Hotels in Chatham

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Where to stay in Chatham?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chatham on Hotels.com. These Chatham hotels consistently deliver on quality, location and traveler experience. Last updated on October 15, 2026.

1. Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (871 reviews)
Perched on the bay in Chatham, this luxurious resort offers a private beach and nearby Chatham Seaside Links. Unwind with deep-tissue massages at the spa, sip drinks at the beach bar, or swim in the outdoor pool. The helpful staff ensures a perfect Cape Cod getaway.
The price is ¥55,854
¥63,924 total
includes taxes & fees
Nov 8 - Nov 9
Chatham Bars Inn

2. Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (752 reviews)
Steps from pristine fairways, this Chatham inn combines relaxation with recreation. Enjoy American cuisine at Wild Goose Tavern, cool off in the seasonal outdoor pool, or borrow bikes to explore. With free WiFi and parking, plus nearby Chatham Windmill, convenience meets charm.
The price is ¥28,359
¥39,344 total
includes taxes & fees
Nov 1 - Nov 2
Chatham Wayside Inn

3. Old Harbor Inn

Old Harbor Inn
3.5 star property
Chatham
9.6 out of 10, Exceptional, (173 reviews)
Wake up to free breakfast at this inviting B&B near Veterans Field and Mayo House. Unwind in the garden, grab a snack at the deli, or maintain your routine in the fitness center. With free WiFi and parking, convenience meets comfort.
The price is ¥65,664
¥75,152 total
includes taxes & fees
Oct 15 - Oct 16
Old Harbor Inn

4. Pleasant Bay Village Resort

Pleasant Bay Village Resort
3.0 star property
Chatham
9.6 out of 10, Exceptional, (339 reviews)
Tucked within walking distance of Cape Cod Beaches, this Chatham hotel offers a refreshing outdoor pool and hot tub for unwinding after coastal adventures. The garden setting, restaurant, and helpful staff create a memorable Cape escape near local attractions.
The price is ¥34,033
¥38,950 total
includes taxes & fees
Oct 21 - Oct 22
Pleasant Bay Village Resort

5. Greyfinch Chatham Inn

Greyfinch Chatham Inn
3.0 star property
Chatham
8.8 out of 10, Excellent, (293 reviews)
This family-friendly Chatham inn provides free WiFi and parking, with Veterans Field and Mayo House located nearby. Enjoy the seasonal outdoor pool after exploring local hiking trails. Travelers consistently praise the exceptional staff service.
The price is ¥26,934
¥36,626 total
includes taxes & fees
Nov 1 - Nov 2
Greyfinch Chatham Inn

6. Chatham Seafarer Inn

Chatham Seafarer Inn
3.5 star property
Chatham
9.0 out of 10, Wonderful, (349 reviews)
The price is ¥36,873
¥42,200 total
includes taxes & fees
Oct 15 - Oct 16
Chatham Seafarer Inn

7. The Hawthorne

The Hawthorne
2.0 star property
Chatham
9.4 out of 10, Exceptional, (204 reviews)
Escape to this bayfront Chatham hotel with a private beach and free parking, just moments from Chatham Seaside Links. Each room offers convenient refrigerators and microwaves. Unwind on the terrace or stroll through the garden before exploring nearby Mayo House.
The price is ¥52,078
¥59,602 total
includes taxes & fees
Oct 25 - Oct 26
The Hawthorne

8. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (278 reviews)
Overlooking Pleasant Bay, this resort offers championship golf, a seasonal outdoor pool, and pristine beach access. Guests can savor American cuisine at Twenty-Eight Atlantic or enjoy refreshments at multiple bars while exploring nearby Caleb Nickerson House.
The price is ¥64,081
¥78,474 total
includes taxes & fees
Oct 18 - Oct 19
Wequassett Resort and Golf Club

9. Chatham Tides

Chatham Tides
2.5 star property
South Chatham
9.4 out of 10, Exceptional, (785 reviews)
The price is ¥25,509
¥29,194 total
includes taxes & fees
Nov 10 - Nov 11
Chatham Tides

10. Handkerchief Shoals Inn

Handkerchief Shoals Inn
2.5 star property
South Harwich
8.6 out of 10, Excellent, (239 reviews)
The price is ¥28,216
¥32,293 total
includes taxes & fees
Oct 19 - Oct 20
Handkerchief Shoals Inn

11. Eagle Wing Inn - Cape Cod

Eagle Wing Inn - Cape Cod
3.0 star property
Eastham
9.8 out of 10, Exceptional, (464 reviews)
The price is ¥20,426
¥23,377 total
includes taxes & fees
Oct 15 - Oct 16
Eagle Wing Inn - Cape Cod

12. Pelham on Earle

Pelham on Earle
3.0 star property
West Harwich
9.4 out of 10, Exceptional, (109 reviews)
This Northwest Harwich retreat puts you close to Earle Road and Pleasant Road beaches. After a day of sun, cool off in the seasonal outdoor pool or enjoy a relaxing drink at the bar. Free WiFi and parking complement the staff's renowned hospitality.
The price is ¥29,926
¥36,989 total
includes taxes & fees
Oct 26 - Oct 27
Pelham on Earle

13. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (151 reviews)
The price is ¥39,095
¥44,744 total
includes taxes & fees
Oct 15 - Oct 16
Brewster Green Resort

14. Skaket Beach Motel

Skaket Beach Motel
2.0 star property
Orleans
9.2 out of 10, Wonderful, (503 reviews)
Dive into Cape Cod charm at this Orleans motel, just a stroll from Skaket Beach. After enjoying complimentary breakfast, challenge friends to mini golf or cool off in the seasonal outdoor pool. Clean rooms and helpful staff ensure a relaxing coastal getaway.
The price is ¥17,496
¥20,024 total
includes taxes & fees
Oct 21 - Oct 22
Skaket Beach Motel

15. Kingfisher Harwich Port

Kingfisher Harwich Port
3.0 star property
Harwich Port
9.2 out of 10, Wonderful, (63 reviews)
Wake up to ocean breezes at this coastal hotel just steps from Bank Street Beach. Free WiFi and self parking enhance your Cape Cod getaway, with Harwich Port's charming attractions and Hyannis transportation options nearby.
The price is ¥28,664
¥32,806 total
includes taxes & fees
Oct 18 - Oct 19
Kingfisher Harwich Port

16. A Beach Breeze Inn

A Beach Breeze Inn
2.5 star property
West Harwich
9.6 out of 10, Exceptional, (295 reviews)
Embrace seaside tranquility at this West Harwich motel near Pleasant Road Beach. The outdoor pool refreshes after kayaking adventures, while in-room refrigerators and microwaves add convenience. Explore Cape Cod's attractions with free WiFi and parking.
The price is ¥20,426
¥23,377 total
includes taxes & fees
Oct 18 - Oct 19
A Beach Breeze Inn

17. Rodeway Inn Orleans - Cape Cod

Rodeway Inn Orleans - Cape Cod
2.0 star property
Orleans
8.2 out of 10, Very good, (871 reviews)
Close to Orleans Bowling Center and Rock Harbor Beach, this welcoming motel offers clean rooms and thoughtful staff. Unwind at the outdoor pool after exploring Cape Cod, or try nearby scuba diving. Free WiFi and parking make your stay convenient and comfortable.
The price is ¥18,049
¥20,657 total
includes taxes & fees
Oct 19 - Oct 20
Rodeway Inn Orleans - Cape Cod

18. The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
Brewster
8.4 out of 10, Very good, (1,006 reviews)
The price is ¥15,883
¥25,426 total
includes taxes & fees
Nov 8 - Nov 9
The Villages at Ocean Edge

19. Whalewalk Inn and Spa

Whalewalk Inn and Spa
3.5 star property
Eastham
10.0 out of 10, Exceptional, (114 reviews)
Tucked away in Eastham, this charming inn offers an indoor pool and rejuvenating massages. Explore nearby Rock Harbor and First Encounter beaches after enjoying the free breakfast. Tennis courts and electric bike charging add convenience.
The price is ¥38,102
¥43,608 total
includes taxes & fees
Oct 18 - Oct 19
Whalewalk Inn and Spa

20. The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (797 reviews)
Tucked in South Yarmouth, this welcoming hotel offers a seasonal outdoor pool and free breakfast. Nearby hiking and biking trails beckon adventure seekers, while kayaking and parasailing add to vacation thrills. Enjoy free WiFi, parking, and the garden terrace.
The price is ¥14,214
¥16,269 total
includes taxes & fees
Nov 1 - Nov 2
The Escape Inn
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Go beyond your typical stay in Chatham

When is the best time to visit Chatham?

Our prices for hotels in Chatham are cheapest in March

Price trends for hotels in Chatham

Pricing is based on two traveler single night rates
View properties in October
Currently viewing crowd sizes and weather for October.

October

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Top landmarks in Chatham

Learn more about Chatham

Elbow your way past the crowds at Chatham Lighthouse, where seals bask on sandbars with the nonchalance of locals who've found the perfect spot. The historic fishing pier showcases the day's catch being unloaded while gulls provide commentary. Cape Cod beaches stretch in both directions, with Lighthouse Beach and Ridgevale offering different flavors of coastal perfection. Village shops in centuries-old buildings sell maritime treasures that avoid being tacky. Monomoy National Wildlife Refuge provides sanctuary for birds and solitude-seekers alike. Summer swells the population from 6,000 to 25,000, yet this place maintains its salty character. Come autumn, you'll have those beaches almost to yourself – just you and the seals eyeing each other curiously.

A lighthouse with a house nearby, under a starry night sky with visible Milky Way.

Check out reviews of Chatham hotels guests love

Frequently Asked Questions

How much does a hotel room cost in Chatham?

You can discover great hotels in Chatham from ¥14,214 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Chatham that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.

How can I find deals and earn rewards at Chatham hotels?

Discover great deals on Chatham hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. And make sure to check out our last-minute deals on Chatham hotels.

Can I book Chatham hotels with free cancellation?

It's easy to book a refundable Chatham hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are the top-rated luxury hotels in Chatham?

One of the most popular luxury hotels in Chatham is Chatham Bars Inn. Chatham Bars Inn is a luxury resort with a high guest rating amongst our travelers, and it offers a full-service spa, a seasonal outdoor pool and a sauna.

What are some of the best Chatham beach hotels?

For a beachy vacation in Chatham, Chatham Lighthouse Beach, Ridgevale Beach, and Cockle Cove Beach are some of the best places to visit. Stay at a top-rated Chatham beach hotel and make the most of your vacation. Check out Chatham Bars Inn if you're after a resort that's near the water. With a private beach plus a seasonal outdoor pool and a full-service spa, our travelers rate it highly at 9.2 out of 10.

What are some of the best hotels in Chatham for couples?

Enjoy your couple's retreat with a stay at a top-rated Chatham romantic hotel. Our travelers love Chatham Bars Inn, a resort with a private beach and a beach bar. Another romantic hotel with top reviews is Captain's House Inn. This bed & breakfast offers an in-room fireplace for a perfect stay. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Chatham for couples on Hotels.com.

What are some of the best kid-friendly hotels in Chatham?

Some of the most well reviewed Chatham hotels for kids include Chatham Wayside Inn and Greyfinch Chatham Inn. Chatham Wayside Inn is a kid-friendly hotel with a guest score of 9.2 out of 10 plus family-friendly amenities like children's meals, a seasonal outdoor pool, and free bicycle rentals. Check out Greyfinch Chatham Inn with a guest score of 8.8. This popular motel has a seasonal outdoor pool and free parking as well as high chairs in the guestrooms. Explore more kid-friendly hotels in Chatham by using our "Family friendly" filter in your search on Hotels.com.

What are the top Chatham hotels with a pool?

For some added luxury, discover the best Chatham hotels with a pool. Pleasant Bay Village Resort is a great hotel with an outdoor pool and a guest rating of 9.6 out of 10. Plus, you can make the most of its hot tub and restaurant. Chatham Bars Inn is a popular resort that features a seasonal outdoor pool along with a private beach and a full-service spa. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Chatham with a pool.

What are some of the best Chatham hotels with free parking?

If you're driving, a great Chatham hotel with free parking is a bonus. Our travelers' favorites include:

What are the top Chatham boutique hotels?

Book your stay at a stylish boutique hotel in Chatham. Chatham Bars Inn is a popular resort with our travelers, offering guests a private beach and a seasonal outdoor pool as well as air-conditioned guestrooms with turndown service and designer toiletries.

What are some popular hotels in central Chatham?

For hotels in central Chatham, check out Chatham Wayside Inn and Pleasant Bay Village Resort. Travelers love Chatham Wayside Inn for its location, as well as the seasonal outdoor pool, garden-view restaurant and bar/lounge this hotel offers. Pleasant Bay Village Resort is another popular central hotel with an outdoor pool, a hot tub and a restaurant. East Orleans and South Orleans are some of the most central neighborhoods for your Chatham vacation.

Find out more about Chatham

Chatham Unbound: A Coastal Tapestry of Sea, Sand, and Serenity

Chatham, Massachusetts, is a charming coastal town known for its pristine beaches and rich maritime history. Stroll through its quaint downtown, where unique shops and local eateries beckon visitors. A visit to the iconic Chatham Lighthouse offers panoramic views of the Atlantic, while the historic windmill adds a touch of old-world charm. Whether you're exploring the scenic shoreline or relaxing by the sea, Chatham promises a delightful blend of nature, culture, and coastal allure.

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Discover great hotels near Chatham

Chatham offers a variety of accommodations, from cozy inns and charming bed and breakfasts to more spacious hotels. Whether you prefer a seaside retreat or a quaint downtown stay, you’ll find options that cater to different tastes and budgets, perfect for a relaxing getaway. Here are some of the best hotels near Chatham that our travelers love:

  1. Wequassett Resort and Golf Clubopens in new window: A premier 4.5-star resort, Wequassett Resort and Golf Club boasts an impressive guest rating of 9.4 and is ideal for leisure travelers seeking a dynamic beach experience. This property features direct beach access and offers a variety of adventure sports, making it perfect for those looking to indulge in outdoor activities like kayaking and sailing. With spacious, well-appointed accommodations, this hotel ensures a comfortable and memorable stay. Positive reviews highlight the cleanliness, spaciousness of the rooms, and the exceptional coastal views, making it a standout choice for travelers eager for a delightful getaway.
  2. A Little Inn on Pleasant Bayopens in new window: A Little Inn on Pleasant Bay is a charming 3.0-star bed and breakfast with a perfect guest rating of 10.0. This inviting property offers complimentary daily breakfast options, ensuring a delightful start to your day. With stunning waterfront views, it is perfect for travelers seeking a serene and picturesque escape. The positive sentiment from guests emphasizes the quality of the dining experience and the beautiful surroundings, making A Little Inn on Pleasant Bay a top choice for those looking to enjoy a tranquil coastal retreat.
  3. Chatham Tidesopens in new window: As a budget-friendly option, Chatham Tides is a well-rated motel with a guest rating of 9.4. This property features direct beach access and offers kayaking for active travelers looking to immerse themselves in coastal adventures. With spacious and clean rooms, guests can enjoy superb comfort without overspending. Positive reviews consistently mention the excellent location and the overall quality of the stay, making Chatham Tides a fantastic choice for budget-conscious travelers seeking an enjoyable beach experience.

Where to stay near Chatham

Stay in Brewster, Harwich, or Orleans when visiting Chatham, Massachusetts. Brewster offers beautiful beaches and outdoor activities like biking and whalewatching, while Harwich is known for romantic sunsets and floral attractions. Orleans features vibrant sports and a lively port atmosphere. For first-time visitors, Brewster is best suited, providing a relaxing coastal experience with ample activities.

  1. Brewsteropens in new window: Brewster is a charming coastal town known for its relaxed vibe and beautiful sea views. Travelers will appreciate the mix of seafood delights and beach activities, with must-see spots like Mayflower Beach and Breakwater Beach offering a perfect blend of sun and surf. Outdoor enthusiasts can enjoy biking and hiking opportunities along scenic routes, while Ocean Edge Golf Club provides a unique chance to tee off with ocean backdrops. This tranquil town is ideal for those looking to unwind by the sea and sample local seafood in a friendly, laid-back setting.
  2. Harwichopens in new window: Harwich offers a delightful seaside experience with a romantic feel and a focus on natural beauty. It's perfect for visitors who appreciate relaxing by the beach and enjoying sunsets. Notable spots like Cape Cod Lavender Farm and Harwich Port add to the town’s charm, creating a mix of scenic views and local culture. Harwich also caters to sports lovers and those who enjoy a casual biking ride along the coast, making it a well-rounded destination for a peaceful yet engaging getaway.
  3. Orleansopens in new window: Orleans stands out with its vibrant coastal atmosphere and a strong connection to the sea. The town is great for travelers who love spending time on the beach and enjoying water activities, including swimming and savoring spectacular sunsets. With its focus on seafood and a lively port area, Orleans offers a refreshing blend of relaxation and coastal fun. The local community embraces sports and outdoor activities, making it an inviting spot for those looking to experience a mix of leisure and active adventures by the sea.

Things to do in Chatham

Chatham offers a mix of coastal beauty and scenic landscapes. Enjoy boating, sea diving, and hiking along sandy beaches and rolling hills, with stunning sunsets and local art scenes. For those intrigued by history, hints of maritime heritage add a unique touch.

  • Hardings Beachopens in new window – Visit Hardings Beach to relax on its sandy shores and enjoy the soothing sounds of the sea. This spot offers a straightforward beach experience where you can take a leisurely stroll along the shoreline or simply sit back and watch the waves roll in. Whether you’re looking to sunbathe or explore the coastal surroundings, Hardings Beach provides a serene backdrop for a day by the water.
  • Nickerson State Parkopens in new window – Explore Nickerson State Park, a national state park that invites you to enjoy outdoor activities in a natural setting. With its close proximity to the sea and beach-themed attractions, you can engage in a variety of recreational pursuits while surrounded by scenic landscapes. It’s an ideal place for those who appreciate a blend of nature and recreational fun.
  • Sea Street Beachopens in new window – Head over to Sea Street Beach to experience a classic beach day. The location is perfect for those who want to relax on the sand, take a refreshing dip in the sea, or enjoy a peaceful moment with the sound of the waves as your backdrop.
  • Harwich Portopens in new window – Discover Harwich Port, a charming town neighborhood known for its coastal appeal. Here, you can wander through the area, take in the local maritime character, and enjoy the unique blend of small-town charm with a seaside twist.
  • Bank Street Beachopens in new window – Spend your time at Bank Street Beach, where the gentle sea breezes and soft sands create a welcoming environment. It’s a spot designed for a relaxed day outdoors, letting you appreciate the natural beauty of the coast while enjoying the simplicity of a beach setting.

4 tips for savvy savings when booking a hotel in Chatham

  1. Book for the cheapest times: Visiting Chatham on a budget is a great value for money, especially between January and March when you may find hotel prices at lower prices. A stay of at least 2 to 3 days is ideal to explore the landmark sites, historical attractions, and cultural highlights of the area, including the unique blend of seafood, seaport charm, beach views, fishing heritage, stunning sunsets, baseball history, shark lore, trendy art, and more.
  2. Look for last-minute deals on Hotels.com: Hotels.com offers a variety of options for travelers heading to Chatham. You may discover discounted rates by exploring the Deals or Last-Minute Dealsopens in new window sections, where you could find opportunities to save on hotels near your travel date. Additionally, by enabling email alerts or push notifications, you're more likely to see flash sales and special promotions. The Smart Shopping tool on the Hotels.com app allows you to compare hotel prices and amenities, helping you stay informed about availability and price drops for a potential last-minute getaway.
  3. Be flexible with dates: Prices may vary based on factors such as the hotel's location, star rating, and time of year, so being flexible with your travel dates in Chatham could help you save on your stay. For those interested in unique accommodations, boutique hotels often offer a more personalized experience and may provide better value. When you book through Hotels.com, we’ll indicate if the price for your selected dates is above or below the average. If it’s on the higher side, we may suggest more affordable dates that could help you secure a better deal.
  4. Consider your location: Hotels near the city center usually tend to be more expensive, but thanks to Chatham's excellent public transportation links, you might find an independent hotel further out that’s still well connected and more likely to be affordable. For travelers interested in exploring alternative, less crowded neighborhoods or even lesser-known nearby cities, there is often excellent value for money. Choosing these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Chatham

Chatham experiences its lowest average temperature in February, at 35.4°F (1.9°C), while August is the hottest month, with an average temperature of 70.3°F (21.3°C). October tends to be the wettest month. The peak travel months to visit Chatham are June to August, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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