster ravioli and locally caught cod, complemented by a variety of vegetarian, vegan, and gluten-free options. Enjoy handcrafted cocktails, featuring house-infused vodkas and a selection of craft beers and wine.
Reservation
Recommended.
Open for lunch and dinner.

Chatham Wayside Inn Location

512 Main Street, Chatham, 02633
Explore Chatham
Explore Chatham
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Chatham's Godfrey Windmill
Chatham's Godfrey Windmill
8 minutes' walk
Iconic historic windmill, offering picturesque views and a glimpse into Chatham's maritime heritage.
Chatham Lighthouse
Chatham Lighthouse
19 minutes' walk
Historic lighthouse with stunning views and photo opportunities; guided tours available during selected hours.
Chatham Pier and Fish Market
Chatham Pier and Fish Market
3 minutes' drive
Vibrant fish market with fresh catches, ideal for seafood lovers and local interactions.
Lighthouse Beach
Lighthouse Beach
5 minutes' drive
Scenic beach with soft sand and great swimming; perfect for families and relaxing beach days.
Kayaking at Monomoy National Wildlife Refuge
15 minutes' drive
Adventure with guided kayaking tours; explore wildlife and stunning views. Rentals available.
Yoga Sessions on the Beach
5 minutes' drive
Relaxing beachfront yoga classes suitable for all levels; pre-registration recommended.
Wild Goose Tavern
1 minute' walk
Casual tavern featuring pub classics and local craft beers. Family-friendly atmosphere.
Chatham Squire Restaurant & Tavern
1 minute' walk
Charming locale specializing in seafood and American cuisine. Reservations recommended.
Bluefins Sushi & Sake Bar
2 minutes' walk
Modern sushi bar with fresh ingredients and a vibrant atmosphere; vegetarian options available.
Chatham Orpheum Theater
10 minutes' walk
Historic theater showcasing films and live performances; family-friendly shows on weekends.
Cape Cod Museum of Art
10 minutes' drive
Art exhibits featuring local artists; offers workshops and cultural events. Great for solo travelers.
Getting around
  • City Centre
    Chatham 4 min  ·  1000 ft
  • Airports
    Barnstable Municipal -Boardman/Polando Field (HYA) 48 min  ·  19.7 mi
    Provincetown Municipal (PVC) 92 min  ·  37.8 mi
  • Bus
    Bus stop 8 min  ·  2000 ft
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Property information and rules
Check-in
from 16:00-23:59
Check-out
from 07:00-11:00
Guest Parking
Private parking is possible on site at .
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
At the hotel Chatham Wayside Inn guests are invited to a full breakfast served for free.
Children & extra beds
Maximum capacity of extra beds in a room is 1. 
Pets
Pets are not allowed.
Number of rooms:
54

Reviews and Ratings

Feedback about Chatham Wayside Inn from previous guests about their experience.
Review score
Based on 276 verified reviews
9.2 /10
Perfect
92 %
Recommend
Cleanliness
9.1/10
Comfort
9.3/10
Facilities
8.5/10
Free WiFi
9.0/10
Location
9.7/10
Staff
8.9/10
Value for money
7.9/10
Pros
Prime location
Attentive staff
Continental breakfast
Cons
Service deliveries noise
Guest reviews
based on 118 reviews
8.7/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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Check-in
10Jun
Check-out
11Jun
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
  • Reviews