Title: Book the Best ROMANTIC Hotels in Chatham, MA from CA $269 - Chatham Romantic Getaways | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d10743.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chatham Romantic Hotels Tonight [Apr 7 - Apr 8](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-07&endDate=2026-04-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Apr 8 - Apr 9](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-08&endDate=2026-04-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-17&endDate=2026-04-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Chatham romantic hotels ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/203d6415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/f8355c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) Chatham 9.6/10 Exceptional (102 reviews) "We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margot C. CA $129 CA $674 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/c42f2794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/7b578377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/79dfe134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33980000/33974500/33974477/21563e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly! [](https://www.expedia.ca/Chatham-Hotels-Downtown-Chatham-Gem-Walk-To-Beach.h33974477.Hotel-Information) Chatham 10/10 Exceptional (18 reviews) "Downtown Chatham Gem was perfect for our girls getaway weekend. Parked the cars and walked everywhere. The house was clean, beautifully decorated, and had everything we needed. Loved everything about it and we will definitely be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claire S. CA $1,327 CA $2,323 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Chatham-Hotels-Downtown-Chatham-Gem-Walk-To-Beach.h33974477.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/25000000/24230000/24223000/24222957/7c597c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/25000000/24230000/24223000/24222957/ab3ba5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24230000/24223000/24222957/0ad3016f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24230000/24223000/24222957/be943348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mariner Motor Lodge- "Where People Come By Choice And Not By Chance". [](https://www.expedia.ca/West-Yarmouth-Hotels-Mariner-Motor-Lodge-Where-People-Come-By-Choice-And-Not-By-Chance.h24222957.Hotel-Information) Yarmouth 7.8/10 Good (16 reviews) "Very convienent area to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ELISABETH R. CA $167 CA $275 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/West-Yarmouth-Hotels-Mariner-Motor-Lodge-Where-People-Come-By-Choice-And-Not-By-Chance.h24222957.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a7d1d86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/1fed40da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c100b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) West Brewster 9.6/10 Exceptional (51 reviews) "House was perfect for our family reunion! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg H. CA $184 CA $821 total includes taxes & fees Apr 10 - Apr 11 [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/6a060893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/73765266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/2f8ad258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/70000000/69390000/69385000/69384906/182e71da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nantucket Room Unit - #2 [](https://www.expedia.ca/Harwich-Port-Hotels-The-Nantucket-Room-Unit-2.h69384906.Hotel-Information) Harwich port 9.8/10 Exceptional (52 reviews) "amazing location and cute place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adriana A. CA $138 CA $269 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Harwich-Port-Hotels-The-Nantucket-Room-Unit-2.h69384906.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/w1242h889x0y0-ba5cd960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/cfafbc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/8311230c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/797729b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location [](https://www.expedia.ca/Dennis-Port-Hotels-Walk-To-DennisPort-Beaches-4-MinBars-And-Restaurants-2min-WalkPerfect-Location.h57119600.Hotel-Information) Dennis 10/10 Exceptional (32 reviews) "The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie D. CA $417 CA $964 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Dennis-Port-Hotels-Walk-To-DennisPort-Beaches-4-MinBars-And-Restaurants-2min-WalkPerfect-Location.h57119600.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62990000/62988400/62988358/7801fa0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/63000000/62990000/62988400/62988358/79aabbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/63000000/62990000/62988400/62988358/be4f53a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/63000000/62990000/62988400/62988358/db941b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2021 CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham [](https://www.expedia.ca/Eastham-Hotels-2021-CONSTRUCTION-3BR-3BA.h62988358.Hotel-Information) Eastham 10/10 Exceptional (44 reviews) "Great place, very clean. Host was accessible and accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher M. CA $563 CA $1,372 total includes taxes & fees Apr 11 - Apr 12 [](https://www.expedia.ca/Eastham-Hotels-2021-CONSTRUCTION-3BR-3BA.h62988358.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562900/33562838/75ebbd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33570000/33562900/33562838/53a2532c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33562900/33562838/f6142d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33562900/33562838/123f6a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Oceanfront Home With Amazing Views \~ Private Beach! Ocean Beach Vista! [](https://www.expedia.ca/Dennis-Port-Hotels-Stunning-Oceanfront-Property-Wamazing-Views.h33562838.Hotel-Information) Dennis 9.6/10 Exceptional (121 reviews) "We had a great time with the family on Cape Cod for Thanksgiving. The host was very accommodating even answering on the holiday when we locked ourselves out. The place is literally on the beach. We were able to enjoy sunrise and sunset this time of year. Perfectly placed mid cape to access wherever you want to go. Great rooms with sweeping views. Best spot on the cape" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James S. CA $858 CA $1,631 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Dennis-Port-Hotels-Stunning-Oceanfront-Property-Wamazing-Views.h33562838.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31730000/31730000/31729981/80d38d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/32000000/31730000/31730000/31729981/7ce9221a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/32000000/31730000/31730000/31729981/742eb1c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/32000000/31730000/31730000/31729981/a8f75b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed [](https://www.expedia.ca/South-Yarmouth-Hotels-WATERFRONT-WKayaks-SUPs-Pet-Friendly-HOT-TUBFirepit-FPLDeck-Patio.h31729981.Hotel-Information) Bass River 10/10 Exceptional (99 reviews) "We had a great time at this wonderful location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daria P. CA $297 CA $927 total includes taxes & fees Apr 24 - Apr 25 [](https://www.expedia.ca/South-Yarmouth-Hotels-WATERFRONT-WKayaks-SUPs-Pet-Friendly-HOT-TUBFirepit-FPLDeck-Patio.h31729981.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500642/2f73c8dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500642/1f36af9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500642/f91652a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500642/e9e5ab4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scribi's Beach House [](https://www.expedia.ca/Dennis-Port-Hotels-Scribis-Beach-House.h33500642.Hotel-Information) Dennis 9.8/10 Exceptional (36 reviews) "Live our stay at the Scribi house ... hope to be back soon!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn K. CA $1,391 CA $1,980 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Dennis-Port-Hotels-Scribis-Beach-House.h33500642.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-21&endDate=2026-04-22®ionId=10743&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Hotel Reviews ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "We had an excellent stay! The decor and cleanli ess" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Didn't need air conditioning " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Clean room, great breakfast and cozy" [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 2/10 Terrible "Property was not clean. The room had damaged all over with the ceilings having holes. Making it feel like someone was watching you. The tiles on the bathroom floor were all lifted off the ground. There were ants all around especially on the rug. I would like a refund. I do not recommend staying here even if its free." [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg) ### Cape Sands Inn 10/10 Excellent "Very nice staff. Hot tub and Indoor pool were also closed for the season which we were expecting because those usually stay open year around. " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg) ### Comfort Inn Hyannis - Cape Cod 8/10 Good "It was good " [](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/7438dff7_y.jpg) ### Anchor In Distinctive Waterfront Lodging 10/10 Excellent "Staff was very warm and welcomed our furry babies. " [](https://expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Captain's House Inn](https://images.trvl-media.com/lodging/3000000/2830000/2824300/2824230/450bb45e_y.jpg) ### Captain's House Inn 10/10 Excellent "The fireplace and a glass of wine made a cozy evening. " [](https://expedia.ca/Chatham-Hotels-Captains-House-Inn.h2824230.Hotel-Information) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Loved everything about it. Beautiful location, cozy room with elegant bathroom, polite and lovely staff, excellent food! Server Bevin was the best!!" [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Chatham? ### When is the best time of year for a romantic getaway to Chatham? ### What is there to do in Chatham? ### What's the best way to get to Chatham and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [Adults Only Resorts & in Boston ](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston ](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - 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